SMB Sales Executive

🧠 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 EMEA 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.

Requirements

✅ You’ll Add Value If You...

• Have 1–3 years of outbound sales experience (ideally SaaS, ad-tech, or travel tech).
• Are a natural relationship builder, but love to close just as much.
• Thrive under pressure, bounce back fast, and love learning new techniques.
• Have experimented with automation tools, personalized outreach, or even AI in sales workflows (or are eager to start).
• Want to work autonomously, but love being part of a hungry, collaborative team.

💥 Bonus Points For:

• Fluent in Spanish & English
• Exposure to hotel tech, travel tech or eCommerce
• Knowledge of sales methodologies (SPIN, Challenger, Sandler)
• Being a tech tinkerer: You’re already trying out AI tools or sales automation hacks

Benefits

🎁 Perks & Benefits

• Paid vacation (increasing with tenure)
• Work from anywhere: 4 weeks abroad annually (within a ±3 hour time zone)
• Monthly wellness budget – use it for gym, therapy, massages, or whatever keeps you at your best
• Learning allowance – invest in your growth with £250/year
• Enhanced maternity & paternity leave
• Lunch & WFH allowances
• Life Event Leave – for moments that matter
• Volunteering day to give back
• Quarterly socials and a fun, inclusive culture
• Hybrid or remote work options
• Sabbaticals from year three onwards

We set big goals and move fast — but we support each other every step of the way. If you're a marketing pro who thrives on experimentation, creativity, and impact, we’d love to hear from you.

#LI-Remote

🎯 Why Now?

This is your chance to get in early on Triptease’s next stage of growth in North America. You’ll have space to experiment, freedom to win your way, and support from a global team of sales leaders, marketers, product experts and technologists.

Triptease isn’t just another SaaS company — we’re building a smarter, more independent future for thousands of hotels and millions of travellers.

Come build with us.

Triptease is proud to be an equal opportunity employer. We believe diverse teams drive better outcomes and create better products. We welcome applicants from all backgrounds.

We do not require any support from external recruitment agencies. Thank you.

#LI-Remote #SalesJobs #StartupSales #SaaSSales #TravelTech