149 Your Comfort Zone is Killing Your Company

with Anthony, Chris, and Stephanie

· MID-SIZED BUSINESS

What if the moment you finally exhale is the moment your business starts to die?

This raw, unfiltered conversation between Chris Franks, Anthony Franco, and Stephanie Hays tackles the uncomfortable truth most founders avoid: success breeds complacency, and complacency breeds failure. They dissect why seventy-three percent of midsize companies plateau within three years of hitting profitability, explore the addictive nature of startup anxiety, and reveal why the most dangerous phrase in business might be "we've made it." From debating whether growth is actually essential to examining the mental health toll of perpetual hustle, this episode delivers the reality check every comfortable founder needs to hear. No guests, no filters—just three battle-tested entrepreneurs confronting the paradox that staying hungry requires intentional discomfort.

The brutal reality is that most founders spend years in fight-or-flight mode, losing sleep over payroll and living deal to deal. Then profitability hits, and suddenly there's breathing room. The anxiety fades. The urgency dissipates. And that's precisely when danger creeps in. Success and comfort are not compatible, and the moment you lose the edge that forces you to tackle uncomfortable work is the moment your company begins its slow decline.

Staying hungry at mid-size requires deliberate action. First, surround yourself with people who will tell you the truth—founders who understand the journey and won't let you coast. Second, understand your superpower as a founder: you excel at building and disruption, not necessarily operational excellence. Structure your company so you can keep innovating while others execute the proven playbook. Third, reconnect with your why regularly. Revisit what drove you to start this journey and ensure your current trajectory still aligns with that vision.

The real trap is not external competition but internal complacency. When your team craves predictability over progress, when you start avoiding risk to preserve what you have built, when looking stupid becomes scarier than staying stagnant—these are the warning signs that comfort has metastasized into corporate cancer. Founders thrive on trying new things, failing fast, and pivoting without shame. The moment you delegate away all the messy, uncomfortable work is the moment you stop being a founder and become a manager of decline.

Self-awareness is your ultimate defense against the comfort trap. Recognize when you are putting yourself into positions that damage your mental health, but also recognize when you are using comfort as an excuse to avoid necessary risk. Seventy-two percent of founders are directly or indirectly affected by mental health disorders, so taking care of yourself is not optional. But neither is staying sharp, hungry, and willing to disrupt your own success before someone else does it for you.

The path forward is not endless hustle or reckless growth. It is intentional discomfort paired with strategic stability. Keep one foot in chaos, testing new ideas and taking calculated risks, while the other foot stands on the solid ground your team has built. Embrace the reality that the only time you should feel truly scared is when you feel truly comfortable. Because in business, comfort does not preserve success—it erodes it.

Watch the Full Episode on Your Comfort Zone is Killing Your Company with experts Anthony Franco, Chris Franks, and Stephanie Hays below:

Follow us to watch live on YouTube and LinkedIn or listen to episodes on Apple Podcasts and Spotify.