Skip to content

Account Executive - Small and Medium Business

Account Executive selling healthcare benefits solutions to SMBs, managing transactional and compliance-heavy deals with 1-3 years of relevant sales experience.

120k – 140kAustin, TXAccount ExecutiveRemote1+ YOE

About the role

What you'll do

  • Manage a hybrid sales motion, balancing fast-moving transactional deals with larger, compliance-involved opportunities.
  • Engage key stakeholders and educate them on Thatch’s healthcare solutions.
  • Tailor pitches to a mix of technical and non-technical buyers across various industries.
  • Work closely with product, growth, and customer success to iterate and improve the SMB sales playbook.
  • Track pipeline metrics rigorously and proactively report on trends and forecasts.
  • Travel occasionally for team on-sites or key customer meetings, typically under 20 percent.

Background we're looking for

  • 1-3 years of proven sales experience in group insurance, payroll services, or ICHRA solutions.
  • Strong communicator who can adjust style based on audience — from HR leaders to CFOs.
  • Comfortable operating in ambiguity and navigating compliance-heavy conversations.

Experience we’d be particularly excited about

  • Thrives in a startup environment and excited about building process from the ground up.
  • Experience with benefits, HR tech, or compliance-related sales is a bonus.
  • Combination of payroll and group insurance experience.

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

Skills

SalesGroup InsurancePayroll ServicesIchraHr TechCompliancePipeline ManagementStakeholder Communication

Territory Sales Representative

Sell SpotOn's POS and payment solutions to restaurants and small businesses within an assigned territory. Manage full sales cycle, hit targets, and build local relationships. Requires 2+ years B2B sales experience.

120k – 275kFremont, CAAccount ExecutiveRemote2+ YOEPosB2B Sales

Territory Sales Representative

Sell SpotOn's POS and payment solutions to restaurants and small businesses in Staten Island. Manage full sales cycle, hit targets, and build local merchant relationships. Requires 2+ years B2B sales experience.

120k – 275kStaten Island, NYAccount ExecutiveHybrid2+ YOEPosB2B Sales

Territory Sales Representative

Sell SpotOn's POS and payment solutions to restaurants and small businesses in an assigned territory. Manage full sales cycle, hit targets, and build local relationships. Requires 2+ years B2B sales experience.

120k – 275kQueens, NYAccount ExecutiveOn-site2+ YOEPosB2B Sales

Territory Sales Representative

Sell SpotOn's POS and payment solutions to restaurants and small businesses in the Asheville territory. Manage full sales cycle, hit targets, and build lasting client relationships.

120k – 275kAsheville, NCAccount ExecutiveOn-site2+ YOEPosB2B Sales

Territory Sales Representative / Restaurant Specialist - Durham/Chapel Hill, NC

Sell SpotOn's POS and payment solutions to restaurants and small businesses in the Durham/Chapel Hill territory. Manage full sales cycle, hit targets, and build local merchant relationships.

120k – 275kDurham, NCAccount ExecutiveRemote2+ YOEPosB2B Sales