Find Your Heading.


The wind and the waves are always on the side of the ablest navigator.
— Edmund Gibbon

Practical Strategies, Real Experience.

Entrepreneurship is complex, and every founder’s journey is different. FounderTack partners with you to solve complex challenges, and helps you focus on what truly drives business outcomes.

FounderTack is a boutique, highly specialized coaching practice specifically that focuses on helping founders and senior executives navigate the challenges involved in managing uncertainty and developing as authentic, effective leaders.

You’ll access decades of startup experience, transparent feedback, and unbiased support, not generic platitudes.

Kevin O’Brien

Principal

FounderTack is led by Kevin O’Brien, an exited founder with over a decade of CEO experience. We focus specifically on helping address and resolve critical operational challenges that early-stage companies and leaders face:

  • Navigating complex dynamics and transformational change

  • Managing and resolving conflict with grace and direction

  • Addressing market changes, downturns, and pivots

  • Scaling up (or down) teams while maintaining authenticity, empathy, and outcome

Kevin is a founder and CEO, with nearly 25 years of experience working in, building, founding, leading, and selling startups. He brings deep expertise in the venture-backed world, having raised over $30m USD, with experience along the entire path, from inception through exit.

Kevin holds BA in Philosophy from the University of Massachusetts Amherst, and beyond his own companies has served as a mentor for over a decade with the Techstars accelerator program, has sat on multiple boards, and is dedicated to helping founders and CEOs navigate fundraising, team dynamics, product market fit, early stage go-to-market issues.

Reach Out

Deciding to work with a coach is a significant decision, and it’s natural to have questions about the process, the outcomes, and the experience.

We’re happy to chat, with absolutely no pressure or sales pitch involved. Reach out and we’ll be in touch shortly.