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Short Term Rental Secrets Podcast

Short Term Rental Secrets Podcast

Ep 255 - How Two Investors Scaled from Co-Living to 80 STRs with Blake Anthony Carter and Jeremy Courtney

Short Term Rental Secrets Podcast · Aug 18, 2025 · 37:34

0:0037:34

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Blake and Jeremy went from managing shared co-living spaces to running 80 short-term rental properties.
In this episode, they share the systems, deals, and mindset that made it possible.
• How they pivoted from co-living to STRs
• The growth path from a handful of units to 80
• Systems they rely on to keep operations tight
• The partnerships that accelerated their scale
• Lessons learned about market selection and timing
00:04:31 - Learning from a high-functioning real estate company
00:05:52 - Landing a management gig through direct outreach
00:08:04 - Managing a growing number of people
00:10:15 - Staying focused while running STR operations
00:14:42 - Biggest drags on a short-term rental business
00:16:05 - What each founder values most in the business
00:18:59 - Identifying problems and fixing them
00:20:48 - Preventing issues from stacking up
00:23:39 - Taking responsibility for team mistakes
00:26:57 - Boutique hotel as a pivotal business asset
00:28:39 - Balancing investment strategy with STR management
00:34:36 - Staying at your own properties to evaluate quality
00:37:18 - Challenges get easier with experience
Guest Bio:
Blake Anthony Carter and Jeremy Courtney have both been operating in real estate and property management for over a decade. They initially got started in the co-living space, which led them to short-term rentals. They eventually sold our co-living business and with all-in on short-term rentals. Blake and Jeremy started a Facebook group and a meet-up group that allowed them to become known as the go-to guys for STRs in Austin. Their company is called Cribs. Blake and Jeremy now own a boutique hotel and three SF doors. They manage over 80 listings and have a real estate sales/consultant team.
Guest Link:
https://www.instagram.com/blake.anthony.carter
https://www.instagram.com/thejeremycourtney
Get FREE Access to our Community and Weekly Trainings:
http://group.strsecrets.com/

Episodes: Short Term Rental Secrets Podcast

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