Account Executive - Enterprise, National Remote

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Remote (US)

$250,000 - $300,000 USD

For most people, health insurance is something that happens to them: a plan chosen by someone else, with little room to fit their life. Thatch is changing that. We help companies give every employee a real healthcare budget instead of a one-size-fits-all plan, so people can choose the coverage and care that works for them, and employers get predictable costs they can control.

It’s a simple idea, but making it real means solving hard problems across healthcare, payments, and technology, and we’re just getting started. We look for people who like solving complex problems, use good judgment, and are comfortable working through ambiguity. People here care deeply about our customers, take real responsibility for what gets built, and are driven by doing work that matters.

We're looking for an exceptional Enterprise Account Executive, National Accounts to help establish and scale Thatch's enterprise business nationally.

This is a strategic, hands‑on sales role for someone who understands employer‑sponsored healthcare, knows how to navigate complex enterprise purchasing decisions, and has experience working with leading national benefits consulting firms, including Mercer, Aon, WTW, Lockton, and Gallagher.

Success requires more than traditional enterprise sales experience. You must understand how large employers evaluate healthcare strategies, how consultants influence those decisions, and how to effectively engage both audiences. You know when to sell directly, when to engage consulting partners, and how to maintain ownership of the sales process.

You'll report to our VP of Revenue and regularly engage with Thatch's founders and executive leadership team on strategic opportunities, partnerships, and enterprise growth.

This is the first of several planned enterprise sales hires. We're looking for a proven individual contributor who is equally excited about helping build the strategy, playbook, and team we'll develop over the next two years. For the right person, this role offers meaningful opportunities for future leadership.

• Build and own a national pipeline of large employer opportunities.
• Lead complex sales cycles from prospecting through contracting.
• Develop relationships with CHROs, CFOs, benefits leaders, and executive decision-makers.
• Build compelling financial and strategic business cases for Thatch.
• Navigate enterprise procurement, RFPs, legal reviews, and multistakeholder decisions.
• Deliver consistent sales performance, pipeline discipline, and accurate forecasts.

• Build relationships with Mercer, Aon, WTW, Lockton, Gallagher, and other leading consulting firms.
• Understand consultant influence, RFP processes, and employer decision‑making.
• Generate opportunities through both direct employer engagement and consulting partnerships.
• Maintain direct employer relationships while working collaboratively with consultants.
• Position Thatch as a credible alternative to traditional employer‑sponsored healthcare.

• Translate complex healthcare financing and benefits strategies into executive‑level conversations.
• Understand fully insured, self‑funded, and alternative employer healthcare models.
• Engage employers on healthcare costs, financial risk, plan design, and employee experience.
• Partner with internal finance, product, carrier, and operations teams to develop solutions.
• Guide employers and consultants through the evaluation of ICHRA and emerging healthcare models.

• Partner with the VP of Revenue to shape enterprise…