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Managing Remote Work’s Double Edges

Remote work sounds great, in theory. “Work wherever/whenever you want!” is often presented as an Awesome Perk of the startup world and, in some cases, an inevitability.

In practice, what makes remote work great is also what makes it incredibly difficult.

Customer.io is both remote and office-based—with a distributed team and a headquarters in Portland, Oregon—which makes for an interesting balancing act. No matter what, we strive to be remote-first rather than “remote-friendly”. After my first year or so of full-time remote work here, I have some learnings to share.

Communication is more important, but way more difficult

In order to have the same level of connection as office-based folks, a remote team has to be that much closer emotionally to make up for that physical distance. It’s not easy to interpret ambiguous statements via Slack. If I can’t hear someone’s tone or see their body language, there is no playfulness or sarcasm for context.

To compensate for distance, everyone has to share more about their thoughts, habits, feelings, and expectations—of themselves and others. Frankness must replace proximity, and that doesn’t always come naturally. Since it’s hard to know when and if someone has misinterpreted us, we rely on mutual honesty, respect, and clarity.

Company meetings via Zoom

company meetings take place via Zoom

“Work whenever you want” isn’t necessarily true

While some roles are more suited to working independent hours, others are not. Collaborative teams necessitate compromise. For example:

  1. Support teams and customer hours: A support team, in many ways, is beholden to those asking for their help—the customers. No matter where you work from, if you aren’t available when support requests are coming in, customers are unhappy. A compromise has to be made.
  2. Folks collaborating on work need to overlap (at least a little bit): Many remote-first companies claim to be highly creative and collaborative. Efficient collaboration requires mutual availability; otherwise, work suffers. Again, compromise has to be made.

To be clear, neither of the above examples undermines “work whenever you want”. They just show that it isn’t that simple and comes with a caveat: “work whenever you want, while enabling others.” We have to understand our own working patterns and our co-workers’, communicate, and balance accordingly. That takes effort.

Remote work requires real introspection, reflection, and honesty (and some people aren’t ready for that)

Sometimes our product manager Reema works on the weekends. So does some of our engineering team. If they want to do that, that’s perfectly fine. I am intentionally not available on the weekends because my wife works a 9-5 office job, and weekends are my time with my family.

However, if Reema then takes a Tuesday and/or Wednesday off to recharge, I cannot expect her to be available, just because she was working on “the weekend,” or my days off. There is simply no such delineation anymore. There is only communication, and if that goes off-course, remote teams cease to function.

communicating over remote robot

Communicating via robot

A 9-5 schedule and a physical office space provides guidelines and rules. People like these things. We like knowing what it is expected of us; it lightens our cognitive load. But what happens when these guidelines are gone? We have to look within ourselves and answer:

  • When am I most productive?
    • Wait, what does ‘productive’ mean for me? Does it mean a lot of code? A lot of deep thought? A lot of collaboration with other people?
    • Is that “productivity” in one big block, or in small blocks throughout the day? Why?
  • How do those times work with my team?
  • When does my family need me?
  • When would be best for me to go for that run that I previously had to take in the morning?
  • What do I need in my office space to enable me to work best?

Remote working removes constraints, but it also removes excuses. We have no excuse but to do great work—but first, we need to understand what actually enables that work. Then, we have to communicate it to our managers and peers. Sometimes, setting constraints again is exactly what we need.

Office productivity and remote productivity are different

Occasionally, I visit our Portland office. There, I feel productive because I’m meeting people, talking and drawing on whiteboards with them, and moving projects forward in a broader sense. This is the kind of work that’s difficult to intentionally block out time for when remote, as it often happens spontaneously, sparked by a conversation while waiting for the coffee to brew or while walking to lunch. Philosophical conversations on the nature of a product that don’t fit well into a Google Calendar invite title. They matter, they result in huge product improvement, and they can’t always be planned for.

Meanwhile, working remotely can result in long blocks of heads-down time that are very difficult to get in an office environment— particularly an open office. Turning Slack notifications off is much easier than trying to find a quiet room or space from which to work within an office— and even then, interruptions are far more likely. This kind of time also improves Customer.io, because it lets me truly dig deep into a customer problem.

You’re going to feel bad about “being available,” and you’re also going to have FOMO

It’s easy to end up working a lot. Because we’re distributed and many conversations take place asynchronously, it can feel like the company is constantly interacting.

slacking awayslacking away the day

For remote folks, the only lines that exist are the ones we draw for ourselves— like with my “weekend” example above. There is no “weekend,” just the days and times that we decide are the times when we don’t work best. Some folks are better at drawing lines than others, but we all need to be clear and deliberate about what those lines are. I’ve had days when, even though I’m sick, the lack of a physical office to drag myself to has resulted in me working anyway, thinking “I can make it to my office, it’s only downstairs, I’m sure I’ll be fine.”

In an office, that line is clearer; when remote, it needs to be psychological, and just as strong. Otherwise, we can end up taken hostage by notifications and emails in a strange sort of limbo—not exactly “working” but hyper-aware that work is there, and therefore unable to enjoy the present world around us (or focus on recovery). We need to overcome the feeling of “this other person is available; should I be available, too?”

In these situations, I have to be introspective, identify what isn’t working, and change it. Once again, remote working removes constraints in some places, but necessitates their creation in others. Identifying where to draw lines is hard—it requires a self-awareness not required in regular office work, an admission that what we’re doing isn’t working, and a willingness to experiment and change. And that’s not easy.

“Deliberate” social time might feel awkward, but it’s imperative

We often have impromptu watercooler videochats. I can’t overstate how valuable opportunities for casual interaction like this are for remote folks. When there is no literal watercooler or coffee machine or breakroom around which spontaneous “how was your weekend?” conversations take place, then we have to intentionally spring up a virtual one like a fun thread in Basecamp or the #random channel in Slack. We schedule Serendipity matches, too—every two weeks, we’re matched with a fellow Customer.io Ami and make the time to get to know each other.

Sure, these watercooler interactions can sometimes feel awkward. The internet magnifies awkward silences. But for each of those silences, we have a cracking conversation about hot sauce or video games or how and when we’re going to make a “Pets of Customer.io” calendar. Those conversations are so important and happen by chance in a co-located space. To foster that same feeling of connection and companionship that is the foundation of good work, remote teams need to deliberately create them.

pets of customer.io

Did someone say pets of Customer.io?

So yes, it’s hard. Is it worth it?

There’s a simplistic assumption that remote is The Future, its benefits infinite. But it truly is not for everyone, and I hesitate to tell companies or people that they should adopt it. Going remote is a wholesale re-imagining of how we see our work environment, our attitudes toward that work, and our relationships with our co-workers. It removes age-old barriers and excuses, and asks questions of us that we’re not always prepared to answer.

I always find it strange when someone’s first impression of Customer.io is that they love that we’re a remote team. This is a statement that cannot possibly be true; the approach and its success depends entirely upon the team executing it. We may be working remotely, but our bonds with our fellow coworkers need to be that much stronger as a result, to make up for that physical distance. This is why you cannot know if remote work will be successful until you try it anew each time; until you know and connect with the people who form the foundations of those remote relationships, you have no idea whether or not you’ll be successful.

When we get it right, it’s wonderful. It’s a joy to work for a company which allows me true freedom, to take care of myself and my family when I need to, and work from nearly anywhere in the world. When I’m having a bad day, I can take a few hours off, go for a run to clear my head, and get going again. Similarly, when I’m inspired, I work from 6:30 in the morning until 4:30 in the afternoon and wonder where the time’s gone. And when I visit Portland or participate in a company get-together, I get to chat in real life and share a drink with the awesome people that I see in Slack every day.

Just like with a real office, there are good days and bad. The problems presented by remote work are simply of a different, more introspective nature. Remote environments offer more flexibility, and let us maximise our productivity—but to do that, we have to dig deep and figure out what makes us tick in the first place.

But (for me, at least) it’s worth it.

What do you find rewarding or challenging about remote work? Share with us in the comments!

Lessons from an Epic Analysis of 50 Welcome Emails

How do you create a valuable welcome email? The “Hello! Hi! Welcome!” part is clear enough, but what else should you consider?

Welcome emails aren’t just a formality but a crucial opportunity. Minutes before, your customer was excited enough about your service to sign up for an account. A good welcome email capitalizes on the momentum of that sign-up, rewarding customers for their behavior and enticing them to stay engaged.

