Company Overview:

Wander is redefining travel by leading the hotelification of vacation rentals - blending the five-star quality of an ultra-luxury hotel with the comfort, space, and privacy of high-end homes. We're capturing guests from both worlds - and setting a new standard while we’re at it.

Right now is a wild time to join. We’re in full hypergrowth mode, breaking records month after month and rapidly expanding across the U.S. and eventually global.

Our mission? Build the first truly seamless, all-in-one luxury travel platform: world-class homes, curated experiences, and concierge-level service - all in one place. Guests love it. We're scaling it globally.

Position Summary:

We’re looking for someone with contagious energy, a love for travel, and a genuine passion for connecting with people. As part of our Demand Sales Team, you’ll be the voice of Wander - guiding potential guests through a tailored booking experience that turns dream getaways into reality.

This isn’t just another sales role - it’s high-impact, high-growth, and full throttle. In the first three months of launching this team, we’ve already driven over $1M in bookings... and we’re just warming up. With plans to scale to 30+ team members in the next few months, you’ll be getting in early, with real room to grow, lead, and shape what’s next.

The team is crushing it - averaging well over 100% to goal. Thanks to uncapped commissions and tiered multipliers, top performers are seeing serious upside.

This role is perfect for someone who:

• Wants to break into tech or travel sales and move fast

• Thrives in a startup environment where every call matters

• Loves the idea of building something big (and having fun doing it)

If you’re ambitious, self-motivated, and love talking to people - you’ll fit right in.

Key Responsibilities:

Drive Bookings & Crush Targets

• Consistently hit or exceed monthly goals for bookings and GMV

• Proactively reach out to potential guests across Wander’s luxury portfolio

• Follow up with inbound leads and marketing-generated prospects to maximize conversions

Deliver a White-Glove Experience

• Craft personalized outreach that speaks directly to high-value travelers

• Guide guests through a seamless, consultative sales process—understand their needs, recommend the perfect Wander home

• Clearly communicate what makes Wander the gold standard in luxury travel

Collaborate & Optimize

• Partner with Marketing and Concierge to create frictionless guest experiences

• Keep CRM activity clean, current, and useful (you live in HubSpot like it’s your second home)

• Share feedback and ideas that make the team (and strategy) better

Know Your Stuff

• Stay sharp on property details, seasonal offers, and top destination highlights

• Use that intel to strengthen recommendations and build trust

Qualifications:

Experience & Skills

• 1-3 years of high-volume client-facing sales experience - travel, hospitality, or luxury retail is a big plus

• Track record of consistently hitting sales targets (and loving the chase)

• Killer communicator - builds trust fast via phone, text, and email

• Tech-savvy with CRM tools (Salesforce, HubSpot, Outreach, etc)

Personality & Mindset

• Energetic, positive, and contagious in the best way

• Self-starter with a bias for action and a hunger to grow

• Loves travel, gets luxury, and has a natural curiosity about destinations

• Thrives in fast-paced, high-change environments - adaptability is your superpower

Compensation & Perks:

• $75K OTE annually. ($50K base + uncapped $25K commissions - earn more as you crush it)

• Tiered commission structure. The more you book, the higher your multiplier. Sky’s the limit.

• Fully covered health benefits. We’ve got you and your dependents covered - medical, dental, and vision.

• Equity in Wander. You’re not just an employee, you’re an owner.

• Weekly paydays. Because waiting a month is for the birds.

• 401(k). Gotta keep future-you happy too.

• Fully remote. Work from anywhere that inspires you.

• Flexible PTO. Take the time you need - no weird guilt trips here.

• Real growth opportunities. We’re scaling fast, and we love promoting from within.

• Ongoing training & development. Coaching, resources, and a collaborative team that supports you.

Interview Process

1. Application Review. We’ll take a close look at your experience, skills, and vibe.

2. Chat with the Hiring Manager. A casual conversation to dive into your background and answer your questions about the role.

3. Final Round: Roleplay. You’ll step into the guest experience and show us how you’d guide a booking. We’re not looking for perfection - we want to see your style, thought process, and how you connect.

4. Reference Check. A quick check-in with someone who knows your work.

5. Offer Stage. If it’s a match, we’ll be thrilled to send over an offer to join Team Wander!

Why Wander?

We’re not just part of the travel industry - we’re rewriting the playbook. At Wander, you’ll help high-end travelers unlock unforgettable stays while building a career with serious upside.

Here’s what’s in it for you:

• Insider access to some of the most breathtaking homes on the planet

• Deep knowledge of top-tier travel destinations

• A team that moves fast, thinks big, and actually loves what they do

If you’re passionate about travel, hungry to grow, and fired up about building the future of luxury experiences - we should talk.

Wander is an equal opportunity employer committed to building a diverse team. We encourage applications from people of all backgrounds, identities, and experiences.