Page 7 of 12

An Insider’s Look At HubSpot Sidekick’s Growth Approach

This post was originally published here on onstartups.com. It describes the process that I use in my day to day activities working on the sidekick team.

The Sidekick growth team is a small, data driven and aggressive group within HubSpot that works on new, emerging products with massive audiences and a freemium business model (similar to Dropbox and Evernote).  We are constantly pushing ourselves to learn new growth strategies, tactics, and techniques. I have personally become more data driven and model driven after joining the team, and wanted to walk through an example of one decision that became much easier with the use of our generic problem solving framework.

I am a big believer in the idea that complicated problems look simple when you are able to break them down.  Don’t take my word for it – this is what was attributed to Einstein:

If he had one hour to save the world he would spend fifty-five minutes defining the problem and only five minutes finding the solution

The Sidekick growth team follows a very straightforward process that strives to take complicated choices, and analyze them to produce areas of opportunity:

Step 1: Choose a goal

Step 2: Build a model

Step 3: Analyze the inputs

Step 4: Identify opportunities

These steps are generic enough that they can be applied to many kinds of problems.  Whether you’re on a sales, marketing, product, support, services, or any other type of team this framework is incredibly valuable.

Step 1: Choose a goal

Choosing the right metric / goal is very challenging and critical to our success.  If our team optimizes for the wrong metric, it doesn’t matter how well we execute because our efforts won’t translate into success.

Our identified goal:

We ultimately chose to define our goal as increasing the number of people active on a weekly basis.  Rather than pick any metric, a person has to take one of six key actions to demonstrate that they are getting value from our product.  Brian Balfour talks about the cycle of meaningless growth here, but the key takeaways for our product are that more people using Sidekick helps us to grow faster.

Some of the attributes we used when picking our goal:

  • It is a holistic representation of our product. We thought about all of the ways that someone uses Sidekick, and thought about the best way to represent them.
  • It’s authentic (hard to fake).  If you optimize for a hollow metric that is easy to attain, but doesn’t translate into success later on, you might fool yourself into thinking you’re making progress. If we were to pick signups, we might crush that goal and get a lot of users to sign up, but they might not stick around.
  • It represents real value.  If you solve for your own needs instead of the customer’s needs, you may be successful in achieving your goal but it won’t translate into true success down the road.  We tried to pick a goal that represented users getting value out of the product, which results in people upgrading to the paid version of Sidekick.

Step 2: Build a model

With the goal established, we then set out to build a model to understand what will have the biggest impact on weekly active users (WAUs).  If we simply tried to increase our top level goal on its own, we wouldn’t have an understanding of where to start.  In order to understand where to focus our efforts, the model breaks down the goal into manageable pieces.  The whole point of building the model is to understand what the inputs are, and what the biggest contributor to our goal is.

Our Excel model breaks down our goal (WAUs) into the individual components that drive it on a weekly basis.  It’s a simple equation:

WAU = (New people) + (People from previous weeks who continue to use Sidekick)

We broke down each of these two buckets into their individual components.

WAU =

  • New People:
    • Channels:
      • People we acquire through paid acquisition
      • People we acquire through content marketing
      • People we acquire through SEO
      • People we acquire virallly from existing Sidekick users (invites, etc)
      • Activation Rate
        • Not everyone who signs up ends up using the product.  Therefore, we measure the people who install our software and get it up and running correctly through an activation rate. Rather than look at the activation rate across all channels, it’s important to understand how each one is different, and if there are isolated pockets ripe for improvement. For example: users who read our content are more likely to set it up than someone who clicked through on an advertisement before signing up.
  • People from previous weeks who continue to use Sidekick
    • We look at the number of people who sign up each week, and then look to see how many of them are active each week since they signed up.
    • We look at retention, which is critical in freemium businesses.  In order to accomplish our goal of having millions of users, we have to retain the users we acquire.

This is a screenshot of our model:

excel growth model

The numbers in this screenshot have been changed so they are not reflective of our true numbers.

Step 3: Analyze the inputs

The model above is extremely valuable because it allows us to use our week-over-week growth to forecast the long term impact of any change. It’s incredibly hard to understand how multiple factors could interact over a long period of time. It might be possible for someone to reasonably predict the implications of any change, but without the model it is easy to be short sighted.