We analyzed 50 welcome emails to figure out how to best guide customers along their customer journey. Let’s dive into the data we found.

The Anatomy of a Welcome Email

We looked at welcome emails from 50 subscription services, with a mix of B2B and B2C. We learned that every good welcome email has these three things:

  • Welcome Message. This is where you welcome, invite, and inform your customer. (Tip: use the goof-proof Princess Bride welcome copywriting formula!)
  • Images. Appeal to visual learners and provide brand context.
  • A call-to-action. Invite your customers to start getting value from your service. For example, if a customer just signed up for your survey tool, you’d invite them to make a survey.

Check out this welcome email for Dropbox Teams, which includes all three components.

Dropbox Teams welcome email

  • The welcome text explains your new benefits now that you’ve signed up.
  • The image breaks up the text, makes the email visually appealing, and promotes the message of collaboration.
  • The call-to-action prompts you to “Get started” in Dropbox Teams with a clear next step.

Let’s dig into some of the data to discover best practices for each component.

Welcome Text: Engage Your Customers Immediately—Or Lose Them

A study from the Nielson Group about email newsletters showed that recipients only allocated about 51 seconds to read each email, and often just glanced at the content.

Even though newsletters don’t serve the same purpose as welcome emails, the takeaway is the same: no one will pore over your email’s flowery language. Customers should get your most valuable information right away, from day one, and that can help retain them down the road.

Optimize your word count

In our findings, a good majority (65.4%) of welcome emails had between 50 and 150 words. About a quarter of the emails were over 150 words. Here’s the exact percentage breakdown:

welcome email text wordcount analysis

The variation in copy length makes sense—the amount of text you use depends on what you have to convey to new users. It can take longer to explain to someone how they can generate leads than it might to show them a dress to buy.

Despite the variation, it’s possible to be both concise and thorough. This email from Zillow, coming in at only 32 words, is a good model. It has all the component parts (welcome text, image, CTA), and explains all of Zillow’s core functions (home listings, mortgage pre-approval, and “zestimating”).

Zillow welcome email

Zillow sums up the basics of their service and invites you to use it, showing that you don’t have to use a lot of words in order to be comprehensive.

Personalize your message to increase conversion rates

Personalization improves click-through rates. And most marketers claim to prioritize personalization.

In our analysis, we looked for two types of personalization:

  • Name personalization: Think “Hi, Ellen!” or “Welcome, Jake!”
  • Content personalization: Tailoring content based on information you have about a customer, like whether a customer downloaded your productivity tool for business or personal use.

For name personalization, only 11 out of the 50 emails we analyzed used our names (or usernames) in the greeting. That’s just 22%.

name personalization only at 22%

It’s not hard to address your customers by name, as long as you’ve got that information. (In Customer.io, you use a simple Liquid tag.) And because personalization tends to increase conversions, any little effort is worth trying.

In terms of content personalization, we found that none of the emails we received were personalized based on use personas. Because few companies are doing this, this is an opportunity to make your welcome emails exceptional.

Clearbit, a business intelligence tool, gathers data to determine their customers’ job roles and sends different welcome messages based on those roles. A new user’s job affects how they approach and use Clearbit’s products.

Here’s a marketer-focused welcome, offering integrations with tools they’re likely to already use and calling out the potential to “becoming a marketing god.”

Clearbit marketer welcome

In contrast, here’s what Clearbit sent to their developer customers. The message prompts them to test and learn about their enrichment APIs—which may turn off a marketer who isn’t very technical.

Clearbit developer welcome

The important takeaway here isn’t about inserting a name or other personalized field but about delivering relevance. Understanding your recipients’ motivations is key to an effective message.

In the case of a welcome email (and many other lifecycle messages), the text aims to invite customers to engage in some way, so you have to make that invitation appealing. And different elements of your service or ways to frame your message can effectively appeal to different segments of people.

Images: Use Graphics to Help Customers Understand Your Brand

65% of people are visual learners. Beyond adding visual appeal, images help your customers process information. Using images in welcome emails might seem obvious, but only a little more than half of our data set did—30 out of 50.

Including an image isn’t a necessity—and when used incorrectly, it can actually distract from the goal of getting customers back inside your app. Still, images in welcome emails are unique opportunities to help cement your message.

Researchers showed that people are 83% more likely to remember text when paired with an image. Images have also been proven to help you process messages faster and more thoroughly, trigger emotions, and motivate learning.

benefits of images on learning

Here are two simple tips on how to capitalize on how images can help people absorb your message:

Use supporting images

The best images support the messages you want your users to take away, adding helpful context. This email from book-creating tool Blurb uses three different types of images to get its message across, using the header, body, and footer of the email.

Blurb welcome email header

The first image, which includes the logo and a picture of a book, occupies the email header—helping you understand what Blurb is all about.

Blurb images

The second set of images gives you a visual representation of the types of publications you can create with Blurb, showcasing the product’s core benefits.

Blurb process images

The third set of images are small, but our associations with the heart, the book, and the barcode help us understand the process of using Blurb at a glance.

The way Blurb uses images helps customers get the gist of each element of their messaging, even if they end up scanning the email.

Join the Blue Email Group

The color of welcome email images—in addition to the content—can also affect the way your customer perceives your company. It’s basic color psychology: green is associated with growth/nature, purple with luxury/royalty, black with exclusivity. But one color stood out in our findings.

Out of the 50 emails we analyzed, 30 of them prominently featured the color blue—60% of the total. That’s 36% more than any other color.

welcome email color analysis

While some of these companies had blue in their logo, not all did. So it wasn’t necessarily overall branding that led to a blue choice, which often showed up specifically for their welcome email.

The color psychology surrounding blue aligns with the mission of the welcome email. A welcome email is supposed to help give a positive first impression and build trust, and the color blue symbolizes trust, integrity, and efficiency. For a subscription service, you need to present these qualities to help keep your customers around.

Of course, a blue welcome email isn’t a must-have, but incorporating blue into your color scheme may give you a little boost, as you’re acclimating customers with your service and earning their trust.

Call-to-Action: Maintain Momentum to Prevent Early Churn

It’s easy to lose the interest of new users when you haven’t yet proven your value and built habits of engagement. And when it comes to apps, the numbers are brutal: less than 25% of people will open an app after the first time they use it.

Your first call to action is essential. Your customers decided to download your app or create an account because they’re curious about your service. But that curiosity is fleeting—use it or lose it. Most businesses agree. Out of the 50 emails we analyzed, only 4 didn’t include at least one CTA.

welcome email calls to action analysis

This was the least deviation we saw in any of our findings. But the consensus that all welcome emails need a CTA is pretty basic. The deeper problem remains: you don’t just need any CTA, you need the right one.

Power conversions with a single CTA

While most emails we analyzed had more than one CTA, the best ones had one clear CTA. Research shows that emails with a single, strong call to action increased click-through rates by 371% and sales by 1,617%.

This email from NPS tool Delighted provides an example of what to avoid. There are many instances of hyperlinked text, but it’s not clear what action you should take next.

Delighted welcome CTAs

With ten different links in this email, there’s no one area that draws your eye. It’s harder to pick from ten options than to follow one clear direction, as too many options creates choice overload, which often ends up in inaction.

On the other hand, look at this email from productivity tool Trello. There are multiple hyperlinks in this email—links to the Getting Started Guide, social media channels, and Trello’s blog—but the design shepherds you to a clear next step.

Trello welcome CTA

Customers see a clear path instead of getting blocked by too much or irrelevant information.

Maximize click-throughs with a button

Much like Trello’s clear next step, using a button rather than linked text or photos can boost click-throughs. Buttons are hard to miss and hard to misunderstand. It’s easy to gloss over a hyperlinked phrase or miss how clicking an image leads to a dashboard.

This email from the Moz Community has both hyperlinked text and a “Start Exploring” button. Here’s the body text:

Moz community welcome text

There are six CTAs in total, but only one is the star. Our eyes go right to the yellow “Get Started” button. The other links are easy to gloss over while available for anyone interested enough to explore.

While we recommend using a button to lead your customers on a clear journey, using hyperlinks can provide the context they need along the way.

