He Handed Over 13 Years of Work for $100K w/ Alan Underwood
What happens when you walk away from a business you spent 13 years building?Alan Underwood opened a car dealership in May 2007, right before the market crashed, borrowed against his house to do it, and grew it to more than $16 million in annual sales, then in 2020 let it go for about $100,000 without a contract.In this conversation he talks openly about leaving a business at the worst possible moment, rebuilding his life after a stretch of loss in his family, and why he now flies patients to medical treatment for free as a volunteer pilot with Angel Flight West. If you run a company and the work has started to cost more than it gives back, you'll come away with a clearer way to look at where your time goes, who you lean on, and how you make your next big decision.You'll hear the question his father asked him on a fishing trip that has shaped every major decision since, what his oldest son prayed for during the hardest year at the dealership, and the four colors Alan uses to show his coaching clients where their week actually goes. It's for founders, business owners and parents trying to balance work, family and service without burning out, and for anyone who has wondered whether a business coach or a mastermind is worth it. Near the end, Alan says what he would tell the 22-year-old who was running pizza restaurants on 16-hour days.🟪 Important Timestamps(00:00) Intro(00:32) Running a restaurant with zero experience(03:00) Lessons of a 22 years old (09:43) The 2007 car dealership bet (17:52) Starting over after walking away (24:38) What coaching hundreds of people shows (31:56) How he thinks about balance (37:57) Where the hours really go (45:55) A message to his younger self🟪 About Alan UnderwoodAlan Underwood is a coach, capital strategist, and entrepreneur who helps high achievers edify their identity, activate their vision, and build a legacy that truly matters. As the founder of Alan Underwood | Coach and Mentor, Alan works with entrepreneurs, investors, and leaders who are ready to align their inner purpose with outer performance. Drawing from decades of leadership experience, his coaching blends high-performance strategy with deep personal growth, helping clients thrive in business, relationships, and faith. A devoted father of eight and a licensed pilot, Alan serves as the Arizona Wing Leader for Angel Flight West, where he coordinates volunteer missions flying patients to life-saving medical care, free of charge.🟪 Connect With Alan UnderwoodWebsite: https://thealanunderwood.comInstagram: https://www.instagram.com/thealanunderwood/Facebook: https://www.facebook.com/thealanunderwoodofficialLinkedIn: https://www.linkedin.com/in/the-alan-underwood/🟪 Connect with Gabe MaruscaWebsite: https://www.gabemarusca.comYouTube: https://www.youtube.com/@gabemaruscaLinkedIn: https://www.linkedin.com/in/gabemaruscaInstagram: https://www.instagram.com/gabemaruscaX/Twitter: https://x.com/gabemaruscaFacebook: https://www.facebook.com/gabemaruscaTikTok: https://www.tiktok.com/@gabemarusca
