Alexis Sikorsky on Scaling Founder-Led Companies and Preparing for a Smarter Exit

Entrepreneurs, Executives, and Eccentrics · Aug 17, 2026 · 35m

In this conversation, entrepreneur and advisor Alexis Sikorsky shares lessons from building, scaling, surviving, and ultimately selling a software company after nearly two decades. He explains why the skills required to start a company are different from those needed to scale one, why founders should focus on leadership rather than management, and why replacing a founder with an outside CEO is not always the right answer. Drawing from his experience growing a business from a small development firm into a company generating roughly $50 million in revenue and $10 million in EBITDA, Alexis…