Executive VA & Operations VA — Hospitality / Short-Term Rentals

Part-Time | Long-Term | Approx. 20–25 hrs/week We’re looking for a reliable, highly organized Executive VA & Operations VA to support the owner of a growing short-term rental/property management business in Vancouver, Canada. We’re looking for someone who is an excellent executor: organized, detail-oriented, proactive, comfortable following systems, and good at noticing when something has been missed. Over time, we’d love for this person to become a trusted right hand who understands how the business operates and can increasingly solve routine problems independently. What You'll Help With: Your responsibilities will include a mix of executive assistance and operations: * Supporting the owner with organization, follow-ups, research, reminders, and projects * Monitoring Guest Services operations as a second set of eyes * Reviewing guest communications and checking that important tasks are completed * Handling and escalating Airbnb/VRBO guest issues * Preparing and submitting Airbnb/VRBO Resolution Center claims on time * Monitoring recurring tasks, deadlines, and operational checklists * Creating, documenting, and improving SOPs * Helping track Guest Services KPIs * Following up with VAs when tasks are incomplete * Helping implement and maintain Connecteam * Working with Guesty and troubleshooting operational/software issues * Preparing simple operational reports * Helping onboard/train VAs on established processes * Identifying operational gaps and suggesting solutions * Client/prospect outreach * General executive VA and operations support as needed Who We're Looking For We're especially interested in someone who: * Is extremely reliable and follows through * Loves checklists, SOPs, systems, and organization * Notices details other people miss * Can manage multiple priorities without becoming overwhelmed * Communicates problems early rather than hiding them * Doesn't need to be chased for updates * Is comfortable saying, “I noticed a problem, and here's what I recommend” * Can learn new software quickly * Has strong written English * Is comfortable working independently * Wants a stable, long-term working relationship * Is interested in gradually taking on more responsibility as trust develops Experience with Airbnb, VRBO, Guesty, short-term rentals, property management, Connecteam, Notion, or Resolution Center claims is a major advantage. Schedule & Compensation **Rate:** $5 USD/hour **Hours:** Approximately 20–25 hours/week **Schedule:** Monday–Friday **Required availability:** Approximately **10:00 AM–3:00 PM Vancouver/Pacific Time** You must be available and actively working during the agreed hours. This is important because you'll work directly alongside the business owner during peak operating hours. This is intended to become a long-term position for the right person How to Apply Please don't send a generic copy-and-paste application. Start your proposal with the words **“SECOND SET OF EYES”** so we know you read the full posting. Then answer these questions: 1. Tell us about your experience with Airbnb, VRBO, Guesty, or short-term rental/property management. 2. Have you ever prepared Airbnb/VRBO damage or Resolution Center claims? If yes, explain briefly. 3. Tell us about a time you noticed something important your manager/client had missed. What did you do? 4. Give an example of an SOP or process you created or improved. 5. If you receive five tasks at once, how do you decide what to work on first? 6. What tools have you used for task management, SOPs, time tracking, and team communication? 7. Are you consistently available Monday–Friday during approximately 10 AM–3 PM Vancouver time? 8. What other clients/jobs would you be working for at the same time as this position? **Final question:** Imagine an Airbnb guest has an urgent problem, a Resolution Center claim expires today, your boss has asked you for a report, and two routine VA tasks are overdue. In what order would you handle these, and why? We're looking for someone who can **execute extremely well first and develop stronger operational judgment over time**. If you're organized, dependable, resourceful, and enjoy making businesses run more smoothly, we'd love to hear from you.