What’s Next for Entrepreneurs After Business

Many entrepreneurs build a successful business only to realize one day they’re stuck asking: What’s next?

In this episode of Titans of the Trades, host Ryan Englin welcomes back Greg Hayne, Owner of the Hayne Coaching Group and creator of the What’s Next program. Greg works with business owners, especially in construction and roofing, who have achieved financial success but are struggling to find purpose, fulfillment, and clarity about the next stage of life.

From battling burnout to redefining success, Greg shares practical tools entrepreneurs can use to plan for a future beyond the business. Whether you’re nearing retirement, considering selling, or simply feeling restless despite your achievements, this conversation will help you start thinking about what comes after.

Key Takeaways

• [01:12] How Greg discovered that even successful entrepreneurs struggle with “what’s next?”
• [02:43] The provocative questions that made business owners realize they were stuck.
• [03:54] Why financial success doesn’t guarantee fulfillment or happiness.
• [05:23] The “golf and grandchildren plan” and why it rarely works long-term.
• [08:50] A map and six tools Greg uses to help entrepreneurs navigate their next stage.
• [09:49] Why stimulating the right brain unlocks creativity and clarity.
• [13:06] The importance of designing a life you don’t need a vacation from.
• [16:50] How writing, biking, and clarity breaks fuel Greg’s own transitions.
• [22:33] Why fear of change is often rooted in not having a clear vision.
• [25:26] The myth of the “limited pie” and how to expand possibilities for yourself and others.

Connect With Greg:

Website: https://www.haynecoachinggroup.com/

LinkedIn: https://www.linkedin.com/in/ghayne/

Support Titans of the Trades:

If you found this episode insightful, please subscribe, share, and leave a review for Titans of the Trades. Your support goes a long way in helping us bring more impactful discussions your way.