What happens when success nearly destroys you?In this episode, Blake Anthony Carter and Jeremy Courtney open up about the darkest season of their business — how a $30,000-per-month loan nearly bankrupted them and what it took to fight their way back. From couch-surfing to managing 100+ short-term rentals, their story is a masterclass in grit, integrity, and redemption.Here’s what you’ll learn:The $30K-a-month mistake that almost killed their businessThe one relationship that saved their company at the last minuteHow to rebuild when you’ve hit financial and emotional rock bottomWhy integrity and reputation are more valuable than profitHow to lead, grow, and recover without losing your purposeThe comeback mindset every entrepreneur needs to survive tough seasonsThis is more than a business story — it’s proof that the hardest moments can build the strongest foundations.Timestamps02:23 – The 2008 crash that shaped Blake’s view of risk04:55 – How his mom’s resilience became his playbook for success07:21 – The moment they realized STRs could replace their day jobs13:10 – How EOS changed their business (and their relationship)15:31 – Why reputation and relationships matter more than profit19:21 – The new rules for STR success: quality, design, and service25:24 – Austin’s market reset and how to spot real opportunities35:03 – The $30K-a-month loan that almost bankrupted them39:41 – How a hard money lender’s trust saved their business41:19 – The mindset that kept them from walking away43:05 – The unpopular truths about real estate investing54:03 – The regrets, lessons, and books that shaped their comebackCONNECT WITH BLAKE ANTHONY CARTER:Instagram: https://www.instagram.com/blake.anthony.carterWebsite: https://www.cribsconsulting.com/CONNECT WITH JEREMY COURTNEY:Instagram: https://www.instagram.com/thejeremycourtneyWebsite: https://www.cribsconsulting.com/CONNECT WITH US:Instagram: @thecaptaincurt TikTok: @thecaptaincurt YouTube: https://www.youtube.com/@thecaptaincurt_ Website: www.captaincapital.com Invest With Curt: Start Here: https://www.captaincapital.com/invest P.S. If you're enjoying the show, do us a favor—leave a review and give us a 5-star rating. It's free, takes 30 seconds, and helps us reach more listeners who need this kind of no-fluff insight.

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