With our model built, it was easy for us to test the sensitivity of the inputs.  For example, if we were to increase the number of users we acquire from our paid acquisition budget, how would that impact our WAUs in a year? Instead, if we focused on retention and user acquisition rates stayed the same, would we have more users a year later?  What about if we improved the conversion rate for a different area of the funnel?

Rather than sporadically tackling new campaigns or projects, the goal is to understand what is the most impactful focus area for the business.

In looking at the Sidekick funnel, we found that two of our biggest drivers were retention and viral growth.  We modeled how changes to each of them would impact our goal, and decided to focus on retention first before looking at increasing the number of new people through viral channels.  At the end of the day, some of the factors that we always consider:

  • What is the current state of the metric?
  • How much do we think we can improve this metric?  What’s the ceiling on any improvement?
  • What are the resources required to have a meaningful impact?  How long would it take?

Factoring in answers to those questions, and including the estimates in our model, we decided to focus on improving our retention in Q4 2014.  There was a lot of analysis that went into picking retention; it was the result of repeating Steps 1 through 3 multiple times.  By going through the process of evaluating different levers in the model, it becomes much easier to weigh different options against one another and impartially judge alternatives.

For the Sidekick team, it wasn’t as simple as saying that we wanted to improve retention.  Just like WAU’s, retention in itself has many inputs that we had to evaluate.

  • Of the people that stop using Sidekick, we lose the majority of them in their first couple of weeks
  • In the hypothetical example below, we have sample numbers of how we retain users over time:
    • 45% of a cohort stops using Sidekick one week after signing up
    • 5% of a cohort stops using Sidekick two weeks after signing up
Cohort Size Signup Week Active 1 Week Later Active 2 Weeks later Active 3 Weeks Later
100 11/3 55 50 45
110 11/10 61 55 50
120 11/17 66 60 54

The numbers in this table have been changed from their real values for this post

  • Given the size of our user base, we determined that week 1 retention was our biggest issue and opportunity.  If our existing user base was larger, our long term retention might have been a more important issue.  The lesson is that your biggest areas of opportunity depend on your current context.

Once we isolated the fact that people stopped using it after their first week, we set out to understand why someone who installed Sidekick would stop using it after they signed up.

Step 4: Identify Opportunities

At this point of the process, we know what’s most important to our goal and the implications of an improvement.  The next step is to start identifying how we can make an improvement.   Depending on the lever, there’s a mix of elements that are helpful in breaking down the opportunity.  We used quantitative analysis to identify a problem segment, qualitative analysis to flush out its symptoms, and used our understanding of our product to come up with ideas to address the issue.

To identify a problem area, we did a quantitative analysis of the people that only used Sidekick for a single week.  We looked to segment these users to look for patterns, such as:

  • Where were these users coming from?  Was there an issue for a single channel of users?
  • What technology were these users using?  Was it an issue with Gmail, Microsoft Outlook, or Apple Mail?
  • What part of the application were they using the most?
  • How much do they use Sidekick?  How many days did they use it?  How much did they use it their first day?

In asking these questions, we found that Gmail users were more likely to stop using the product when compared with other email clients. This was a complete shock to us.  We had figured that Gmail would retain fairly well, and that an issue would be likely to exist in one of our other email clients.  We found that a large number of these people were only active the day that they signed up.  To understand their usage on their first day, we created a histogram that showed how many tracked emails this population of users sent their first day.

emails sent distribution of week 1 churn users

The numbers in this chart have been changed from their real values for this post

For the Sidekick team, it wasn’t surprising that people who only tracked a single email their first day didn’t come back.  The surprising element was that such a large % of these people were only tracking one email.  We wondered why someone would go through the Sidekick onboarding process only to never use it again.  Wouldn’t you at least test it out with a couple of friends or coworkers?

To understand why these people stopped using Sidekick, we sent out a simple email to a thousand users.  I emailed them individually by BCCing them from my HubSpot account, asking for feedback on a specific question designed to bring insight to the pattern we discovered.   We bucketed the replies to our email, and found that there were big opportunities to improve our week 1 retention.

reasons why people churned

The numbers in this chart have been modified from their real values for this post.

