SMB Sales Executive

Location: Remote (U.S.-based)

Salary: Up to $65,000 base + $25,000 – $30,000 OTE (uncapped commission)

Start-up energy. Global impact. AI-powered future.

About Triptease

Triptease is on a mission to level the playing field for hotels. In a world dominated by OTAs (Online Travel Agents), we’re giving power back to hoteliers — helping them drive more direct bookings, improve margins, and own their guest relationships.

Our platform combines proprietary hotel data, AI-driven marketing tools, and advanced pricing intelligence to give hoteliers an edge. With over £1 billion in direct revenue driven for clients annually and a global presence – this is your chance to be part of something big.

Why This Role?

This is not your average sales gig. We’re looking for ambitious, high-energy sales professionals who want to scale with a company that’s changing the game in travel tech. If you’re someone who:

Thrives in fast-paced environments

Loves owning your number and your day

Gets fired up by new tools like AI, automation, and data-powered selling

Wants to sell products with purpose and impact…

…Then read on.

What You’ll Be Doing

• Build strong relationships with independent hotels and groups through calls, emails, and compelling demos.
• Become a voice for Triptease in the NORAM market — outbound prospecting and brand-building.
• Own your territory: Create and execute smart engagement strategies and cadences.
• Leverage tools (like Salesforce, Outreach, Apollo, Clay) and experiment with AI-driven outreach to personalize and scale faster.
• Pitch, negotiate and close — tailoring solutions that help hotels win.
• Craft strategic proposals based on performance data, marketing pain points, and competitive insights.