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Triptease is seeking a strategic Customer Success Executive to lead a Global SMB book of hotel clients primarily in AMERS. You will guide them from trial to long-term partnership, driving direct bookings, conversions and revenue.
You will scale impact through automation and AI, own the 3-month trial, run strategic reviews with clients, and coordinate with Product, Marketing and Sales to broaden adoption and retention across the portfolio.
We're looking for a strategic, commercially-minded Customer Success Executive to join our Global SMB team. You'll own a book of small and medium-sized hotel clients — primarily across AMERS, but with exposure to customers in other regions — guiding them from trial through to long-term partnership.
This isn't a ticket-taking role. You'll be responsible for helping hoteliers hit the commercial goals that matter to them — direct bookings, conversion, revenue — and for spotting the moments where Triptease can do more for them. You'll run at scale, which means automation and AI aren't optional extras; they're how the job gets done well.
Own the Trial — Take ownership of the customer experience through the critical 3-month trial period. Set clear success criteria with each client, drive adoption and performance against them, and convert trials into full-term contracts. You'll continuously refine the onboarding playbook so new hotels see value faster, with less manual effort from you.
Be Their Strategic Partner — Act as the trusted advisor for your book of SMB hotels. Understand each client's commercial goals (direct booking revenue, conversion rate, parity position, channel mix) and build a point of view on how Triptease gets them there. Lead performance check‑ins, business reviews, and training sessions that tie product usage to business outcomes.
Drive Retention and Renewals — Deliver high retention across the SMB base by demonstrating measurable value. You'll identify churn risk early, handle objections head‑on, and work with Product and internal stakeholders to clear blockers before they become exits.
Grow the Book — Spot upsell and cross‑sell opportunities across your accounts: additional products, expanded ad spend, new properties. Partner with Sales to land expansion deals and grow net revenue retention across the segment.
Scale Yourself with AI — Apply the "Automate Everything" mindset to your own work and to the SMB playbook. Use AI tools to multiply your impact — summarising performance, drafting communications, triaging at‑risk accounts — so you spend more time on the strategic work only a human can do.
Work Across Teams — Partner with Product, Marketing, and Sales to feed back customer insight, shape the SMB experience, and launch one‑to‑many campaigns. You'll report on client performance, trial conversion, retention, and expansion to senior management.
Keep the Data Trustworthy — Maintain accurate, current records across Vitally, Salesforce, and our other CS systems so the wider business can rely on your numbers.
We're a well looked after bunch, with excellent benefits (these vary by location):