I was personally ecstatic when I saw these distributions.  It wasn’t that a competitor was better, or that there was a mismatch between the features people were looking for and what our product offered.  The issue was a psychological one:

We weren’t doing a very good job explaining what our product did, and how people could get value from using it.

Rather than having to build a lof of new features, we needed to experiment with explaining the value of the product.  It’s much easier to test out different ways of describing the product than addressing weird edge cases or building entirely new features.

With our quantitative analysis done and having received qualitative feedback from the segment of users we were most interested in, we spent time brainstorming ideas to address the opportunity.  We looked at how competitors accomplish the same task, how companies in other industries educate their new users, and researched why our most passionate users like Sidekick.  I’ve included a list of sample experiments we’ve tested:

  • Only show the Sidekick web application once we have value to demonstrate
  • Show a video of someone using Sidekick and how they get value out of it
  • Ask users whether they intended to use Sidekick for personal or business use cases, understand whether we should try to change their mind or give them examples that align with their mind set
  • Show a narrative of how someone uses Sidekick over a period of time
  • Incorporate our onboarding into the Gmail interface rather than in our web app

Conclusion

Looking at the opportunity we have focused on for Q4 2014, it seems kind of simple and obvious.  By setting an appropriate goal, understanding the inputs to that goal and finding the biggest contributor, it led us down a path to clearly define our next steps.  While finding a solution isn’t guaranteed, the team is confident that if successful it’ll have a big impact on our trajectory for 2015.

This framework isn’t perfect and isn’t for everyone, for instance, if you are creating a new product or process and have a small sample size.  However, for the Sidekick team, this process has been an enormous help in prioritizing where to focus energy and resources and get the team aligned behind a common goal.

This framework is incredibly valuable to the Sidekick team for multiple reasons:

  • It breaks down large, complicated problems into actionable and manageable tasks.
  • We have confidence that the opportunities we are working on will have a big impact.
  • We understand the relative importance of different initiatives and are able to make conscious decisions about areas to pursue and the resulting trade offs.  It’s also easier to decide what we shouldn’t be working on, even if it may feel important.
  • Our team can see the direct impact on individual metrics, and understand how any improvements translate into the success of our team.  Teams like being able to track their progress and see how their efforts translate into success.
  • It’s a repeatable and scalable process.
  • The insights aren’t isolated to technology solutions – they can be as simple as messaging and the steps instructions are displayed.

Great!  How do I apply this?

Your time is extremely valuable. Whenever you can, make data informed choices.  You don’t have to be a slave to your model, but you should be making conscious decisions about what you’re focusing on and why it’s most important. Hold your colleagues accountable – ask them why an initiative is important, and what the impact will be.

The mantra of our team is that we want to be the best at getting better.  If you’re interested in learning about growth and seeing your contributions all the way to a business’ bottom line, our team is hiring.  You can see a list of the open positions here.

Thanks to these wonderful readers for their feedback: Brian Balfour, Anum Hussain, Maggie Georgieva, Jeremy Crane, and Andy Cook.

Fake It Until You Become It

A friend recently sent me this video, and I think it contains a very powerful message.

In the past couple of years I have applied to business school, started my own company, and have networked in the Boston startup community. In each of these endeavors, it has become obvious to me that you must go out into the world and aggressively pursue your goal. It’s not about faking it until you make it, it’s about faking it until you become it. I’m not advocating lying or anything nefarious, but everyone starts out as a beginner in their road to achieving their goals. If you are humble, honest, and passionate, you’ll become the person you want to be.

How I met top mentors at the Boston unConference

I attended the Boston unConference for the first time last week at the Hynes Convention Center.  I had heard great things from friends about how it was different from other conferences, but was curious to see it for myself.  I can’t stress this enough: the level of accessibility was unlike any other event I’ve been to.  I was really impressed with the quality of the sessions, how approachable people were, and how well executed the whole event was.

