Regional Director, Mid-Market Sales jobs in United States
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Thatch · 3 hours ago

Regional Director, Mid-Market Sales

Thatch is a fully distributed early stage company using technology to change the way America does healthcare. They are seeking a Regional Director, Mid-Market Sales to build, lead, and scale a team of Account Executives across the East Coast Region, focusing on driving regional revenue outcomes and coaching sales teams.

Health CareInformation TechnologyPaaSSoftware

Responsibilities

Own Regional Revenue & Forecasting
Own and deliver the regional ARR target through a team of Mid-Market AEs
Maintain a high-quality pipeline across the region, ensuring coverage, velocity, and deal progression
Forecast accurately and communicate risks and upside clearly
Build & Coach a High-Performing Team
Hire, onboard, and ramp Mid-Market AEs across the East Coast Region
Coach reps on discovery, deal strategy, objection handling, and executive-level selling
Run regular 1:1s, pipeline reviews, deal reviews, and forecast calls with rigor and consistency
Raise the bar on sales methodology, discipline, and accountability across the team
Drive Complex, Consultative Sales Execution
Support AEs on complex deals involving multiple stakeholders, longer sales cycles, and broker-influenced motions
Act as an escalation point for strategic deals, key accounts, and broker relationships
Ensure clean handoffs from Sales → Implementation and long-term customer success
Partner Cross-Functionally
Work closely with Solutions Engineering, Implementation, Product, Marketing, and Leadership to unblock deals and improve the sales motion
Share regional learnings and field insights to influence product, pricing, and GTM strategy
Align broker strategy, enablement, and incentives with regional goals
Build the Region
Develop and execute a regional plan that includes broker coverage, pipeline generation, and strategic account targeting
Represent Thatch externally with brokers, partners, and senior customer stakeholders
Travel as needed to support reps, brokers, and key opportunities

Qualification

Sales team managementSaaS sales experienceConsultative sales cyclesForecasting accuracyBroker relationship managementCoaching skillsOperational rigorHigh talent standardsStrategic thinkingOwnership mentality

Required

7+ years of experience managing and scaling quota-carrying sales teams
Experience owning a regional or segment number and forecasting accurately
Background in SaaS, healthcare, insurance, HR tech, or adjacent complex B2B sales environments
Strong understanding of consultative, multi-stakeholder sales cycles
Coach-first mindset: You elevate rep performance through clarity, feedback, and accountability
Operational rigor: You run clean pipelines, disciplined forecasts, and tight execution
Ownership mentality: You take responsibility for outcomes
Strategic thinking: You can zoom out to plan a region and zoom in to win a deal
High bar for talent: You hire thoughtfully and don't compromise on quality

Preferred

Experience working with or through broker / channel-led motions

Company

Thatch

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Thatch is a health benefits platform that lets businesses offer flexible healthcare through a monthly allowance and curated health services.

Funding

Current Stage
Growth Stage
Total Funding
$84M
Key Investors
Index Ventures
2025-04-03Series B· $40M
2024-09-05Series A· $38M
2023-02-15Seed· $5.6M

Leadership Team

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Chris Ellis
Co-founder and CEO
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Adam Stevenson
Co-Founder and President
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Company data provided by crunchbase