What do you do when success starts costing your life? Alan Underwood built a $16M car dealership, then stared down a 9 mm handgun in an Arizona park, valuing his life at 27¢. In this episode, we talk about the warning signs high-performing leaders often miss and what it actually takes to pull yourself out of burnout, grief, or pressure that’s gotten too heavy to hold. He shares how to evaluate the cost of success, the mindset shifts required to rebuild from rock bottom, and the questions every leader should ask before choosing a business partner or investor. Tune in to learn how to protect your life, steward your leadership well, and scale your business with intention instead of burnout.

00:00 The moment Alan realized his life felt worth less than his business.

07:45 What was your life like before your breaking point?

15:00 Did the darkness you went through create the version of you today?

17:45 How to know who is and who isn’t a good partner.

25:45 How to evaluate other people’s deals when you are the investor.

29:00 What do you look for in the culture of your company?

36:00 The four pillars to evaluate when you're building your future.

40:00 The aviation nonprofit saving lives one flight at a time.

48:30 How to get Involved with Angel Flight West.

Resources

Learn more about Alan Underwood HERE

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