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Oversee is a travel technology company building AI-powered products that transform how the travel industry operates. AgentSee is their newest product—an agentic AI platform built for Travel Management Companies (TMCs) that automates complex travel workflows and helps agents work faster and more efficiently. The company is at an exciting stage of bringing AgentSee to market and scaling globally, with exponential YoY revenue growth and partnerships with Fortune 500 companies.
You will be the first Head of Sales dedicated to AgentSee, leading a true 0-to-1 opportunity. Initially, you'll be the primary salesperson for the business, working directly with the CRO to identify where AgentSee wins, refine the ICP and positioning, close the first wave of strategic customers, and turn those learnings into a repeatable GTM motion. As the business scales, you'll build and lead the sales organization around it.
You'll have significant influence over how the company sells and what it builds. You'll work closely with Product, Engineering, Marketing, and Customer Success, bringing customer and market insights directly into product and GTM strategy.
Key responsibilities include:
- Own and build the GTM and sales strategy for AgentSee
- Personally lead and close early strategic enterprise opportunities from discovery through close
- Define and refine ICP, positioning, messaging, pricing, packaging, and sales process
- Translate agentic AI and complex technology into clear business value for senior enterprise buyers
- Use customer conversations and market data to identify product-market fit and build requirements
- Build a repeatable sales methodology, operating cadence, and GTM playbook
- Hire, develop, and lead the AgentSee sales organization as the business scales
Requirements:
- 8+ years of B2B technology sales experience with a strong track record of personally owning and closing complex enterprise deals
- Proven experience building a GTM motion from the ground up, taking a new product or business from early customers toward repeatable sales motion
- Experience selling AI, SaaS, automation, workflow, data, or similarly technical solutions to enterprise customers
- Strong understanding of AI and ability to translate complex technology into measurable business value
- Experience building and leading sales teams, with willingness to remain hands-on and personally sell as AgentSee scales
- Commercially sharp, analytical, and comfortable operating when ICP, product, messaging, and playbook are still evolving
Plus factors: MEDDPICC, Force Management, or similar enterprise sales methodologies; travel technology or TMC experience.
