As the inaugural Head of Sales for AgentSee, you will drive the 0→1 commercial evolution of Oversee’s agentic AI business. Reporting to the CRO, you will personally close enterprise deals, refine the GTM strategy, and establish a repeatable sales motion. This is a high-impact, player-coach role building the future of automated corporate travel.
Commercial Lead (Head of Sales for AgentSee) at Oversee
Oversee is a profitable travel tech powerhouse managing $15B in spend and serving half of the Fortune 500. They are hiring a Commercial Lead to spearhead the 0→1 launch of AgentSee, their award-winning agentic AI platform. This is a unique opportunity for an elite enterprise seller to leverage massive existing relationships and a live AI product to build a global sales organization from the ground up. If you have 8-15+ years of enterprise experience and a passion for 0→1 scaling, this is the career-defining role you've been looking for.
What's the next step?
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Location
Remote (United States)
Compensation
Not Disclosed
Company
Oversee
Role overview
Oversee Travel Ltd is a travel technology platform for travel businesses, providing AI-powered solutions for travel spend optimization, including air and hotel price assurance, travel data analytics, fare shopping, and automation tools to boost revenue, increase savings, streamline operations, and optimize corporate travel programs. It serves corporates, travel management companies (TMCs), travel agencies.
At Oversee, we live and breathe travel technology. We combine our deep industry knowledge with the latest in machine learning technologies to optimize, automate and scale travel programs.
Our tech ecosystem and product suite empowers travel companies to maximize savings and boost revenue, increase productivity and operational efficiency, grow their customer base through exceptional service, and scale efficiently in step with their changing business needs.
What you will do
- Act as the primary enterprise seller, personally generating pipeline and closing strategic deals to pressure-test the initial commercial motion.
- Partner with the CRO to define the ICP, refine product positioning, and translate early market signals into a repeatable GTM playbook.
- Build and eventually lead a high-performing commercial function as the AgentSee product line gains significant market traction and scale.
Who this is a fit for
- Demonstrates 8–15+ years of B2B enterprise technology sales experience, specifically with complex, high-stakes products and technical buyers like CIOs.
- Possesses proven 0→1 experience launching new products or markets, ideally as a founding sales leader or first sales hire in an AI/automation startup.
- Maintains a player-coach mentality, showing a genuine passion for hands-on prospecting and closing while possessing the leadership depth to scale a team.
Why this role is remarkable
- Join a cash-positive, established global leader with access to half of the Fortune 500, providing an unparalleled launchpad for a new AI product.
- Lead the commercialization of AgentSee, the “TravelTech AI Innovation of the Year,” which is already live and delivering value to enterprise customers.
- Scale from a hands-on individual contributor to the architect of a global sales organization within a high-growth, technically sophisticated AI category.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
Meet Jack
What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If your profile’s a match and Oversee wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.