inhousefyi
← Back to listings

Regional Director, Mid-Market Sales

ThatchRemote · Posted 28 days ago
Full-timeRemoteEst. 275,000 USD
Apply now

Description

About the role

We’re hiring a Regional Director, Mid-Market West to build, lead, and scale a team of Account Executives across the West Coast Region. This leader will own regional revenue outcomes, coach AEs through complex consultative sales cycles, and act as the connective tissue between Sales, Brokers, Solutions, Implementation, and Product.

This role is ideal for a high performing sales professional who has led sales teams in ambiguous, category-creating environments and knows how to translate strategy into repeatable execution. You will be accountable for hitting a multi-million ARR target, building strong broker relationships in your region, and developing AEs into consistent top performers.

What you'll do

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 West 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.

Background we're looking for

  • 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.

Leadership Attributes

  • 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.

Experience we’d be particularly excited about

  • Experience working with or through broker / channel-led motions.

What to expect

We interview rigorously based on integrity, talent, and drive; the trust we display in our teammates from day 1 is a reflection of the confidence we have in this process. We aim to evaluate the things you’ll be doing every day as best we can, and we move quickly. Here's what to expect:

  • 30 minute video meeting to talk through your background and interest in Thatch
  • 30 minute video meeting with the hiring manager to dive deeper into your experience and the role
  • 30 minute video meeting to meet 4 members of the team
  • 30 minute video meeting to work through a live case study
  • 30 minute video meeting with our founders to discuss your approach to culture and our operating principles

Please note: The posted compensation range reflects On-Target Earnings (OTE), not base salary.

Estimated Compensation Range
$250,000$300,000 USD

About Thatch

We’re a fully distributed early stage company using technology to change the way America does healthcare. We’re a happy, friendly, high-velocity team. You can read more on Thatch here.

Similar jobs

ThatchRemote

Est. 250,000 USD

About the role We’re looking for a consultative, strategic Account Executive to join our Mid-Market sales team at Thatch, owning the East Coast Region. Alongside our Broker partners, you will work with HR, finance, and e…

Full-timeRemote
ThatchRemote

Est. 137,500 USD

About the role Thatch is on a mission to simplify and modernize health benefits for today's workforce. We're looking for an experienced, highly organized Channel Partnerships Manager to own and grow our partner ecosystem…

Full-timeRemote
ThatchRemote

Est. 200,000 USD

About the role We’re looking for an exceptional leader to build and lead Thatch for Platforms across product and go-to-market. You’ll set the long-term strategy for the business, translate that strategy into product and…

Full-timeRemote
ThatchRemote

Est. 147,500 USD

About the role This role sits inside the Revenue Strategy function and reports directly to the Head of Revenue Strategy & Operations. The mandate: turn the signal that already exists in Salesforce, Redshift, and our…

Full-timeRemote
ThatchAustin, Texas, United States

Est. 150,000 USD

About the role We’re hiring a driven and adaptable Account Executive to join our SMB segment at Thatch. In this role, you’ll engage with growing businesses navigating healthcare benefits for the first time — blending bot…

Full-time
ThatchRemote

Est. 87,500 USD

About the role As our customer base grows, so does the complexity of supporting employers, brokers, and members through the moments that matter most in their Thatch journey. The Field Account Manager (FAM) is a critical…

Full-timeRemote
Account Manager1 month ago
ThatchRemote

Est. 120,000 USD

About the role We’re looking for a consultative and action-oriented Account Manager to join our growing team. In this role, you’ll manage a portfolio of Mid-Market employer customers, serving as a trusted advisor on the…

Full-timeRemote
ThatchRemote

Est. 100,000 USD

About the role You'll own the candidate experience from application through interview, partnering closely with recruiters and hiring managers to keep the process running smoothly. You'll help build a strong top-of-funnel…

Full-timeRemote
ThatchAustin, Texas, United States

Est. 122,500 USD

About the role The Support team is the heart of Thatch – the people who help members navigate their benefits when it matters, assist employers in administering benefits, and partner with brokers to serve their books of b…

Full-time
ThatchAustin, Texas, United States

Est. 85,000 USD

About the role In this role, you will be the ultimate subject matter expert on our benefits platform and the complex technical systems that power it. This role is not your typical support role – it will require you to bu…

