Guest Sales Manager

Vaaraway is a modern vacation rental management and marketing company built to help property owners increase bookings, improve guest communication, and grow rental revenue through a more flexible and performance-driven approach. We support owners and lodging partners with professional listing strategy, dynamic pricing, multi-channel marketing, guest sales support, reservation management, and performance reporting, giving them access to a stronger sales and revenue platform while allowing them to keep the local teams and personal hospitality style that make their properties unique.

Working at Vaaraway is an opportunity to be part of a growing brand in the luxury vacation rental space where sales, hospitality, technology, and guest experience all come together. Our team is building a smarter, more scalable way to support owners and serve guests across exciting vacation markets, including coastal destinations, boutique lodging communities, and international growth opportunities. This is a great role for someone who enjoys a fast-moving environment, wants to make a direct impact on revenue and guest satisfaction, and is excited to help shape the systems, service standards, and sales strategies of an emerging hospitality brand.

Vaaraway is seeking an ambitious and relationship-driven Guest Sales Manager to lead our reservation sales operation and help accelerate the growth of our luxury vacation rental portfolio. This is an opportunity for a natural sales leader who enjoys building relationships, influencing decisions, coaching others, and turning opportunities into measurable results.

In this role, you'll own the guest sales journey from the first inquiry through booking while leading a growing reservations team focused on delivering exceptional service and maximizing revenue. You'll combine strategic leadership with hands‑on selling, using data, technology, and coaching to improve conversion rates, increase repeat business, and create memorable guest experiences.

Success in this position requires someone who thrives in a fast‑paced, goal‑oriented environment, enjoys collaborating across departments, and is energized by exceeding targets. As Vaaraway continues to expand into new destinations and markets, you'll play a key role in shaping our sales strategy, developing high‑performing team members, and helping drive the company’s continued growth.

Own and manage the reservation sales pipeline from initial inquiry through confirmed booking.

Maintain accurate and current pipeline records in Streamline VRS and Conduit.

Prioritize leads and ensure consistent follow‑up across phone, email, text, and other approved channels.

Improve inquiry‑to‑booking conversion, average booking value, and overall reservation revenue.

Generate regular pipeline reports, forecasts, and performance summaries for leadership.

Identify gaps in the sales process and recommend improvements to increase efficiency and conversion.

Lead, coach, and develop Vaaraway's Guest Sales team, including international teammates, as the organization expands.

Establish and monitor expectations for response time, follow‑up activity, conversion, booking revenue, communication quality, and guest service.

Conduct regular team meetings, one‑on‑one coaching, call reviews, and performance evaluations.

Recruit, onboard, and train new sales team members while maintaining consistent standards across markets and time zones.

Coordinate weekday, weekend, holiday, and peak‑period coverage to ensure timely responses to sales inquiries.

Develop repeatable training materials, sales scripts, standard operating procedures, and performance scorecards.

Promote clear communication and a collaborative culture across geographic and cultural differences.

Handle guest escalations with urgency, professionalism, and a resolution‑first mindset.

Lead the Vaaraway Return Campaign by proactively contacting past guests to generate repeat bookings.

Identify at‑risk reservations and develop strategies to recover bookings and retain revenue.

Coordinate with internal teams to resolve concerns before…