Account Executive, Leisure Travel

🕒 September 8

🇺🇸 United States – Remote

⏰ Full Time

🟡 Mid-level

🟠 Senior

🧑‍💼 Account Executive

👻 Ghost score 12%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

Apply Now

Find Similar Remote Jobs

Set Up Email Alert For New Jobs

📊 Check your resume score for this job

Improve your chances of getting an interview by checking your resume score before you apply.

Upload Resume

Oversee (formerly FairFly)

WebsiteLinkedInAll Job Openings

11 - 50 employees

✈️ Travel

📦 Logistics

🤖 Artificial Intelligence

Travel • Logistics • Artificial Intelligence

Oversee is a company that specializes in travel spend optimization, providing comprehensive solutions for travel management companies, travel agencies, and online travel agencies. Its platform utilizes AI-driven tools to optimize travel policies, assure air and hotel prices, and transform fare and rate fluctuations into client savings. Oversee partners with businesses to ensure compliance, maximize travel budgets, and unlock growth opportunities without compromising service quality. Their technology aids in real-time sourcing optimization and contract auditing, ensuring significant discount savings and error reduction. The company is committed to elevating travel programs with data-driven insights and actionable supplier performance metrics, enhancing traveler experiences while maintaining cost-effectiveness.

📋 Description

• Own the full sales cycle for Oversee’s leisure travel business, from prospecting through close • Build relationships with senior executives and decision-makers across OTAs, leisure agencies, tour operators, vacation providers, and other travel businesses • Build and maintain a strong pipeline of qualified leisure travel opportunities • Define and continuously refine the leisure ICP, positioning, messaging, value proposition, and sales motion • Identify segments, accounts, and use cases with the strongest product-market fit • Lead complex enterprise sales processes across commercial, technology, operations, product, finance, and executive stakeholders • Partner with Product and Engineering to bring market intelligence into product and GTM strategy • Turn early customers and market learnings into a repeatable sales motion for the leisure vertical

🎯 Requirements

• 5+ years of B2B technology sales experience • Strong track record of owning and closing complex enterprise deals • Significant experience selling technology into the leisure travel industry • Strong relationships and experience across OTAs, leisure travel agencies, tour operators, vacation providers, or other leisure travel businesses • Deep understanding of the leisure travel ecosystem, including key players, decision-makers, business models, technology landscape, and buying processes • Proven ability to prospect and create opportunities from scratch rather than relying primarily on inbound leads • Experience navigating complex, multi-stakeholder enterprise sales cycles and working with technical stakeholders • Strong commercial instincts and ability to build compelling ROI and business cases for customers • Independent, entrepreneurial, and comfortable building a market without an established playbook • Experience being an early or first AE at a startup or scale-up is a strong plus

🏖️ Benefits

• Medical coverage • Dental coverage • Vision coverage • 401(k) plan • Paid time off • Performance-based incentives included in OTE