Short Term Rental Secrets Podcast

Ep 278 - How Great Leaders Scale Teams Without Losing Control with Ryan Leake

12 snips
Jan 26, 2026
Ryan Leake, managing partner and founder who scaled to 60+ luxury short-term rentals, talks leadership shifts when moving from solo operator to team leader. He discusses earning respect by example, swapping ego for delegation, using systems to prevent burnout, aligning company and personal goals, and preserving culture while scaling.
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INSIGHT

Lead By Example Not Title

  • There are two ways to lead: by example and action or by title and significance.
  • Ryan argues earning respect through doing the work beats demanding it with a title.
ADVICE

Support Team Goals, Even If They Leave

  • Support team members' big goals even if they outgrow your company.
  • Celebrate their exits as successes because it makes you a more attractive employer.
ANECDOTE

From Corporate Job To 60 Properties

  • Ryan left corporate, learned STRs, and hit 10 properties in ten months.
  • He later merged to scale to 60 luxury properties and now manages a 13-person team.
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