staypr

Airbnb Portfolio Manager

Lead guest operations, property care, and portfolio growth for STAYPR short-term rentals across Puerto Rico.

Role Snapshot

Location

San Juan Metro

Type

Full-time

Remote

No

Schedule

30-40 hours/week

Annual Compensation Estimate

$50,000-$62,400

Bonuses

$1,000+

Classification

Professional Services

The Opportunity

We are a rapidly growing real estate investment and hospitality company based in San Juan. We have just acquired a new 4-unit building, bringing our total portfolio to 25 Airbnb units across Puerto Rico.

We are looking for a recent college graduate or early-career operator with an entrepreneurial spirit who wants to learn the short-term rental business from the ground up. You will be working directly alongside the owners, gaining a real-world MBA in how to acquire, renovate, maintain, and manage a profitable real estate portfolio.

Revenue Growth

Real company revenue by year and forward projections.

Who You Are

  • A Go-Getter: You do not wait for instructions; you see a problem and you fix it.
  • Thick-Skinned & Adaptable: One hour you might be managing a contractor, the next you might be fixing a smart lock or running errands. No task is beneath you.
  • Bilingual: You are fully fluent in English and Spanish (written and verbal). This is non-negotiable for managing our local staff and contractors.
  • Tech-Savvy: You can navigate property management software, coordinate schedules digitally, and troubleshoot wifi issues without panic.
  • AI Fluent: You are experienced using AI assistants, LLMs, and chatbots to converse through problems, analyze scenarios, and sharpen decisions.

What You'll Do

  • Operations: Coordinate contractor, maintenance, and vendor schedules, and review completed work to keep units inspection-ready and guest-ready.
  • Project Management: Assist in managing renovations and maintenance for our units, including our newest 4-unit acquisition.
  • Acquisition Research: Conduct advanced market research and financial analysis to identify and evaluate future acquisition targets.
  • Property Care: Perform handyman work (installing lighting fixtures, tightening handles, troubleshooting electronics, paint touch-ups, etc.) and coordinate professional repairs when needed.
  • Logistics: Run company errands, purchase supplies, and ensure properties are fully stocked.
  • Guest Experience: Ensure our guests have a seamless 5-star experience.

What We Offer

  • Full-time professional services contractor engagement with consistent weekly workload.
  • Performance Bonus: Annual bonus potential based on company net income and hitting specific operational milestones. If we win, you win.
  • Direct Mentorship: You will report directly to the partners and receive training in property analysis, renovation management, and hospitality operations.
  • Growth: We are in growth mode. Prove yourself here, and your responsibilities and compensation will grow with the portfolio.

Requirements

  • Bachelor's degree (Business, Hospitality, Engineering, Management, or related fields preferred, but attitude matters more).
  • Hands-on experience working on physical projects is required. Owning tools is nice to have, but that toolkit can be built as the role progresses.
  • Reliable personal vehicle and valid driver's license (daily travel between San Juan properties is required).
  • Must reside in or be willing to relocate to San Juan, PR immediately.
  • Availability on weekends as needed for partner walkthroughs, property visits, and guest emergencies.

Estimated time: about 3 minutes