Virtual Assistant

SDR (Direct Bookings & Guest Retention Specialist)
Remote | Full-time | $1000/month + uncapped commission | Mon–Fri, 9am–5pm UK time

TL;DR

We’re hiring a hungry, reliable, and organised Sales Development Rep (SDR) to own our post-booking guest pipeline.

Your core mission: drive more direct bookings by turning past guests into repeat bookers, helping current guests extend their stays, and converting inbound leads from Airbnb, ---------- , VRBO, and our CRM into direct deals. You’ll also act as our guest feedback radar — logging every maintenance, communication, or service issue and passing it to the right teams in real-time.

You’ll be the engine behind our retention and conversion process — and we’ll support you with everything you need. But we expect you to run with it.

What You’ll Actually Own
• Call and follow up with past guests, current guests, and future leads
• Convert OTA stays into direct rebookings and extended stays
• Surface any feedback (guest issues, maintenance problems, communication gaps) to Ops via Notion or Slack
• Keep detailed logs of all calls, conversions, and follow-ups using Notion and Google Sheets
• Maintain a highly organised outreach tracker — your own activity is your responsibility
• Help build or update scripts and follow-up templates when needed
• Suggest improvements to outreach strategy and report on common objections
• Own your commission — track and prove your results

Traits We’re Actively Looking For
• You’re confident on the phone and warm with guests
• You’re organised and take pride in tracking your work
• You don’t push things off just because they’re outside your “role”
• You take initiative — if you don’t know how to do something, you Google it or ask
• You love structure: your Notion, spreadsheets, and outreach tracker are on point
• You care about the business and know your role has impact
• You don’t need micromanaging. You want ownership with accountability

Bonus Points If You…
• Have worked in guest communication, short-term rentals, serviced accommodation, or similar
• Have done outbound phone sales, lead generation, or warm follow-ups
• Can write a simple follow-up message, sales script, or upsell email
• Know your way around Notion, Airtable, Google Sheets, or a CRM
• Have thoughts on how to improve our current rebooking process (include them)

The Offer
• $900/month base pay
• Commission: Paid on each direct booking secured (structure shared at interview)
• Opportunity to take on more responsibility and grow into sales operations or partnerships
• Flexible, remote team that values output over hours
• Full training and support — we’ll guide you, but expect you to own it

How to Apply - tally.so/r/wvbBVd