Full-time
ThatchRemote

Est. 169,000 USD

About the role Thatch is rewiring how health benefits work. We're looking for a Growth Marketing Lead to build and scale new acquisition channels. You'll own our strategy across paid social, CTV, OOH, radio, and emerging…

Full-timeRemote
ThatchRemote

Est. 72,250 USD

About the role We're hiring a Member Experience Specialist to support Thatch members — the people at the heart of our platform — and ensure they can access and navigate their healthcare with confidence. You’ll be the hum…

Full-timeRemote
ThatchRemote

Est. 92,500 USD

About the role We're on the lookout for an Operations Specialist to join Thatch. This role is vital for our company, as you'll support operational workflows and execute processes to help Thatch’s Operations team scale. T…

Full-timeRemote
Product Manager3 months ago
ThatchRemote

Est. 185,000 USD

About the role Thatch is rewiring how health benefits work. We build software that gives employees real control over how they use their benefits. We're looking for a Product Manager to own one of the core product areas a…

Full-timeRemote
ThatchRemote

Est. 195,500 USD

About the role Thatch is rewiring how health benefits work. We build software that gives employees real control over how they use their benefits. We’re looking for a Backend Software Engineer to design and build the core…

Full-timeRemote
ThatchRemote

Est. 180,000 USD

About the role Thatch is rewiring how health benefits work. We build software that gives employees real control over how they use their benefits. We're looking for a Data Scientist to help Thatch make better product, com…

Full-timeRemote
ThatchRemote

Est. 195,500 USD

About the role Thatch is rewiring how health benefits work. We build software that powers employer-funded coverage and gives employees real control over how they use their benefits. We’re looking for a Full Stack Softwar…

Full-timeRemote
ThatchRemote

Est. 255,000 USD

About the role Healthcare in America is notoriously complex, opaque, and outdated. We’ve been conditioned to have low expectations for the user experience in healthcare, accepting clunky portals, confusing workflows, and…

Full-timeRemote
Product Designer6 months ago
ThatchRemote

Est. 176,000 USD

About the role At Thatch, design is one of the defining traits that sets us apart. The healthcare experience in America has long been subpar, and the bar for quality design is low — we’re raising that bar, and with it, t…

Full-timeRemote
Video Creative24 days ago
ThatchRemote

Est. 169,000 USD

About the role Thatch is rewiring how health benefits work. We're looking for a Video Creative to own video at Thatch. This is a hands-on creative role. You'll define how we use video and personally take work from concep…

Full-timeRemote
ThatchRemote

Est. 150,000 USD

About the role Thatch is building our customer advocacy function from the ground up — which means there's no playbook to inherit and no ceiling on what it becomes. We're building it as its own function from zero, at the…

Full-timeRemote
ThatchRemote

Est. 215,000 USD

About the role Thatch is rewiring how health benefits work. We build software that gives employees real control over how they use their benefits. We’re looking for an Infrastructure Engineer to own the reliability, secur…

Full-timeRemote
ThatchRemote

Est. 185,000 USD

About the role Thatch is rewiring how health benefits work. We're looking for an SEO & Performance Content Lead to build organic search into a durable growth channel. You'll own our SEO strategy end to end, from iden…

Full-timeRemote
SmartsheetRemote

Est. 210,000 USD

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents…

Full-timeRemote

Est. 131,000 USD

Rithum™ is the world’s most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. We provide an unmatched platform for brands and retailers,…

Full-timeRemote

Est. 131,000 USD

Rithum™ is the world’s most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. We provide an unmatched platform for brands and retailers,…

Full-timeRemote

Est. 131,000 USD

Rithum™ is the world’s most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. We provide an unmatched platform for brands and retailers,…

Full-timeRemote

Est. 131,000 USD

Rithum™ is the world’s most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. We provide an unmatched platform for brands and retailers,…

Full-timeRemote

Est. 131,000 USD

Rithum™ is the world’s most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. We provide an unmatched platform for brands and retailers,…

Full-timeRemote

Est. 131,000 USD

Rithum™ is the world’s most trusted commerce network, accelerating how brands, suppliers, and retailers work together to deliver seamless e-commerce experiences. We provide an unmatched platform for brands and retailers,…

Full-timeRemote