One Size Doesn’t Fit All

The most important takeaway we’ve learned from analyzing 50 welcome emails is that there’s no one-size-fits-all process for creating yours.

Our trusty shades of blue might clash with the purple in your logo, or maybe your specific audience loves lots of links in their first message. There aren’t any universal rules. There are however some universal goals: welcome messages should leave a positive impression and openness to more engagement.

Okay, we’ve given you strategies for successful welcome emails. Now tell us about your welcome email or how you’re planning on improving them!

The Two-Stage Decision-Making Framework You Need to Know for Better Emails

We all have our own ways of making decisions. The pro/con list. Gut instinct. Maybe you consult your trusty Magic 8 ball. But according to psychologists like Peter Gollwitzer, no matter what methods we use to make choices—big and small—there are two distinct phases of this process:

  • Stage 1: Deliberation
  • Stage 2: Implementation

This mindset context is often missing from the strategies that companies use to communicate with their leads and customers. Approaching messaging as a way to either help people determine or implement is useful to create communication that comes off relevant and helpful, rather than random and promotional.

You can use this framework to create lifecycle messaging that aligns with a customer’s decision-making process. For example, you can send email tailored to people in these broad phases, reaching users pre-signup (Stage 1: Deliberation) and post-signup (Stage 2: Implementation).

The chart below breaks down some common customer challenges in the deliberation and implementation stages of their lifecycle, along with ways that businesses can respond:

lifecycle message strategy framework

Product and marketing teams often use this framework without quite realizing it. Used deliberately in your customer approach, the framework is even more powerful. Equally often, companies craft messages that don’t sync with a customer’s current phase. An “implementation” message to a “deliberation” customer isn’t just unhelpful, it makes for a bad experience during a delicate time in the lifecycle.

In this post, we’ve collected some examples that illustrate strategies for reaching customers in these two phases with the appropriate message at the right moment. Let the customer lead the way and use these simple guidelines to shape the appropriate messaging.

Stage 1: Deliberation

Customers in the deliberation phase are seeking—sometimes consciously, sometimes subconsciously—a connection that will point them in the right direction.

The line is generally clear. A customer that hasn’t yet signed up or one that has taken a soft step (a free trial, for example) is still deliberating. If they aren’t paying you, they aren’t truly implementing yet.

While people are still deliberating, communicate with them effectively by addressing the questions they’re mulling over and supplying the education and information they’re most likely seeking. To see what we mean, we’ll borrow examples from a few industries to look at how different businesses solve this problem for their customers.

Align your goals with the customer’s goals

deliberation stage: align goals

Consumers and businesses tend to make decisions in the same way, albeit with different processes. In either case, emotions, urgency and past behavior contribute to the ultimate choice. Regardless of whether you’re selling to consumers or businesses, you need to understand their goals before sharing how you can help them achieve those goals.

This email from Glassdoor a great example of high-level alignment on goals between the lead and the business. It is content-driven and sells ideas, not solutions. That helps this message resonate with their ideal customer’s goals.

Glassdoor email

A few other things help make this email successful for their audience. It’s sent on a Tuesday, smack in the middle of the busy workweek. It also leverages Glassdoor’s own data about work-life balance and the companies that are hiring—the segue to the product is both logical and useful.

Answer questions before they’re asked

deliberation stage: address preconceived notions

It’s likely that your prospect or new trialer does have a goal, but isn’t sure exactly how to achieve it. Along with uncertainty comes preconceived notions about the way things are done. You can address this by answering common questions before they’re asked. Anticipate these questions by talking to your sales and support teams. Where are people struggling? What is holding them back from implementing our product/service?

Newton is a new kind of running shoe company that launched in 2007. The shoes are built to promote better running form, but are very different from their competitors. They use their emails to explain how their shoes work and why they could be a better choice than Nike or Brooks.

In this case, the customer’s goal is likely injury-free running. They’re deliberating on the best way to achieve that goal. If they’ve already come across Newton and subscribed to the newsletter to get more information, it’s the perfect time to differentiate the product.

Newton deliberation email

click to view larger image

Use branding to address subconscious emotions

deliberation stage: building trust

Every interaction with your company helps people form an opinion about you. The colors in your marketing, the copy on product pages, even the tone of your tweets—it all factors into the emotional reaction. But “branding” is a vague word. There are many ways to interpret branding, but perhaps the simplest is helping customers establish positive feelings about your company (not just your product).

(It’s important to note that you can’t fake a great brand. It’s built into the DNA of the company. You can put branding to work in your emails, but only if it’s an accurate reflection of your business.)

Plenty of companies use content to provide information, but Litmus took the time to survey more than 900 email marketers to create its State of Email Design Report.

Litmus resource email

The result is a community-oriented resource that’s helpful to email marketers whether they use Litmus or not. It’s just the kind of thing that creates the positive branding connections that you can draw on later on the customer lifecycle.

Stage 2: Implementation

The deliberation phase is all about helping customers connect the dots. Not only do you want them to have positive emotions about your brand, you want to convey that you have the ability to help them achieve their desired outcomes.

Once they’ve decided that your product or service can help them, it’s about implementation. How do you get them up and running and maintain engagement?

Create a positive feedback loop

implementation stage: affirm choice

The first step is simply affirming their decision. Know as milestone emails, these messages congratulate customers on taking an important step. Welcome emails can fall into this category, as can emails that reward users for any number of breakthrough events events in their lifecycle.

Medium tackles notifications and milestone emails in one fell swoop. Their emails alert writers to highlights and comments, but also close a positive feedback loop. Here’s proof that the work you published on Medium is reaching people.

Medium milestone email

Support Ongoing usage with timely information

implementation stage: timely information

Most software products are meant to be used on an ongoing basis. Given the nature of the customer’s relationship to the product, it makes sense that people will need help getting value from it. Their relationship with your product will fluctuate—it isn’t a linear line towards greater and greater value.

Evernote sends regular emails to help their customers get more from the app. Like many software tools, Evernote starts as a blank slate—no data and therefore no value. Only by adding content and context to the app do users get a return on their investment.

They use this email to let customers know about integrations. (Rather than a one-off strategy, it’s actually a proven way to reduce to churn.)

Evernote lifecycle integration news

click to view larger image

Evernote does this with tips for using their software. Newton could do it by providing workout ideas. Medium can do it by sharing the work of other writers. Glassdoor can do it by offering a salary estimator and resume writing tips. In every case, ongoing usage of a product or service should be paired with timely information.

Retention = Goal Re-Alignment

implementation stage: goal realignment

Goal alignment will usually need to happen more than once. As customers lose interest and drift away from your product or service, there are all kinds of ways to re-engage them.

Airbnb does a particularly good job with this. In the example below, they’ve jogged the customer’s memory and leveraged behavioral data to suggest places to visit. They also don’t ask for a huge commitment. Instead of “Book now,” they simply prompt the customer “Start your search.”

airbnb reengagement email


Understanding where the customer is in their lifecycle is paramount to communicating effectively. It takes empathy, perspective and a bit of data to pinpoint the kind of message that people need–and then deliver it.

How Clearbit Personalizes Emails with Customer.io (and Achieves a 49% Open Rate)

Clearbit builds a brilliant and extensive suite of API products. Exciting use-case ideas abound. Just a sampling: sales reps can get a lead’s company size from a single email, marketers can enrich lead and customer data to better segment their emails, and developers can integrate Clearbit with their own software to show rich profiles.

Having multiple products, use-cases, and audiences means that Clearbit has a lot of explaining to do. Their challenge: guide different types of users through custom onboarding experiences for multiple products. Clearbit has to get founders, salespeople, marketers, developers, and other professionals to all understand, adopt, and make the best use of their platform.

The solution, naturally, involves the clever use of data. Using their own Clearbit-enriched data, they segment their audiences and personalize content to tailor their lifecycle messages in Customer.io, delivering only the most vital and relevant information.

The result: a hyper-personalized email strategy that achieved an overall open rate of 49%. Here’s how they did it:

Segment free trialers by role

People who sign up for a free trial are usually newbies, who don’t yet know how a product can best serve them. Recognizing that their various buyer personas require different information to get started, the Clearbit team knew they needed to find a way to match the right message to the right users.

Upon realizing that their buyer personas’ needs hinged on their job expertise, Clearbit decided to segment their welcome email drip campaign based on a user’s role. Take a look at two of these emails that have a 64% open rate.

