He Left a Cushy CFO Job to Fix a Broken System (with Clym.io Founder Michael Williams)

Most solo businesses are focused on getting clients—but ignore the compliance risks that can quietly wreck everything. Former tax attorney and CFO Michael Williams joins Brett to break down the ADA, privacy, and regulatory issues small businesses face—and how a $100K GDPR mistake pushed him to finally build Clym.io, an all-in-one website compliance platform. Michael also shares the remarkable story of raising a seven-figure VC round… then paying it back to regain control and stay true to his vision. In This Episode: • The hidden ADA & privacy risks solopreneurs overlook • Why most accessibility lawsuits hit small businesses • How AI-powered scans fuel compliance lawsuits • How Clym.io uses one snippet to manage 150+ regulations • Why Michael left a cushy CFO role at 38 • The identity shift from employee → builder • What it’s really like to take VC money—then give it back • Why taking action beats waiting for the “right” time Connect with Michael & Clym Website: https://clym.io More From Brett Escapee Starter Kit, resources & links → https://linktr.ee/bretttrainor