Remastered Series Episode 34: What's holding you back? Comfort

By Isaiah O’Connor

In this remastered episode, I explore a risk most people don’t notice: the risk of being too comfortable. Comfort isn’t bad. It feels good and gives us a sense of stability, but it can easily lead to laziness and complacency. I discuss how being too comfortable in your career, business, or personal life can prevent growth and leave you unprepared for sudden changes.

I share personal stories, including my experience in volunteer work and running my business during challenging times like COVID-19. I talk about how hardship can push you to innovate and grow, why planning for the unexpected is crucial, and simple ways to step out of your comfort zone to stay productive, creative, and moving forward.

Buy me a coffeeBuy me a coffee

🎙 Thank You for Being Part of the Journey!

Your support means the world to me. Join our Patreon community to unlock exclusive perks like ad-free episodes, behind-the-scenes content, and more. You’ll get a front-row seat to the creative process — and help make it all possible.

Prefer a one-time gesture?
☕ You can Buy Me a Coffee
💸 Or donate via PayPal

🌐 Stay Connected
Join the conversation and be part of the Bootstrap community:

💬 Join us on Discord
👍 Follow us on Facebook
🐦 Hit me up on X (Twitter): @IOC_BootstrapPOD
📧 Email me
💼 Connect on LinkedIn

🎤 Want to be a guest on the podcast?
If you’ve got a bootstrapper story, business wisdom, or entrepreneurial insights, let’s talk! Reach out — you might be featured in an upcoming episode.

🎶 A Special Thanks to Wintergatan
A massive thank you to Wintergatan for providing our incredible intro/outro music at no cost. Check out their amazing work on YouTube. You can also download the track "Moon and Star" and other builds for free at Wintergatan.net with a free license for video use.

Catch all episodes on YouTube:
All episodes are also posted on YouTube.

Until next time,
Your Friendly Neighborhood Entrepreneur,
Isaiah O’Connor