Clearbit enriched welcome email
click for larger view

The email on the left provides developers a peek into how the Clearbit API operates, showing an example cURL command and the data Clearbit returns. The email on the right, on the other hand, addresses a marketer’s concern, reassuring that building a technical integration isn’t necessary to explore and find value. There’s plenty to do to get started “without writing code” using 3 popular non-technical tools.

To accomplish this message personalization, Clearbit turned to their Clearbit integration with Customer.io. The integration sends new signups to the Clearbit Enrichment API, which passes information linked to the email address, including data points like role and seniority, into Customer.io.

Clearbit enrichment API returning data points example

From there, they created a simple segment based on the role attribute data now in Customer.io.

Clearbit segment

Instead of sending a catch-all email with a generic “check out all the cool things you can do” message, Clearbit addresses specific use cases relevant to their various audiences. As a result, their conversion rates are between 4.9% and 6.3% through the welcome series alone.

Harness user feedback to personalize onboarding

Clearbit continues onboarding people after they become paying customers of their Enrichment API service. Just because a new customer pays for a month or more doesn’t mean they’ve fully adopted a tool. Many will leave a product they don’t totally understand without communicating their needs. Clearbit nips this issue in the bud by directly asking customers how they’re planning to use Clearbit data. Then they send post-purchase onboarding emails based on those self-reported plans.

Once you start paying for the Enrichment service, you’re asked to take this quick one-question survey:

Clearbit customer survey

Each time someone responds to the survey, that gets passed into Customer.io as an event, with their specific answer as an event attribute. Clearbit uses this response data to further group their paying customers—adding segment conditions based on whether customers took the survey and which answer they selected. Here’s what that looks like:

survey-based segment trigger

Clearbit uses these segments to trigger emails tailored to the survey response. Here are two examples:

Clearbit Customer.io survey triggered emails

click for larger view

People who plan to enrich their lead and customer information get the email on the left, which includes helpful tips for how to boost their sales and marketing conversions, all with example case studies. Those who plan to integrate Clearbit with their own product receive the more technical email on the right, with pointers on how to best navigate the API.

The risk of sending the same email to everyone is that the message is irrelevant and fails to resonate (and prompts an unsubscribe). Clearbit doesn’t make their customers do the mental work of cherry-picking their own relevant bits from a message and instead automatically delivers personalized tips.

Deepen engagement based on technology personalization

It’s up to Clearbit to make sure that their customers find long-lasting product value. To deepen engagement, the team points out how customers can use Clearbit with tools they’re already using.

technology-based personalization

The email on the left tells Jan how to get more out of Marketo, a tool he’s already using, by using Clearbit. The same goes for Brian in the email on the right, but with Google Sheets. Instead of sending an email cataloging a laundry list of integrations on offer, Clearbit sends this email addressing a very specific use case. As a result, the email is engaging, the customer is happier, and the product is stickier.

There’s a lot going on behind the scenes of that seemingly simple email. Not only does Clearbit use their own Enrichment API to pass through data points about tools in use into Customer.io, they manage all the message variations in a single email, using Liquid.

clearbit onboarding email using liquid

With Liquid powering “if/else” logic to show different text in both the body and subject line, Clearbit creates one email covering four different use-cases—the integration of Salesforce, Segment, Marketo, or Google Sheets.

subject line personalization

At a 59% open rate, this simple integration suggestion gets a 5.5% click-through rate.


Clearbit built an entire company around the principle that data is paramount. But gathering information is only the first step. It’s even more important that you put that data to good use to create a great experience for your customers.

By getting creative with enriched data in Customer.io and some experimentation, Clearbit came up with a robust email strategy. Clearbit can equip their users to be successful in their businesses, and it pays off big time. Learn how to set up the integration between Clearbit and Customer.io (or via Segment).

How We Use Customer.io Webhook Actions to Push Data Into Salesforce

Measuring and optimizing the customer funnel effectively is a priority for many companies that make and sell web and mobile products.

As the resident marketing operations nerd on the team, I knew we had to be able to work towards four operational goals to ensure we’re efficiently and constructively growing our customers here at Customer.io:

  • effectively measure each stage of the funnel
  • have a clear view of how prospective customers moved through our world
  • use data collected from multiple systems to drive sales communications
  • use sales interactions to customize marketing communications

But we needed to better align marketing and sales to make this a reality. This meant enabling the marketing and sales teams to continue doing what they did best in their particular stacks while making sure consistent data streamed through those tools in real-time. Luckily, the timing of the Customer.io Actions launch lined up perfectly with our decision to better align marketing and sales with data flow.

Actions makes it possible for our customers to leverage the behavioral data that’s already flowing through into Customer.io to trigger messages in channels beyond email. With Webhook Actions, for example, you can to send that data to any third-party service with a public API.

It made sense to be the first guinea pig to configure and use Webhook Actions to push data from Customer.io into Salesforce. We’d open up the possibilities of using Customer.io beyond empowering marketers to message users based on behavioral data — to also empowering sales with more context to provide a better personalized, helpful sales experience. Here’s what we did:

Using Customer.io Actions to Align Marketing and Sales With Data

Customer.io gets to work after an integration with your web/mobile product or service. Our own integration setup involves user data from our app flowing into our Customer.io account via Segment (meta, right?). That data includes not just information like who’s signing up but also what they’re doing inside our product.

After creating webhook integrations between Customer.io and Salesforce, we’re able to curate and push any piece of that behavioral data into Salesforce. Here are 3 workflows we created in our first month after implementing Customer.io Actions and Salesforce:

1. Pushing signups into Salesforce

As with many SaaS products out there, people can sign up quickly for a Customer.io account to take a look around and kick the tires themselves without having to wait to see the product in a demo. Our sales team plays a role in guiding new signups through the consideration and purchase phases, and beyond.

So it’s critical that the sales team knows who is creating accounts. We use Customer.io Actions to push all new leads into Salesforce.com:

webhook action workflow setup

The Action includes data from the registration form fields, like company and contact estimate.

2. Updating lead records with email address verification

We require new signups to confirm their email address (to help keep spammers at bay as well as ensure the person who signed up is who they say they are). So we decided to also update Salesforce lead records when people complete that email confirmation step.

Account verification sent webhook log

That keeps the sales pipeline free of accounts that never bothered or wanted to actually use Customer.io.

3. Updating lead record with key product usage

We also send an update into Salesforce when an account is over their free limit of 200 profiles and 400 messages. Surpassing that benchmark of activity after signing up is a good sign of engagement that our sales team can then take action on.

Here’s what the Salesforce webhook Action looks like in our composer. You’ll see that we use Liquid to pass through the account details into the Salesforce fields.

Customer.io webhook composer

Here’s how that looks like in the Salesforce dashboard for a lead who has both verified their email address and gone over the free account limit:

webhook data in Salesforce dashboard


As a marketing ops nerd, I’m very excited! We’re using Actions to integrate with Customer.io and Salesforce to equip our marketing and sales team with more flexibility and power, with less reliance on our dev team to build us custom solutions.

The possibilities of what we can choose to send over to Salesforce are huge, and the fact that we can curate what information to send and when makes sure that the data flow doesn’t become a useless firehose of information. Plus, the sales team can do their job without having to constantly switch to other tools.

A few things we’re still working on and would love to share in the future is how we’re using product activity and engagement levels to add context to leads in Salesforce as well as power lead nurturing and winback campaigns. Stay tuned!

Head here for a step-by-step walkthrough of how to push leads into Salesforce from Customer.io with a Webhook Action.

Create Your Own Company Slack Assistant with Customer.io

Edward always has a finger on the pulse of what’s going on in the product, despite having neither fingers nor pulses. Edward is a bot!

DigitalOcean, a cloud infrastructure provider for developers, built Edwards-Bot to help tackle VIP customer churn. As Edward Chiu, Director of Sales and Customer Success, explains:

You have excellent relationships with all your customers and a pulse on every single one of their needs, right?… It’s nearly impossible to stay on top of this.

