In this episode of Leading In The Dark, Nick Akers sits down with Garth Fasano, President and Co-Founder of RaYnmaker, to explore a leadership journey shaped by entrepreneurship through acquisition and rapid technological disruption.

Garth shares how acquiring a traditional outsourced sales business forced him to confront a hard truth: the core business model was on borrowed time. What followed was a bold decision to pivot—shutting down a call center and rebuilding the company as an AI-powered autonomous sales platform for small businesses.

This conversation dives into:

• What searchers and ETA entrepreneurs often underestimate after closing

• How to evaluate risk when technology is changing faster than your timeline

• Why small businesses may have a unique advantage in adopting AI

• The leadership mindset required to act before disruption becomes inevitable

A candid, thoughtful episode for founders, operators, and leaders navigating uncertainty—and deciding when to take their biggest swing.