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SitrepsllcReal Estate

President in Training

Remoteremote$125K$150K

via Greenhouse

About this role

President-in-Training – Operations Immersion Location: Remote to start; relocation required to one of the company’s operating markets (beach towns in the Southeast or premier vacation destinations in the West, such as Tampa, Destin, Scottsdale, or Steamboat)Program Duration: 12–18 monthsCompensation: $125,000–$150,000 base salary + bonus + long-term incentive eligibility About the Company The company is a leading vacation rental management platform in the United States, managing 10,000+ vacation rentals across top resort destinations. The business is growing rapidly, gaining market share, and redefining the industry through locally led operations, industry-leading operating practices, and a strong learning and performance culture.…

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What we'd score you on

reqspace match rubric

Five dimensions, recruiter-grade. Upload your resume and we'll generate a written explanation of where you fit and where the gaps are.

1

Skills match

For this role: teams

2

Level fit

We check your title trajectory against the seniority signal of the role.

3

Domain experience

Your work in the role's domain matters more than your years total. We weight recent and direct experience.

4

Recency

A skill you used last quarter weighs more than one from five years ago. We grade on recency, not lifetime.

5

Location fit

This role is remote-eligible — we factor in your stated location and time-zone overlap.

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Skills in this role

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