Enter Edward-Bot, who diligently checks on DigitalOcean users. Edward-Bot flags whoever might need help from a real human representative:

Edward-Bot in action

When VIP users exhibit behavior that indicates intent to churn—defined here as destroying “droplets” at a high rate—Edward-Bot alerts the DigitalOcean team by delivering notifications in real-time to the company’s #customer-success Slack channel. From there, the team knows immediately who to reach out to and when. Edward-Bot is even programmed to share the user’s typical behavior pattern to help give the humans important context.

Edward-bot frees up the customer success team to focus on more complex priorities while alerting them when it matters. It’s part of the company’s customer-first approach of paying close attention to user behavior and account health to create a great customer experience. In fact, this strategy helped decrease VIP churn to 0.69%.

Of course, not every team has the developer-time or resources as DigitalOcean to create their own Edward-Bot. That’s why we’re excited that our new integration, Customer.io’s Slack Action helps any team create their own customer pulse Slack bot.
Let’s explore what types of customer data to send into Slack and how this automation can help your team work better, together.

How to Curate the Push of Customer Data to Slack

Responding intelligently to customers requires understanding how they’re behaving. If you’re using Customer.io, you’re already sending that behavioral data through to create segments and messaging workflows. Simply add Slack Actions to funnel that data into Slack.

By setting up super-precise automation rules based on your customer attributes and behavior, you can trigger messages to designated channels or directly to team members. Create specific channels for behaviors to monitor, like #new-users or #VIPcustomers, or add them to existing ones in use.

Activity Stream for Critical Events and Transparency

There are broad customer behaviors that everyone on your team would find interesting. These tend to be critical events in the user lifecycle, such as:

  • signups
  • cancellations
  • upgraded plan
  • downgraded plan
  • conversions to paid accounts
  • invited team member

This type of information works well as an activity feed in dedicated channels. That provides a lightly-curated stream into which people across teams and roles can dip their toes but not have to constantly pay attention.

Creating Slack notifications around user behavior can prove costly if it adds to notification overload. Dedicated channels are a good defense, as people can mute the channel to avoid getting pinged with every message but still check in.

Use targeted notifications for priority intelligence

The ability to pick out the signals amidst the noise is powerful, because it helps you prioritize well. That’s why you wouldn’t want Edward-Bot to necessarily report on every single user’s droplet destroyage. It’s not efficient to spend time reaching out to small customers who switched from $5 to $2 a month payments. But dropping from $5,000 to $2,000? Now that’s worth at least a follow-up email from a customer success rep. Maybe even a phone call!

There’s an easy solution here: get targeted with customer attributes and behavior triggers to create purposeful notifications. What these look like will probably depend on your particular business and team goals, but here are some ideas for more specific triggers:

Important positive behaviors:

  • New signup from a customer with high MRR
  • Customer increased their plan to enterprise account
  • Someone has been a customer for 1 year
  • Key activity has increased, indicating readiness to upgrade
  • High NPS rating

Churn intent flags:

  • When a customer drops off in key activity (like Edward-Bot)
  • When a VIP customer increases key red-flag activity, like exports of their data
  • When a customer hasn’t logged in to your app in 14 days
  • A very active user’s free trial expired AND they haven’t logged on in 3 days
  • Low NPS rating

Here’s an example of a situation where your customer success or account management team would want a very specific notification. Let’s say annual billing for your product usually requires a conversation to figure out the best plan together and make sure the customer is happy. A quick timely notification set to trigger a month or two ahead of the renewal day helps everyone stay on track:

Slack Action customer success example

Use and enrich attribute data

Don’t forget about attribute data to give context to behavioral events! If you’ve captured information from any signup forms or are using a data enrichment tool like Clearbit, your Slack Actions can get very specific. This can be especially handy for managing lead or sales stages, when you haven’t had as much time to create relationships and history with a customer.

For example, the sales team can get pinged when Customer.io and Clearbit register new accounts from:

  • leads from companies in software industry
  • someone with a target persona title or seniority, like “VP of Marketing”
  • companies with over 300 employees

Or whatever is important to you! It’s important to keep iterating to figure out what your most important user actions and attributes are, so that you respond to important behaviors right when they happen.

Here’s an example of a Slack Action that triggers upon account signup when someone enters comments in the signup form, furnished with a combination of user-entered and Clearbit-enriched data that help give context.

Slack Action customer success example

When our sales team sees a Slack message like this, where someone signing up has relevant questions, shows a ready willingness to buy, and has target attributes — they know it’s go-time to get in touch!

Slack Brings Teams Together to Do Their Best Work

At many companies, employees might not have much, or even any, interaction with customers or visibility into what users doing in the product. Even those who do, like people in customer success or support, probably hold pieces of the puzzle rather than the whole.

While this could be a transparency or access issue, the culprit is often time. Who has time to be rooting around in user accounts and dashboards every day for slivers of information, with everything else already on your plate? And when you do search, it can take a long time to get what you need. (According to some surveys, people spend 20-30% of their time at work looking for information!)

When information you need isn’t in easy grasp, you risk missing opportunities and operating in the limited confines of a knowledge gap. Surfacing key information right in Slack provides an easy path to understand what’s going on with customers—without having to context-switch—and kickstart real action. Everyone can gain some knowledge of key activity going on in the product, which leads to better alignment and collaboration. When there’s a new feature release and churn spikes, for example, engineers should know that, not just product managers!

Let’s get meta with one way we’re using Actions at Customer.io. To keep an eye on the new feature usage, we set up a Slack Action that triggers when users configure a Customer.io Action:

Slack Action monitoring Actions example

Here’s what the Action looks like under the hood, in the workflow composer:

Slack Action composer

One of our company goals for the Actions launch is strong customer adoption. Using the Slack Action is a neat way to see if we’re making adoption progress and identify which Actions are getting faster uptake (Slack is winning!).

Customize Your Notifications for Powerful Communication

Customer actions speak a thousand words, but if you’re not paying attention to behavioral context, you’re letting lots of opportunities slip by.

As (human) Edward from DigitalOcean says, it’s impossible to know exactly what everyone is doing in your product at all times. And it doesn’t make sense for jobs like Edward-bot’s to belong to humans—those tasks are boring, repetitive, and distract from higher-impact work. Instead, the smarter choice is to automate around that issue to deliver critical nuggets of intelligence.

Creating your customized customer-pulse Slack app helps you grow by providing the seeds for increasing team collaboration, alignment, and agility. We’re excited how Slack Actions unlocks your customer data from dashboards and disparate sources to make it transparent, timely, and actionable.

Learn more about how our Slack Action works. Share your smart Slack Action workflows here or come chime in with questions and feedback in Product Hunt!

Behavioral Messaging

How to Power User Onboarding with Small Wins

Onboarding new customers is like teaching kids how to swim. You want everyone to be a future Olympian but have to start from scratch with how to blow bubbles in the kiddie pool first.

The big problem with mastering a new skill is that the kiddie pool is frustrating when that’s not your primary goal. When you’re learning something new and you don’t have a lot of experience, it’s easy to get discouraged and give up.

Wistia’s CEO Chris Savage says that the best way to encourage people to learn something new is to change the shape of the learning curve.

Progress is toughest in the beginning

The most important component of learning something new is setting small goals on the road to achieving a big one.

“Here’s the secret: You can change the graph of happiness to skill learning if you can measure improvement in smaller increments, deriving joy from each achievement along the way.”

By setting small goals, you can feel more joy and thus, motivation, even at a low experience level. Instead of a slog, the onboarding experience should feel like barrier-free advancement.

Smaller goals make onboarding smoother

Onboarding is all about coaching users to achieve their goal, from the kiddie pool to swim floaties and beyond. Design and communicate a series of small wins to build and maintain motivation. Here’s how to get started.

Provide a Small Milestone

We all tend to approach motivation with the Big, Hairy, Audacious Goal in mind, whether we’re product-makers or consumers. It’s all about running the marathon, getting rich, learning French, nabbing the promotion rather than all the little steps in between. But as it turns out, the thing that motivates us most is small wins.

For one, it boosts our mood. One study asked employees what affected their mood during their day. When they made progress towards a work-related goal, they felt happy. What’s particularly surprising was that in 28% of these instances, the mood-boosting step forward didn’t even majorly affect the progress of the project.

We love to make progress, even if the win is not that important. That provides the motivational fuel to keep going.

Getting customers to experience meaningful progress in your product requires their activity and engagement. That feels like a chicken-or-egg problem when they don’t even want to use the product yet! As CEO of Chameleon Pulkit Agrawal argues, you can’t assume that people want to learn how to use your product.

