# Account Executive, Leisure Travel

> Oversee · United States (Remote) · Full-time · Posted 2026-09-07

**Workplace:** remote

**Department:** Sales

## Description

**At Oversee, we are reimagining how corporate travel is managed.**

Our advanced technology and machine learning eliminate outdated, manual processes that hold companies back - **driving cost savings**, **improving efficiency, and enabling smarter decision-making.**

We combine travel analytics with actionable insights, giving global enterprises the tools to gain visibility into their travel spend while continuously optimizing their programs.

We are the **global leader for air and hotel reshopping solutions** and also provide “AgentSee”, an **AI-powered productivity tool** designed to help Travel Management Companies (TMCs) **work smarter and faster.** AgentSee automates manual tasks like processing traveler emails, booking flights, and managing travel arrangements;  enabling TMCs to reduce costs and improve service quality.

If you are looking for a **dynamic, fast-paced, and positive environment**  and want to **help solve a $17B global problem** - Oversee is the place to **build, grow, and make an impact.**

We’re growing fast, with **exponential YoY revenue growth** and partnerships with some of the world’s largest **Fortune 500 companies.**

**Why join us?**

This is not a traditional territory-based AE role. **You’ll help build an entirely new market for Oversee, selling our air and hotel reshopping technology across the leisure travel ecosystem**, including OTAs, leisure travel agencies, tour operators, vacation providers, and other high-volume travel businesses.

You’ll own deals end-to-end while helping us determine where we win, who we should target, how we position the product, and what the leisure GTM motion should look like.

**We’re looking for someone who already knows this market.** You understand the players, decision-makers, technology landscape, and economics of leisure travel and can bring that knowledge and network to Oversee from day one.

**Come shape the future of business travel with us!**

**What you'll do:**

-   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;
-   Help define and continuously refine our leisure ICP, positioning, messaging, value proposition, and sales motion;
-   Identify the segments, accounts, and use cases where Oversee has the strongest product-market fit;
-   Lead complex enterprise sales processes across commercial, technology, operations, product, finance, and executive stakeholders;
-   Partner closely with Product and Engineering to bring market intelligence back into our product and GTM strategy;
-   Turn early customers and market learnings into a repeatable sales motion for the leisure vertical.

**About you:**

-   5+ years of B2B technology sales experience, with a 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 its 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 the 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.

You’re a hunter and a market builder. You know the leisure travel industry, have relationships within it, and are excited by the opportunity to help Oversee build an entirely new business from the ground up.

**Compensation & Benefits**

At Oversee, we believe great work deserves great rewards. This role comes with a competitive **On-Target Earnings (OTE) of $180,000–$220,000 per year**, which includes base salary plus performance-based incentives.

Benefits are an important part of Oversee’s Total Rewards package, and this role is eligible for comprehensive coverage including **medical, dental, vision, a 401(k) plan, paid time off, and more.**

_We are proud to be an equal opportunity workplace._

_We provide employment opportunities without regard to race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or expression, or veteran status._

## Apply

[Apply at Oversee](https://apply.workable.com/oversee-1/j/09464F1051/apply)

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