Maybe I’m just horrible at attending events, but I usually struggle to introduce myself to mentors.  I usually only see them speaking on stage, or if they’re not up on stage, they’re being swamped by throngs of people before/after their panel or speech.  You’re nuts if you think you’ll be able to stand out from a crowd lined up to ask a question.  How are you supposed to make a good impression when dealing with this:

Mark Cuban and Eisner at SXSW

Good luck asking Mark Cuban a question

I got pretty lucky.  Here’s the list of people I got 1:1 time with:

  • Bill Warner
  • Bob Mason
  • Jeff Bussgang
  • Laura Fitton
  • David Beisel
  • Jeff Kaplan

I got pretty lucky, in that my ticket was sponsored by North Bridge (thanks you!), so I paid a fraction of the $250 ticket price.  Because I was sponsored, I was able to sign up for individual sessions with many of the people above.  I was able to catch others in between meetings and talk with them for 15-20 minutes about what I’m working on.  I think the main difference between this event and my other experiences is that these people weren’t overwhelmed by crowds of people clamoring for their attention.  For next year’s conference, I would definitely recommend applying to be a sponsored entrepreneur, or volunteering as a connector.

Will I attend next year?  You bet.  While I was able to speak with many people I had been trying to meet for awhile, there were many others that I didn’t get to because I ran out of time.  Who else was there?  Check out this report about the unConference mentor attendees to see who was there.

I didn’t even touch on the sessions held during the day.  I think the unConference is a great format – the speakers have to “pitch” their idea to the whole conference in the hopes of drawing attendees.  This way, the speaker has to have an idea for what they’d like to discuss and are incentivized to have a productive session.  I’d love to see this format at more of the conferences I attend.

Amazing Lessons in Leadership

Today was an incredible day at Yale SOM.  One of the classes I’m taking is Managing Global Catastrophes, taught by Jeffrey Garten.  We’re studying lessons of leadership from extremely difficult crises like The Asian Tsunami, AIDS, the famine in Somalia, SARS, 9/11, and Fukushima (to name a few).

Today we had the pleasure of meeting with:

It was amazing to hear from them about their experiences inspiring those around them.  From trying to end famine in Somalia, the tough decisions about capping the BP Oil Spill, and changing the culture in the army around PTSD, it was an incredible lesson in how to inspire and lead large organizations through some of their toughest days.

It was one of those days where I stop and think about how lucky I am to be a part of Yale SOM.

When are you at your best?

Even before I had started at business school, I received an email outlining an assignment that was to be completed in the first weeks of school.  It involved a lot of coordination and work to complete, yet helped me learn about when I perform at my best.  The course was Careers, taught by Amy Wrzesniewski, which helped students think about their careers and their professional goals.

I had to solicit feedback about when I was at my best from 10 people who were close to me and could give me very direct feedback.  It was purposefully different from the typical corporate feedback that I was used to working at PwC and Microsoft which focused on areas for improvement.  By canvassing your network to look at where you were at your best, the goal was to focus on those areas and put energy into them.  Instead of the typical “Dan did a great job and should look to improve by doing X, Y, and Z”, it was refreshing to hear how others perceived my accomplishments and saw how I added value to a team.  While we didn’t focus on the question of which feedback is best, I thought it raised an interesting question: should you focus on improving in areas in which you’re weak, or seek out opportunities that align nicely with your personal strengths.  While that’s still a question that’s up for debate, it was an incredibly helpful exercise and reading people’s feedback helped me hone in on opportunities where I could add value to a team.

One part of the course was to reach out and interview successful people in a field you’re interested in to learn about what they did that made them successful.  I picked someone I had no connection to – Rob Go – and I was surprised how easily it was to connect with him and how readily he shared his experiences with me.  Rob is a venture capitalist in Boston and I wanted to hear about how he decided he wanted to pursue venture capital.  It was very valuable to hear where I added value in the first assignment, and then speak with successful people in a field I was interested in.

The two assignments were very helpful for me because I was able to recognize and spot opportunities I would enjoy and professionally thrive, and also hear from someone very successful how they made it to their current position and how they perceived their journey.  Before reaching out to others to hear about their experiences, I think it’s incredibly valuable to understand what you’re looking for and where you can add the most value.

© 2026 Dan Wolchonok

Theme by Anders NorénUp ↑