“Users don’t churn because they can’t figure it out — they churn because they don’t want to.”

At the very beginning of the product journey, provide smaller goals to get people a little more excited about figuring stuff out.

Codecademy Provides an Introductory Small Win

When people sign up for online learning platform Codecademy, they have one big goal: learn how to code. But mastering a brand new subject is incredibly daunting. So Codecademy breaks up their onboarding process into smaller-scale goals with a quick lifecycle email.

Codecademy onboarding message

They provide a mini coding project to make it feel like you can actually complete something. By the end of this assignment, you’ll have a completed project that’s unique to you. It’s like an amuse-bouche to get you hungry for more.

Help Customers Visualize Their Progress

Sometimes, it just takes a little more encouragement to help people accomplish their small goals. One of the most powerful tools in your arsenal is showing people their progress.

In one of Dan Ariely’s studies, students were paid to build Lego figurines called Bionicles. Every figurine they built earned a decreasing amount of money, and both groups were told that their Bionicles would be disassembled once they were done. In Group One, though, the participants watched as their completed figures were dismantled. Group Two, on the other hand, placed each completed toy on a desk like a trophy before continuing onto assembling the next one.
Group Two built eleven, and Group One built seven.

Seeing that visible accumulation of Bionicles drove Group Two to keep building. They did so even though they knew each completed figurine earned less and less money and would be undone.

The progress meter is a common tactic in products and apps, whether it’s measuring the completion of a profile for a social site or encouraging the next step in an online course. Knowing where you stand in a process or reaching a goal is motivating because you can see how much you have left to go.

Songkick’s Motivating Progress Bar

Songkick helps you keep track of when your favorite artists go on tour near you. But for you to get any value from their service, they need to know which musicians you like. Otherwise, you’d never get a concert alert and Songkick would never have a chance to prove itself.

So here’s what happens in their mobile app onboarding: Songkick wants you to choose 20 artists to track, but if you stop before you reach 20 in the setup phase, you get this notification:

Songkick onboarding notification

There’s a bar at the bottom of the screen that indicates your progress as you scroll through their recommended artists. But they also don’t give up too easily on the less motivated folks like me who clicked “Done” after choosing 5. They keep up the encouragement with an offbeat mini-incentive to finish the task.

This is truly a small win from the user’s perspective. But it’s a fun way to get a little more invested in the app and brand that pays off to reach the larger goal of keeping up with concerts better.

Reinforce Progress By Celebrating Wins

Positive reinforcement for small wins is an effective strategy for many kinds of behavior modification, from dog training to classroom management to motivating employees in the office. But it’s especially effective when people are just starting something new, as there’s so much inertia to overcome.

One study examined different ways of motivating people to donate to a charity called Compassion Korea. In an email marketing campaign, researchers sent out two emails to people who’d just completed a donation. One email said that they were halfway towards their fundraising goal, and the other version said that half the money still hadn’t been raised.

Both campaigns raised the same amount of money by soliciting this second round—but from different kinds of donors.

New donors, that is, people who had only donated to Compassion Korea once or twice before, were much more likely to respond positively to the “glass-half-full approach”. As the researchers noted, “Novices feel uncertain about their level of commitment… and increase their efforts in response to success (versus failure) feedback.”

Newbies need positive feedback, more so than old hats. This applies to your onboarding. Your feedback needs to be encouraging and positive to drive further engagement, especially in the early stages.

AddThis Reaches Out with Win Notifications

AddThis sends customers an email to notify them when something good happens, like a spike in traffic or shares on their site.

AddThis win email

It’s a simple message that provides not only a positive psychological boost for the reader but also a valuable alert. AddThis knows that their customers’ big, hairy goal is to grow their audiences and celebrating a small win like a spike in new visitors helps you feel like you’re moving forward.

Consider designing and orchestrating some of these small wins as part of the initial onboarding experience.

Your Customers’ Wins are Your Wins

Your small wins aren’t necessarily the same as your customers’ — and that’s one of the most important principles to remember when designing the user onboarding experience.

You want to drive engagement, get people to keep using the app, or elicit referrals and invitations, but the odds very much are that there aren’t your users’ goals. The user’s goal is to experience some real-world value.

You can’t motivate people to achieve even the smallest of goals unless you think about it from their perspective. Inch by inch, their small goals will make a big difference.

Best Practices for Engaging SMS Messaging Campaigns

It’s fall, folks. Kids are back in school, the heat is finally breaking, and if you find yourself near a Starbucks, the sweet smell of Pumpkin Spice Lattes is wafting through the air.

The infamous Starbucks signature drink came back to menus across the country on September 6th. But for select customers, Pumpkin Spice Latte day came early: Starbucks sent superfans an early access code for the drink through a clever Short Message Service (SMS) campaign.


SMS messaging isn’t just for big retailers anymore—everyone from on-demand economy startups and software services are using it as well. Why? It’s an incredibly effective means of communicating with current and potential customers: marketing SMS message click-through rates hover around 35%, over ten times the click through rate of marketing emails.

And if companies follow best practices for incorporating SMS into their customer messaging strategy, it can be even higher.

As with email, developing your SMS campaign is all about combining three key elements: relevance, timing, and a clear call to action. But while there are many parallels with email marketing, there are a few key differences worth highlighting, or you risk getting blocked.

Here’s what you need to know to get started:

1. Relevance: Is this valuable to the reader?

Spammy emails are annoying. But spammy texts are reflexively insufferable. No one likes this coming from out of the blue:

unwanted SMS message

In order to build a long and happy relationship between company and customer, tailor messages to customer interests as much as possible.

This is doubly true for SMS, since you’re reaching a customer’s direct line. That’s why SMS should be reserved for really relevant messages to users, not a spray-and-pray technique.

A little personalization goes a long way

Finding a business-related message in your text messages is inherently less personal than a friend texting you, especially when it starts out loaded with industry jargon, the legal disclosure that “Messaging and data rates may apply” and the mandatory cancellation option (e.g., press STOP to cancel).

That’s why a little humanizing personalization goes a long way, even just using someone’s name, or adding a conversational touch of personality or pleasantness.

This SMS from 1-800 Contacts sounds human, not robotic, when they say “Thanks for sending your Rx.” It also wishes you a great day and uses the recipient’s name, much like they’re talking to an actual help desk.

1-800 Contacts SMS sound human

Segmenting by behavior makes messages relevant

Liquid tags for inserting personalized details into messages is one step to making messages feel relevant. Using user behavior data to craft your messaging strategy helps your messages feel personalized to that reader. It’s a strategy that scales, even though it feels one-to-one.

Use segmentation to send personalized SMS messages to groups of people whose behavior you’d like to impact. Here’s a couple examples:

  • Behavior: User hasn’t ordered from you in 14 days.
  • SMS: It’s been a while since you ordered from us! Your next order is 50% off.
Customer.io trigger segmentation example
  • Behavior: User is about to hit their cap for widgets.
  • SMS: You’re about to run out of your allotted widgets for the month! If you want to keep using our tool, upgrade now or wait until the next billing cycle.

2. Timing: Is this exchange urgent?

When it comes to messaging, timing is everything.

In a study conducted by Dr. James Oldroyd of MIT, researchers found that real estate agents who contacted inbound leads within 5 minutes of receiving their information are 100 times more likely to hear back from them.That’s why real estate company Trulio started using SMS to talk to leads.

As soon as the agents received information from new leads, they sent them an SMS, and the response was way higher than when they had used email. SMS messages, as a medium, conveys urgency in a way that email doesn’t.

Airbnb brings users back to the app

Airbnb does the same thing for people who are renting out their homes. Unlike Trulia, where users are professionals, Airbnb hosts are often people who aren’t doing this for their livelihood.

As users may not be actively in the app all the time, Airbnb uses SMS to guide users back into it for time-sensitive situations and even explains the importance of timing for their success as an AirBnb host.

Airbnb SMS guidance

By writing “To maintain your response rate, reply in 18 hours,” readers know that there’s a clock ticking, and that they’re risking something by not responding. Since Airbnb does a good job of succinctly conveying urgency and a next step, the text doesn’t feel spammy—it feels important and merits taking action.

