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Aspire is a Series C fintech company building a financial operating system for global businesses, combining banking and financial management software into a single agentic platform. The company serves 50,000+ startups and growing businesses worldwide and is backed by Y Combinator, Peak XV, and Lightspeed.
You will be the Head of Sales for Aspire's US expansion, reporting directly to the Global Head of Sales. This is a player-coach role with direct accountability for US outbound revenue targets while building the sales team, systems, and talent infrastructure from the ground up. You'll be the most senior commercial hire on the ground in the US.
Key responsibilities include:
- Owning the US outbound revenue number from day one, staying close to the field and running deals personally as needed
- Building forecasting, pipeline, and reporting discipline to scale predictably
- Hiring, onboarding, and ramping a team of top-tier outbound Account Executives
- Setting and protecting the talent bar for what "great" looks like at Aspire
- Coaching reps on prospecting, discovery, and full-cycle deal execution
- Defining territory, segmentation, and outbound playbooks for the US mid-market
- Collaborating with Marketing, Product, and RevOps to refine ICP targeting and messaging based on field insights
- Orchestrating broader GTM channels as the team scales
The ideal candidate has 8+ years of experience, including:
- Direct experience as an outbound Account Executive carrying quota and building pipeline
- Proven track record building and leading sales teams with accountability for team revenue targets
- Background selling into SMB or mid-market (not exclusively enterprise)
- Experience in B2B Payments, Spend Management, or broader B2B Fintech SaaS
- Exceptional candidates from adjacent backgrounds will be considered
Desirable qualities include founder experience, competitive sports background, and GTM orchestration experience. Success is measured by hitting and exceeding US revenue targets, building a high-performing founding AE team, establishing a repeatable outbound playbook, and creating a genuinely engaged and accountable team culture.
