SHOW / EPISODE

Should I Quit My Job to Coach Full-Time? Ask Yourself These 10 Questions

25m | Aug 13, 2026

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You’ve been dreaming about quitting your job and going all in on coaching, but how do you know when you’re actually ready? In this episode of Six Figure Certified, Olivia Chapman is breaking down 10 questions to ask yourself before quitting your job so you can make the leap with more clarity, confidence, and intention instead of relying on hope and a resignation letter.

This conversation goes beyond “just believe in yourself.” Olivia gets into the real business foundations that matter before becoming a full-time coach, including whether people are willing to pay you, how confident you are in your ability to create clients, what your financial reality looks like, and whether you actually know what you would do with all that extra time once your 9 to 5 disappears.

You’ll also hear the questions that are much easier to overlook, but can make a massive difference once coaching becomes your primary source of income. From support and sustainability to the bigger vision behind why you want this life in the first place, this episode will help you look at the leap from every angle. If quitting your job has been living in the back of your mind, grab a notebook. You may leave this episode with a very different answer to the question, “Am I ready?”

In this episode, you’ll hear about:

  • How to know when you’re ready to become a full-time coach
  • What to consider before quitting your 9 to 5
  • Building proof that your coaching business can generate paying clients
  • Creating more predictable coaching income
  • Financial preparation before making the leap into entrepreneurship
  • The role of client results, testimonials, and referrals
  • Why having more time does not automatically create more revenue
  • Building the right support systems and accountability
  • Planning for the realities of self-employment
  • Creating a bigger vision for your life as a full-time entrepreneur


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