The Hotel Investor Playbook Buying Hotels Is Just the Start: How to Build a Lasting Hospitality Brand | Keir Weimer E29
Apr 29, 2025
Keir Weimer, founder of Weekender Hotels, shares his vision of building a generational hospitality brand with nine boutique hotels. He discusses the importance of aligning personal and professional goals, as well as mastering hotel acquisitions through relationship-building. Keir emphasizes the need for a mission-driven culture in hospitality and the strategic pivots his brand has made post-COVID-19. He also delves into investment structures for long-term success and the challenges of securing capital in the hotel industry.
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Life-First Deal Sourcing
- Keir is four weeks into a two-to-three month RV road trip scouting hotels while working remotely.
- He credits his director of operations and EOS for enabling this lifestyle alignment and freedom.
Hunt Off-Market With People First
- Build relationships by meeting owners, GMs, and front desk staff in person to uncover off-market deals.
- Use brokers and market experts to scale outreach while maintaining in-person rapport.
Use A Precise Buy Box
- Define a strict buy box: outdoor-oriented leisure markets within 20–30 minutes of key attractions and 2–3 hours' drive from big MSAs.
- Target motels/motor lodges of ~30–100 keys that are undercapitalized and under-operated.