Sales Leader

Responsibilities

• Build the team from scratch: Hire and develop Account Executives and SDRs directly, then recruit and develop frontline sales managers as the org grows. Design team structure, headcount plans, and career paths across segments.
• Own the sales process: Build the outbound and inbound sales motion from the ground up—discovery through close—and codify it into a repeatable, scalable playbook that the team can execute consistently.
• Set sales strategy: Define segmentation, territory strategy, and go-to-market approach. Partner with the Head of GTM, Marketing, RevOps, and Customer Success to build a coordinated commercial engine.
• Drive revenue performance: Own overall sales targets and provide visibility into pipeline, forecasting accuracy, and quota attainment. Adjust strategy in real-time as the market evolves.
• Scale through leaders: As the org matures, invest in making your managers great running effective coaching cadences, pipeline reviews, and team development so the org scales beyond your direct involvement.

Requirements

• 8–15+ years of experience in high-growth B2B SaaS sales, with progressive leadership experience including managing frontline sales managers.
• Track record of building a sales org from early stage—hiring ICs, building process, and scaling through managers.
• Experience designing and implementing sales strategy across multiple teams or segments (territory planning, segmentation, capacity modeling).
• Strong knowledge of the accounting industry, fintech, or complex professional services workflows.
• Proven ability to build repeatable, scalable sales processes while maintaining high team performance and culture.

Nice-to-Haves

• Experience with modern sales stacks (Salesforce/HubSpot, Apollo, Gong, etc.) and implementing data-driven coaching across managers.
• Background in accounting or professional services—you understand the pain points of the people we serve.
• Prior experience at a startup during the Seed to Series B transition, where you had to build the plane while flying it.

Benefits

• Premium Medical, Dental, and Vision coverage; Life Insurance; and 6 coaching & 6 therapy sessions through Spring Health.
• Unlimited PTO + 12 paid company holidays.
• In-Office Perks: Daily meal stipends, a fully stocked kitchen, and $300 toward your custom desk setup.
• Pre-tax commuter benefits and 401(k) retirement plan.
• Monthly office activities and frequent optional team happy hours.
• Parental Leave.