I work with bootstrapped B2B SaaS founders who are no longer getting leverage from the way they currently run the company. The business is real, the team is real, customers exist, but the operating model and the current version of the founder have both reached their limit. I know that place well: I ran a SaaS business that plateaued. After putting in the work to rewire myself, and how the company was run, we got back on a path towards growth.
The work I do now is the same work I had to do for myself: evolve how the business operates and the posture of the founder(s). When those two evolve in parallel, compounding restarts, stress drops, and the business is reinvigorated. And if a business is one you would be fine owning forever, it is usually also one someone else would pay for later.
My role is not to hand over a formula or sell super-hardcore-intensity. I improve the clarity of the system the team is working inside and the follow-through on the things founders often postpone because other fires feel hotter in the moment.
I work one-on-one on a simple monthly arrangement with no lock-ins. This work includes determining founders’ personal purpose and wealth gap, near- and long-term goals, and how to measure what matters for growth.
I keep the surface area narrow: only B2B SaaS, only with teams larger than the founders, across North America and Europe.
Founders do not stall because they run out of intelligence. They stall because the current way of operating is no longer sufficient for the next stage. If you do the work to evolve faster than the business, the business follows. My job is to make that evolution deliberate, not accidental.
I wanted a coach who could help me grow the value of my company. Working with Tom forces me to think about the big picture of the business, but he’s also fully dialed in to the nuance of running a SaaS company. Tom has walked the path himself and his coaching is exactly what I was looking for.
— James, Founder, Boords
Working with Tom has been transformative for our business. Over the past year, he’s helped us gain a clear understanding of how our business operates and where we, as leaders, could grow. Tom has a unique ability to identify both strengths and blind spots, then translate those insights into practical strategies we can act on.
What sets Tom apart is how approachable and thoughtful he is—he listens deeply, challenges us when needed, and always keeps us focused on the bigger picture. With his guidance, we’ve built a stronger foundation as managers and developed a clear game plan for the future.
— Kevin, Co-founder, Pebble
Working with Tom has been a game-changer for me and my co-founder. Unlike my previous coach, Tom understands the founder’s journey firsthand, he’s been there himself. He gets the scale of our business and doesn’t just give abstract advice; he gives clear, directive instruction and actionable steps we can implement right away.
Since working with him, we’ve rolled out OKRs, restructured our one-on-ones with team members, and found real clarity around who we serve. These changes have directly impacted how we run our business day to day.
What really stands out, though, is how Tom checks in with us emotionally as well. He doesn’t just focus on tactics, he helps us strengthen our relationship as co-founders and makes sure we’re aligned. Not only that, but he’s intentional about ensuring our business serves us personally too, so we’re building something that supports the life we want, not the other way around.
That combination of strategy, empathy, and accountability has made working with him just awesome.
— Jessey, Co-founder, Pebble