The #1 Marriage and Money Mistake Entrepreneurs Don’t See Coming | Hike & Pod Exclusive with NYT Bestselling Author, Garrett Gunderson and Ageless Future Founder, Regan Archibald

Being married to an entrepreneur is no small feat. In this Hike and Pod episode, recorded on the trail at the Montana Mastermind Epic Couples Retreat, Cary Jack hikes with Garrett Gunderson, Founder and Chief Wealth Architect of Wealth Factory, and Regan Archibald, Founder of East West Health. With elk in the background and the Montana mountains all around, it’s an honest, funny, and heartfelt conversation about marriage, money, and the friendships that carry you through the hard seasons. Garrett shares why so many breadwinners hide their business stress from their spouse, and why that silence often feels like distance at home. You’ll hear why entrepreneurship is only lonely if you’re embarrassed about your struggles, how couples can turn money fights into teamwork with the gas and guardrails approach, and why talking openly about your losses keeps you from repeating them. Regan opens up about the power of community and being surrounded by open hearted people who lift you up. If you’re building a business and a marriage at the same time, this one’s for you. Bring your partner into the real conversations. Open up to people you trust. Life’s just more fun with good people in it.