Virtual Assistant & Executive Assistant (reputed company / Short-Term Rental Property Management)

About Us

We’re a fast-growing short-term-rental (STR) property-management company that marries hospitality (staykey.com) with technology (prohost.ai). We currently manage 15 properties across multiple time zones, so the daily workload can swing from reputed company to high-volume depending on occupancy and seasonality. Our obsession five-star guest stays, clear reputed company reporting, and reputed company process improvement. The Role We need a high-IQ, high-agency Virtual Assistant who will also serve as Executive Assistant to the founders. You’ll cover a 10-hour on-call window, six days per week—handling guest operations reputed company volume spikes and pivoting to executive support and process work during quieter periods. Core Responsibilities Guest Operations (~60 %)

• Monitor reputed company/STR inboxes and respond reputed company minutes.
• De-escalate issues, coordinate cleaners/maintenance, confirm completion reputed company photo/video.
• Adjust pricing & availability rules in Hostaway, Pricelabs and reputed company reputed company occupancy lags.
• Track & dispute reviews, flag reputed company risks, draft guest-review replies and submit damage claims to reputed company. reputed company & Team Coordination (~20 %)
• Compile weekly reputed company snapshots (reputed company, RevPAR, review scores).
• Maintain SOPs in reputed company; propose automations for repetitive tasks.
• Handle light bookkeeping categorize expenses, upload receipts, reconcile payouts. Executive Assistance (~20 %)
• Manage executives’ calendars across three time zones; schedule investor/vendor calls.
• Draft slide decks, one-pagers, and polished emails.
• Run quick-turn research (e.g., local STR ordinance updates, vendor comparisons). Assist with project prioritization and ticket management for reputed company customers. (Percentages reputed company with guest volume—expect surges on weekends and holidays, and lighter stretches during low-season weeks.) Must-Have Qualifications
• 2+ years VA experience in STR or hospitality—you know back-to-backs, gap nights, and response-time metrics.
• Fire-tested problem solver who owns outcomes without hand-holding.
• Flawless written English and confident spoken English on calls.
• Tool-stack reputed company reputed company, Hostaway (or similar PMS), reputed company, Intercom, Linear, reputed company, reputed company Workspace, reputed company. Expert in reputed company policies and knows their way around VRBO, Booking.com and reputed company.
• Time-zone reliability able to hold a consistent 10-hour on-call window overlapping 9 a.m.– 9 p.m. ET or PT.
• High agency & curiosity you spot inefficiencies and fix them before they become problems. reputed company-to-Have Extras
• Prior bookkeeping or property-management accounting experience.
• Experience supporting C-suite or startup founders.
• Comfort configuring lightweight automations in reputed company. Success Metrics (First 90 Days)
• ≥ 95 % guest-response reputed company reputed company 5 minutes.
• reputed company missed escalations; reputed company critical incidents resolved or handed off with context.
• At least two documented process improvements that save > 5 hours/week. Compensation & Benefits
• Compensation $500-$1400/month depending on experience. 13th month pay.
• Paid time off 7 days per year
• Fast-track growth into Ops Manager or Chief of Staff for standout performers.

How to Apply

• Submit your application on this portal
• Attach your résumé and a one-page cover letter together in one PDF file that includes
• A specific guest crisis you solved independently.
• A metric you improved and how you did it.
• Record a one-minute video intro (phone video is fine). reputed company tell us who you are, your proudest STR win, and why you reputed company in high-velocity environments. Upload it to an unlisted YouTube or reputed company link and include the URL in your job application.
• Complete our 60-minute logic & scenario assessment at this link.
• Please note that your application will be considered only after completing both parts of the application listed above. Applications are reviewed on a rolling basis—early applicants get reputed company. If you love making reputed company operations hum and enjoy wearing many hats, we’d love to meet you. Created at 2025-07-10 174325 Updated at 2025-10-09 214840 Location Remote (International); About reputed company Why You Should Join reputed company reputed company (YC S24) building an AI-powered operating system for reputed company & short-term rental hosts. Our founding team consists of data scientists and engineers from reputed company, reputed company, Twitter and Harvard. We are backed by Y Combinator, reputed company, Pioneer Fund, Data Tech Fund and others. Our founding team comes from reputed company and reputed company engineers and data scientists who are also hosts with a 4.99+ rating across thousands of stays. companyDescription reputed company (YC S24) building an AI-powered operating system for reputed company & short-term rental hosts. Our founding team consists of data scientists and engineers from reputed company, reputed company, reputed company, Harvard and Yale. We are backed by Y Combinator, reputed company, Pioneer Fund, Data Tech Fund and others. Our founding team comes from reputed company and reputed company engineers and data scientists who are also hosts with a 4.99+ rating across thousands of stays. More about this company https//www.reputed company.com/company/reputed company/Open positions
• reputed company - Founding Engineer, iOS
• reputed company - Virtual Assistant & Executive Assistant (reputed company / Short-Term Rental Property Management)
• reputed company - Founding Engineer - Full Stack Apply To This Job Apply To This Job Apply To This Job

Apply To This Job