3. Call to Action: What is the reader supposed to do now?

Starbucks has had success with SMS for years now, largely because of their strong calls to action. They’ve been using the technique to great effect, engaging their customers with exciting text messages like pop quiz questions that, if answered correct, resulted in a Starbucks coupon.

The Pumpkin Spice Latte example is no exception. It had a really strong call to action that Starbucks knew was aligned with something the user wanted: insider access to a limited-edition favorite. When SMS messages have strong CTAs that align with customer desires, they’re much more effective.

Give a Clear Path to success

Customers need a little guidance when it comes to knowing what to do next. Thats why SMS communication, even though it’s really brief, needs to illuminate a clear path.

Facebook Messenger, for example, draws users back into the app by reminding them of events they’ve been invited to where they haven’t given an RSVP. Rather than just saying “Reminder: Michael’s party is coming up,” they pose a friendly suggestion: “Tell him if you can make it.”

Great SMS Call-to-action example

By gently suggesting what the reader should do, they encourage behaviors that will make the reader more successful Facebook Messenger users.

Provide sample responses

People don’t always feel comfortable responding to marketing SMS messages, so offering prewritten answers for an SMS keyword response interaction can be helpful. That’s exactly what Seamless does here, where they tell users exactly how they can respond. For certain questions, they give a simple “Yes” or “No,” and for others they rate the service on a scale of 1-5.

Seamless SMS interaction

By eliminating any uncertainty regarding how they’re supposed to respond, Seamless removes all friction from a 2-way interaction.

Combining SMS and Email

SMS can be a stand-alone messaging strategy, but it makes sense to couple SMS messages with other channels like email. Some important rules of thumb to consider include avoiding bombarding people with messages, delivering messages according to user preferences, and formulating an approach that considers multiple channels holistically.

Instacart’s deliberate email and SMS message approach

The food delivery service Instacart sends customers both email and SMS, which combine for an overall great experience. They use the channels to serve up different kinds of messages with purpose.

For instance, let’s say I use Instacart’s service without having the app installed or push notifications turned off. Here are the types of SMS messages they send: alerts and notifications about the status of my order. News of replacement items, especially, are important do deliver via SMS so that I can review them quickly.

Instacart SMS examples

Instacart sends me order confirmation and receipts via email, which are types of messages that can be asynchronous. Plus the format of emails are best for confirming details and record-keeping, since they’re longer form, searchable, and archivable.

Instacart order confirmation email

Emails also allow for extra engagement opportunity. This email, even though it’s primarily transactional, is able to convey a quick call-to-action for Instacart Express. It doesn’t feel salesy, because you know that this recipient just got value out of your app. It’s relevant and well-timed.

Instacart receipt email

If an SMS is over 160 characters, your message will get broken up into a bunch of texts, which comes across as spammy. That’s why SMS is awesome for conveying information when it’s really urgent, but email can be better for communicating a lot of information.

When should I use SMS vs. email?

SMS is All About Trust

When a customer hands over their phone number and agrees to receive SMS, they’re putting a lot of trust in you.

It’s your responsibility to show them the same level of trust and respect—it’s what your customer relationships are built on. Scaling trust with customers is important for email marketing, but even more important for SMS. Keep delivering them messages that are relevant and well-timed, and you’ll build a great relationship with your customers.

We’re so excited to introduce the new Twilio Action for adding SMS messages to your Customer.io triggered campaigns! Learn more about the new Twilio SMS Action!

Brand Strategy

3 Behavioral Messaging Workflows to Improve Churn

In 2013, Groove got serious about combatting churn.

Customers were leaving at a higher rate than ever before, but Groove wasn’t sure why. After all, a customer who feels lukewarm about your product isn’t going to go out of their way to explain that their issue. So Groove wanted to reach out to at-risk customers. But how could they do that if they didn’t know who their at-risk customers were?

That’s when Groove started examining user behavior. By looking at what actions customers were (or weren’t) taking inside their helpdesk app through Kissmetrics, they were able to learn about someone’s likelihood to churn. On average:

  • users who didn’t churn after a month spent 3 minutes and 18 seconds using Groove in their first session, and logged in an average of 4.4 times a day.
  • users who did churn after a month spent only 35 seconds using Groove in their first session, and logged in an average of 0.3 times per day.

Customer behavior shows reliable signs of intent, almost as if customers were telling them, “Hey, I love your app!” or “Hey, I’m getting stuck.” Customer actions, Groove realized, spoke 1,000 words.

How did Groove make a huge difference in their churn rate? Whenever they saw one of these key actions that indicated churn, they reached out with a tailored message. This helped them cut churn by 71%.

User behavior speaks to you. What

Why was Groove’s approach so effective? For one, it was responsive — by using behavioral signs of intent to trigger customer communication, it was easier for that message to be relevant, timely, and helpful to the situation. Also, the approach was systematic, as the company applied their data-driven approach to retention.

Today we’re going to talk about how to set up your own system of responsive customer communication by showing you 3 ways to automate behavior-based messaging through Customer.io.

How to Automate Your Behavioral Messaging

For behavior-based messaging, first identify the behaviors you want to see. You’ve probably already identified key actions that users need to take — or learned where drop-offs occur from analytics tools and user interviews. Once you identify the desired behavior, translate that it into a line of conversation that bridges the gap between one step and the next — as well as the user’s point of view to your own.

A super common example is when users don’t complete the very first key action that they need to see success or gain value from a product. Here’s what translating that into a line in a conversation might look like:

  • Behavior: People aren’t finishing that first key action (like integrating, filling out a profile, setting up a project, completing a game) and not coming back.
  • What does it mean for the customer?: I’m not getting value out of your app yet so I’m not motivated to return. Maybe I got stumped somewhere, or I don’t really understand the product. Maybe I got busy with other stuff, or I simply forgot since I’m just starting out and your product hasn’t stuck with me.
  • What you should do: What will help spark a little motivation to engage and get to that aha moment? Help people make progress and get to the next step. That could mean teaching them how to do stuff, helping them remove barriers and obstacles, or inspiring them with specific examples and stories.

3 Ways to Keep Customers on the Right Track

Okay, you’ve got a strategy for when to reach out, to who, and why. Now let’s set up some automated campaigns that trigger based on specific user activity. Here are 3 types of messaging campaigns that you can set up using Customer.io’s triggered emails and webhook Actions.

Action 1: Trigger Helpful Email Messages

Nudge people who haven’t completed those key tasks with an email or drip series.

Elevate, a game-based brain-training app, reaches out if you don’t complete your first training session. Instead of nagging you to return, their message starts off on a positive note of congratulations. Then the email proceeds to address different problems users might be having.

Elevate onboarding emails

From feeling too challenged, pressed for time, or wanting more option, there’s a specific clarification for why you should return to the app in the email. At the very least, it’s a succinct nudge to remind folks about the app. The clear, customer-oriented call-to-action “Train Today”(“training” sounds pretty valuable) encourages users to get back into the app and finish that first game.

Action 2: Create a Support Ticket

Triggering external communication to customers (like emails or even postcards isn’t the only method at your disposal for helping them make progress and preventing churn. Triggering internal communication is also vital.

Internal notifications based on user behavior not only helps your team keep a pulse on what’s happening but also equips them with the information they need to take charge. Sometimes, a situation calls for a more involved conversation or a more manual approach like proactive support efforts or hand-written customer appreciation notes.

Trigger a notification into your helpdesk service like Zendeskor Help Scout for your support team to reach out in specific situations. That lets your team know when someone’s first exhibiting signs of churn, for example. Escalate outreach if people have been unresponsive to your triggered outbound messages, customize your requests for feedback, or simply say thanks for sticking around, all based on customer history and context.

Let’s take the example of a low NPS rating. You can connect Customer.io to Help Scout, Zendesk, or any other helpdesk with a public API, using Webhook Actions to create new conversations when customers enter a “Low NPS Rating” segment.

Customer.io webhook Action sending NPS to Help Scout

Even if you’re tracking NPS ratings within Customer.io to make segments for newsletter and automated messages, you may want to reach out to detractors personally to address their specific concerns and reasons for their rating.

Customer.io webhook actions Help Scout conversation

Getting these workflows into your current helpdesk allows for better record-keeping and opportunities for proactive communication, with ticketing systems that ensure that things don’t fall through the cracks.

