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Meet ZenPilot

Since 2013, we’ve been on a mission to take the guesswork out of agency operations and help teams do better work, faster.

Today, we’re the Seal Team 6 of agency operations—a tight-knit team of specialists operating with precision and efficiency.

If your agency is struggling with processes or project management, and especially if wasted effort and lack of clarity are cutting into your profits, you’re in the right place. We’d love to connect.


Our Values

We intentionally defined our 5 core values as personalized descriptors of each individual member of the ZenPilot team. They are not nebulous nouns to aspire to; they define how we think, communicate, and act.

  • I am humble + hungry – I strive to be the best in the world in my role and recognize I need to constantly be growing. We’re not a “B’s get degrees” team; it’s cool to nerd out at ZenPilot.
  • I own my stuff – when I tell someone I’ll do it, it’s as good as done. I take responsibility when I mess up and handle criticism with a gracious heart.
  • I celebrate your good work – I actively look for opportunities to make other team members look good and feel good.
  • I have your back – I communicate and pitch in when someone needs help without needing to be asked and with no strings attached.
  • I am a systems thinker – I learn from every experience and improve outcomes by defining and refining our process. As a team, we share what we learn and improve our systems to get 1% better each day.

Our History

Before starting ZenPilot, Andrew Dymski & Gray MacKenzie built GuavaBox, a web development and inbound marketing agency.

While growing GuavaBox, they experienced all the common challenges of serving clients, managing projects, and developing the infrastructure to rapidly scale a cohesive team and deliver consistent client outcomes.

To help streamline agency operations, they built their own process and project management platform called DoInbound and launched the software for other agencies in 2013. They packaged the software with the process templates they’d developed for GuavaBox so that other agencies could benefit from having both the pre-built processes and the software to enable them to quickly plan, do, and manage their work.

Our first office, back in 2013!
DoInbound Campaign Screenshot

A 2015 screenshot of DoInbound – our agency-focused project management software


As they bootstrapped DoInbound, and grew to 500+ agency customers, Andrew & Gray invested over $2M in the SaaS startup, while beginning to consult agencies that needed additional process and project management help.

Consulting led to the key discovery: agencies need a consistent operating framework, clear rules of engagement, and consistent accountability more than they need another PM platform.

In late 2017, they made the decision to invest all their energy into solving the root problem for agencies. Instead of splitting time and energy, they exited the software business and focused on building a training practice to help agencies streamline their operations: ZenPilot.

One of the key drivers behind DoInbound was the desire to “make the process live where work gets done.” This required reusable templates that contained the checklists and details for completing each task, so that anyone with a base level of competency in a specific area could successfully complete a related task.

Andrew & Gray spent the next 6 months researching project management tools to deliver on the templating and hierarchy requirements needed for agency success.

They evaluated 71 PM platforms, narrowed it down to a top 3, and ClickUp was the ultimate winner as the best fit for scaling agencies.

Since forming an initial partnership with ClickUp in early 2018, ZenPilot has become ClickUp’s largest and highest-rated solutions partner, helping hundreds of agencies make smooth migrations and major operational improvements each year.

Join the Journey

Looking for a new career opportunity? See our open positions and apply.

Want help streamlining your agency operations? Book a call and let’s talk!

Ready to get started?

We've guided thousands of agencies to successfully increase their productivity and profits. Book a call to see how we can help you streamline your operations and leverage the 1-3-5 Formula.