From Cage to Calling : Planning an Exit and Designing Work You Love with Tom Nassr

Are you feeling burned out at work and wondering if it’s finally time to start a business or even sell the one you’ve built?In this conversation, you’ll hear how serial entrepreneur Tom Nassr went from sweeping a 100,000‑square‑foot warehouse to founding and then successfully exiting his design agency, Checkmate Digital. He shares the real story behind the burnout, the moment he realized his business had become a cage, and why planning an exit is about so much more than the money.Tom also breaks down how he and his co‑founder created Xray.tech to design smarter systems and automations, giving teams back their time instead of burying them in “tools.” If you’ve ever worried that AI and tech will replace your job, Tom reframes it as a way to build a more joyful, sustainable business that supports your life and your impact.Whether you’re in a corporate job, running a small agency, or early in your entrepreneurship journey, you’ll hear grounded encouragement about seasons of business, letting go of what no longer fits, and aligning your work with the kind of impact you actually care about. Stay with this episode to the end, where host LeAnn Lyon connects Tom’s story back to your own calling and reminds you that you don’t have to take this voyage alone.