Action 3: Get Productive with Trello

Team workflows may involve productivity and project-tracking tools like Trello — and it’s often helpful to build a bridge feeding data about what’s happening with customers in your product into that task management flow.

Here at Customer.io, for example, our success team keeps a careful eye on the health of our customers to make sure we’re doing all we can to help them be successful.

The team uses a Trello board to keep track of proactive outreach tasks. One list on that board is the “New Customer Checklist” and, using webhook Actions, automatically create a Trello card in this list every time an account converts into a paid subscription. Each card contains a checklist to manually go through and verify in the account whether everything is set up for smooth sailing ahead, from making sure the integration is set up correctly to double-checking that the account is complying with our anti-spam policy.

Customer.io webhook actions Trello

We supplement the Trello Action with a triggered internal message into the #team-customer-success channel in our Slack account. Not only does this help keep the success team up to date in realtime, it creates more transparency for the whole company about what’s happening around conversions.

Customer.io Success Team webhook actions campaign

Customer.io is a powerful platform that can get complex depending on your knowledge level and your objectives — and our philosophy as a company is that we can only succeed if our customers do. Being able to automate very specific notifications around our customer data to then extend a proactive, human, and very personal approach is vital to that goal.

Deepen Customer Relationships

Your probability of making meaningful connections with your customers is much higher with specificity and relevance — a personalized approach that offers support and the real opportunity for dialogue, carried out over time. Then your messages go out to people willing to actually listen.

Automating your messaging, external and internal, by responding to actual user behavior is the smartest way to maintain specificity and relevance at scale. Over time, that will help you build much deeper, more trusting relationship between you and your customers.

Supercharge Your Mobile App Engagement with Behavioral Emails

Behavioral email can take a back seat for mobile app marketers, who focus on communicating with people through in-app messaging, push notifications, or within the product itself.

The problem with that strategy is that it relies on how much customers are using your app. And no matter how good you are, your app probably isn’t a core part of your customer’s day-to-day lives.

But email is. People check their emails 15 times a day on average. And according to email analytics platform Litmus, over half of all emails are opened on mobile. Your users are just a thumb-swipe away from your app.

Behavioral email act like an extension of your product by relating directly to the actions your customers have taken — which means you can reach people with relevant, personally-tailored calls-to-action that feel like a natural next step for them to take. With mobile deep linking, you can even decide exactly what part of your app to send those users to, prompting the exact behaviors you’re looking for.

Behavioral email is the perfect way to get your customers in the habit of using your app. Here are five examples of behavior-triggered emails to get your mobile app users engaged and coming back.

Onboard New Users from the Inbox

User onboarding is the most important moment of the customer lifecycle. 80% of users delete the average app within just three days. But on the flip side, apps with great onboarding see retention boosts well beyond those three days, throughout the entire customer lifecycle.

Early retention is crucial, but also incredibly difficult. When most people open an app, everything is unfamiliar. If it’s not immediately obvious what they’re supposed to do, they’re not going to spend all day figuring it out. After all, they were doing fine without the app. They feel no attachment to it yet, which makes the decision to uninstall it really easy.

The flight-finder app, Hitlist, fights those obstacles by setting triggers for new users to receive a behavioral email if they haven’t planned any trips after a few days past signup. At first glance, this is a pretty plain email but what they’re saying is helpful to a new user, explaining not just why using the app is worth your time but telling you exactly how to make that happen.

Hitlist onboarding behavioral email

The reinforcement of why and how you should try the app out makes starting much easier — now that I know I don’t need to know exactly when or when my trip is to get value out of the app, I can go hit that button to poke around the app the try planning my first trip.

Onboarding is all about getting users to that aha moment—the time when your app delivers whatever improvement or value it promises—as quickly as possible. Onboarding software experts Appcues explains how “your product’s onboarding process is where users will learn how to use their newfound powers” — and sometimes you need to prompt people to get to those learnings and aha’s by communicating outside of your app.

Introduce Users to an Unfamiliar Feature

Check out how Swarm hypes up its new messaging feature in this email. It gives users a quick overview of why the feature is valuable and how to use it, followed by two buttons inviting them to try it for themselves. Those buttons then use deep links to open Swarm and send them right to the messaging feature.

Swarm app feature adoption email

What’s great about this email is that it quickly explains the value of the new messages feature and sets the stage for the customer to try it immediately — it’s just a tap away — while their curiosity is highest.

But this strategy applies to more than new features you build. Many people will gravitate towards the one or two features of your app they like the most and then don’t try out any others. That means they’re missing out on some of the best parts of your app. Getting them to use those other features and discover new value works wonders for retention.

You can use an analytics tool like Amplitude to see which features are underused or to identify which parts of your product are most popular. Then trigger an email like Swarm’s above to get them to try something new.

Pro tip: If your mobile app also has a web version, make sure your deep links account for that. If the customer opens the email on their desktop, the link needs to send them to the appropriate part of the web app.

Remind Users How Valuable You Are with a Milestone Email

Fitness tracking app Strava sends users emails like this when they hit certain exercise milestones.

Strava app milestone retention email

Each triggered email automatically pulls personalized data on the user from the app to make it feel crafted just for that recipient. In the short-term, an email likes this makes people feel good about how much they’ve worked out, plus there’s the handy reminder that it might be time to invest in some new shoes. But in the long term, it also reminds people of the value they get from using the app.

It’s a classic positive feedback loop. Psychologically, we get a rush from these kinds of rewards and are motivated to repeat the actions that lead to them. It reinforces the feeling that you’re helping your customers make progress on their way to real achievements.

The key is to monitor your customers’ success metrics—the number that shows the customer is using your app productively. For Strava, that number is miles run while using the app. For Uber, it would be rides taken. Whatever it is, celebrate your users with a personalized email whenever they hit a new meaningful milestone.

Send Notifications Your Customers Want to Know About

Great behavioral emails aren’t sales-y. They focus on building a relationship with the customer that’s based on trust, even when it comes time for the upsell.

Most upsell emails come off like a bad cold call: unwanted, one-size-fits-all attempts to get more money. But behavior-triggered emails like the one here from Instapaper are more successful because they take the users’ activity into account, and offer them a way to get more out of the app. It’s not about selling the product, it’s about making sure the customer can continue using features they like.

Instapaper app upgrade email

Instapaper lets users save articles they want to read later across all their devices. Premium users also get to make highlights and add notes to pieces of text, but free users can only do that five times a month. When those free users get close to the limit, Instapaper alerts them by email and invites them to try out the premium service.

By emailing free users who push the monthly highlight feature to the limit, Instapaper is targeting the people most likely to upgrade. That, combined with the free month, is a strong incentive for them to try premium. And since the email is also alerting the user that they’re nearing the limit, it feels more like a helpful reminder than a hard sell.

Cancellation Emails

One of the biggest mistakes users make with retention is assuming that people are gone for good when they cancel (or uninstall!). Don’t abandon people just because you think they’ve left you. Re-engage churned users with a timely email like this one from Spotify.

When premium Spotify users cancel or downgrade to the free plan, they get an email like this — which includes a little reminder of the features — like no ads — that they’ve grown accustomed to and will lose. Then, it provides the chance to reverse the cancellation with a single click of the eye-catching “Go premium” CTA.

Spotify cancellation email

With this email, Spotify takes the time to make the argument that canceling might not be the greatest decision — but without being too pushy or weird about it. Then, it makes resubscribing to the service pretty easy — just a click away!

The key is to have this email trigger as soon as the user cancels. It serves as a transactional record but also makes a pitch for when someone might still be on the fence about their decision and be willing to listen to you. Take the opportunity for your communication to go up to bat for your product.

Behavioral Emails Feel More Natural

In order for your emails to improve the customer experience, they need to fit seamlessly with the experience each user has already had with your product. Behavior-triggered emails are the simplest way to achieve this sentiment. It makes your email messaging feel like a natural conversation rather than a one-way megaphone that people will want to shut off immediately.

Thanks to the rise of mobile email and the power of deep linking, behavior email is even more powerful with mobile apps. If you reach your users with relevant mobile messaging, it won’t be hard to get them out of their inbox and onto your app, no matter where they are in the customer lifecycle.

Have you seen any great or terrible examples of engagement emails from your mobile apps? Do share in the comments!

Behavioral Messaging