

Guidance Counselor 2.0 With Kathy Leake
What does it really take to build and scale an AI company in today’s rapidly changing tech landscape?
In this episode of Guidance Counselor 2.0, Taylor Desseyn sits down with four-time AI founder Kathy Leake to talk about the realities of building companies from the ground up and navigating growth at every stage.
Kathy shares lessons from scaling companies to $100M in revenue, working across startups, PE-backed and VC-funded environments, and making high-stakes decisions around AI transformation, board strategy, M&A, and go-to-market execution. Whether you're building a company, growing your career, or trying to understand where AI is taking the industry, this conversation offers a practical look at what it takes to create value and stay ahead.