Head of Sales
About the job
- At least 8 years of B2B technology sales experience, with a strong track record of personally owning and closing complex enterprise deals.
- Proven experience building a go-to-market motion from the ground up and taking a new product or business from early customers toward a repeatable sales motion.
- Experience selling AI, software as a service, automation, workflow, data, or similarly technical solutions to enterprise customers.
- Strong understanding of artificial intelligence and the ability to translate complex technology into measurable business value.
- Experience building and leading sales teams, with a willingness to remain hands-on and personally sell as AgentSee scales.
- Commercial acumen, analytical ability, and comfort operating while the ideal customer profile, product, messaging, and playbook are evolving.
- Own and build the go-to-market and sales strategy for AgentSee.
- Personally lead and close early strategic enterprise opportunities, from discovery and demonstrations through pilots, negotiation, and close.
- Define and continuously refine the ideal customer profile, positioning, messaging, pricing, packaging, and sales process.
- Translate agentic artificial intelligence and complex technology into clear business value for senior enterprise buyers.
- Use customer conversations and market data to identify where the product has the strongest product-market fit and what needs to be built to win.
- Build a repeatable sales methodology, operating cadence, and go-to-market playbook.
- As the business scales, hire, develop, and lead the AgentSee sales organization.
- Experience with MEDDPICC, Force Management, or similar enterprise sales methodologies.
- Travel technology or travel management company experience.
About the company
Oversee provides an AI-powered platform that helps corporate travel managers, travel management companies (TMCs), and online travel agencies (OTAs) optimize travel spending. The platform analyzes travel programs and supplier performance to give data-driven visibility and insights, supported by tools such as AutoMCO, FareSaver, and HotelSaver that automatically identify better deals and savings opportunities. Automated reports and a recommendation engine surface cost-saving opportunities while preserving the traveler experience. Oversee differentiates itself by offering comprehensive spend visibility, proactive savings recommendations, and a focus on compliance and sourcing insights to improve cost efficiency. Its goal is to help leading brands take control of their travel programs and maximize value from every dollar spent.
Company Size
51-200
Company Stage
Series A
Total Funding
$14.7M
Headquarters
Tel Aviv-Yafo, Israel
Founded
2014
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Simplify's Take
What believers are saying
- ATG launched Oversee-powered Reshop in Germany on July 23, 2026.
- Intertours selected Oversee on May 13, 2026 for SME corporate travel savings.
- Oversee unveiled AgentSee Chat and a platform redesign at GBTA 2026.
What critics are saying
- Navan and TravelPerk sell integrated booking and expense suites that displace point solutions.
- Amex GBT, SAP Concur, and CWT control enterprise channels and bundling leverage.
- If TMCs internalize reshopping, Oversee becomes a feature, not a company.
What makes Oversee unique
- Oversee's AgentSee embeds conversational AI inside TMC workflows, not a separate booking stack.
- FareSaver and HotelSaver continuously reshop bookings, capturing savings after ticketing.
- The platform targets TMCs and OTAs, plus corporate programs, broadening distribution.
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Benefits
- Health Insurance
- Dental Insurance
- Vision Insurance
- 401(k) Retirement Plan
- Paid Time Off