Account Executive

About Wander

Wander is revolutionizing the $100 B+ short‑term rental industry. We curate every aspect of the guest experience—from our smart homes to our intuitive booking platform. Our mission is to help people find their happy place, and our vision is to create the infrastructure for people to experience the world.

Backed by top‑tier investors and led by experienced startup veterans, we're a tight‑knit, remote‑first team united by our passion for travel, technology, and creating unforgettable experiences.

Account Executive 

About the Role

Wander is building Wander Sites — a modern, conversion-focused website and booking engine built specifically for professional property managers. We meet operators at the most pivotal moment of their business: turning traffic into bookings and owning demand.

Wander Sites combines proven design, SEO, and AI-powered optimization to materially increase conversion rates, drive incremental bookings, and reduce reliance on third-party OTAs. Our customers use Wander Sites as a true revenue engine for their portfolio, not just a marketing site.

We’re hiring a full-time Account Executive (AE) to own revenue for Wander Sites. This is a full-cycle sales role for a gritty SaaS seller who owns their book of business end-to-end — from prospecting and discovery through close and expansion — while also working qualified meetings sourced by BDRs.

You’ll be responsible for closing new business, shaping our sales motion, and helping define what “great” looks like as we scale this product.

What You’ll Do

• Own a personal book of business and full sales cycle: prospecting → discovery → demo → close
• Close revenue from both self-sourced pipeline and BDR-qualified opportunities
• Run high-quality discovery conversations centered on conversion, direct bookings, OTA dependency, and portfolio growth
• Deliver compelling demos that position Wander Sites as a booking engine and revenue driver, not just a website
• Build tailored business cases that clearly tie Wander Sites to ROI and incremental bookings
• Consistently hit (and exceed) monthly and quarterly revenue targets
• Manage deal strategy, timelines, stakeholders, and objections through to close
• Maintain strong pipeline hygiene and forecasting accuracy in HubSpot
• Partner closely with BDRs to improve outbound strategy, qualification, and handoff
• Provide feedback on product positioning, pricing, objections, and competitive dynamics
• Win deals despite evolving processes, tools, and playbooks

What We’re Looking For

• 2–5+ years experience in a quota-carrying Account Executive or full-cycle SaaS sales role
• Proven track record of closing new business and consistently hitting revenue targets
• Experience owning your book of business, including self-sourcing pipeline
• Strong discovery, demo, and closing skills with a consultative, value-based approach
• Comfort selling to operators and decision-makers with a business and ROI mindset
• Experience selling SaaS, digital products, or technology (proptech, marketing tech, SEO/web products a plus)
• Ability to navigate objections and multi-thread deals when needed
• Highly motivated, resourceful, and accountable — you don’t wait to be told what to do
• Strong executive presence and communication skills
• Excellent time management, prioritization, and pipeline discipline
• Team-oriented mindset with willingness to contribute to process and GTM evolution