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May 2, 2025 70 mins

Ben Weinberg is the Co-Founder and Co-CEO of Castle Peak Holdings and Trailborn. 

Castle Peak is an investment and operating platform with a singular focus on hotels and resorts in supply-constrained outdoor destination markets across North America: National Park gateway towns, beach towns, lake towns, ski resorts, and wine country.

Trailborn is their market leading hospitality brand that operates all 7 properties and 559 rooms of the Castle Peak portfolio which recently entered into a long term agreement with the Marriott platform. 

 

- This episode of The Deal Ranch Podcast is presented by https://huckscurryadvisors.com/

 

Conversation Topics

  • Career pre-Castle Peak at Goldman, TPG, and Sixth Street
  • Path to first fund ($100M) & first deal
  • Deal structure and investment philosophy 
  • Rebranding newly acquired assets
  • Their recent Marriott Bonvoy Partnership

 

Connect with Ben, Castle Peak Holdings, and Trailborn

 

Connect with Matt & The Deal Ranch Podcast

  • LinkedIn: https://www.linkedin.com/in/matthewrlutz/
  • Apple: https://podcasts.apple.com/us/podcast/the-deal-ranch/id1680084534
  • Spotify: https://open.spotify.com/show/1teAX6zRU76v4wFeGUHkoj?si=65e7be080e534f8b
  • YouTube: https://www.youtube.com/@TheDealRanchPodcast
  • Email: matt@mrl-capital.com
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