The WELL Optimized Podcast

How I Quit my 9-5 to Pursue Entrepreneurship

Heather Hamilton Season 1 Episode 2

Thinking about leaving your 9-5 to chase your entrepreneurial dreams? In this episode, I share my personal journey of quitting a traditional job to start my own business. I breaks down personal lessons learned, challenges faced, and the practical steps I took to make the leap. If you're wondering when and how to take the plunge, this episode offers real-life insights and actionable advice to help you prepare for the transition.

Key Takeaways:

✅ Quitting your 9-5 requires both mindset shifts and practical planning
✅ Preparation is essential—build a cushion & create your "quit my job milestones"
✅ Test your business idea while still employed to reduce risk - data is KEY!
✅ Expect challenges, but embrace the uncertainty as part of the journey
✅ You don’t need anyone’s permission—take the leap and trust yourself (but be ready to fail and make mistakes!)

While this episode is more of a personal story of my journey, I hope it gives you a little motivation and reassurance that you CAN do this. You will need to plan and this episode breaks down some of the steps within that plan.

✔️ What’s Coming Next on the Podcast

  • Actionable digital marketing and inbound lead generation tips
  • Candid discussions with entrepreneurs in all phases—not just the ultra-successful
  • Honest conversations about the hard shit: hiring, scaling, failing, pivoting, and pressing forward

Links & Resources:

💡 Apply to Be a Guest – If you’re a builder, creator, side hustler, or obsessive hobbyist, I’d love to hear your story! Apply here.

🎙️ Subscribe & Review – If you enjoyed this episode, share it with a friend, leave a rating, and write a review. It helps a ton!

🌎 Connect with Heather

📩 Got a topic or question? Email me at heather@welloptimizedseo.com