Full Time
500
40
Jun 23, 2026
Company: Sunshine Club Rentals | Type: Full-Time | Pay: $500/month
Schedule: Schedule: Friday-Tuesday 4pm-1am ET
Days off: Wed, Thurs
THE ROLE
We're a premium STR company managing vacation properties across Florida. We need a detail-oriented, proactive Operations VA to cover our evening and overnight windows — the hours when most of the team is off and our guests need someone on call.
You'll work under our Operations Manager as part of a close-knit remote team. You follow SOPs, solve problems before escalating, and take full ownership of your tasks from start to finish. You're the one keeping the lights on while everyone else is asleep — that's a big deal.
WHAT YOU'LL DO
Monitor and respond to guest communications through our tools, following SOPs
Coordinate with cleaning and maintenance vendors during late-day handoffs and weekend overnight emergencies — assign tasks, follow up, confirm completion
Handle late-night guest issues independently — lockouts, smart lock troubleshooting, Wi-Fi, noise complaints
Flag and track property issues until fully resolved — no open loops
Keep Notion task boards updated and accurate
Escalate to the Operations Manager only after exhausting your own resources
YOU MUST HAVE
STR, property management, or hospitality experience
Strong written English — you're communicating with guests and vendors daily
Extreme attention to detail and follow-through
Ability to problem-solve independently before asking for help — especially during overnight hours when no one else is on
Reliability — you show up, you follow through, you communicate
Genuine ability to work the swing schedule (evenings AND weekend overnights) without it wrecking your sleep, your family, or your reliability
THIS IS NOT FOR YOU IF
You need to be told what to do next
You let tasks sit without following up
You disappear when things get busy
You're hoping to flip this to a daytime shift later — this is a permanent swing role
Weekend overnights conflict with your life (childcare, school, second job, family)
TOOLS
Hospitable · HostBuddy · Turno · Notion · Claude AI
COMPENSATION & PROCESS:
$500/month
2-week paid trial before full offer
Interview ? scenario test ? trial
HOW TO APPLY
Email
Subject line: "Always On — Swing Shift VA Application"
(Wrong subject line = not reviewed. Missing any of the four items below = not reviewed.)
Your application must include ALL four of the following
1. Resume with STR or hospitality experience highlighted
2. A NEW 2–3 min video (Loom, YouTube unlisted, or Google Drive) — introduce yourself, share your relevant experience, give one example of solving a problem on your own without being told what to do, and tell us specifically why a swing schedule (weekday evenings + weekend overnights) works for your life
3. Written answer: It's 3 AM Saturday. A guest messages saying they're locked out, the smart lock won't respond, and they have a baby with them. The Operations Manager is asleep. Walk us through exactly what you do.
4. Complete the free DISC personality assessment specifically at