Head of Sales, US
Sales & Business Development
San Francisco, CA, USA
About the company
Founders today are building global companies from day one — but the systems that manage their money were built for a different era. Aspire exists to change that!
We're building the financial operating system for global businesses, bringing banking and finances management software into a single agentic platform, so businesses can move faster across borders and stay focused on building. Aspire is built by people who think from first principles, care deeply about solving hard problems, and take real ownership of their work. Our team brings global experience from leading fintech and technology companies, and many of us are former founders and operators who understand what it takes to build thoughtfully, make trade-offs, and deliver at scale in a global environment.
Backed by leading global investors including Y Combinator, Peak XV, and Lightspeed, Aspire has been trusted by more than 50,000 startups and growing businesses worldwide to manage their finances since 2018. Together with partners like J.P. Morgan, Visa, and Wise, we're building for the next generation of global companies.
About the role
Aspire is launching in the US, and we're looking for a Head of Sales to build and lead our US sales team from the ground up. This is a player-coach role: you'll be personally accountable for the US outbound revenue number while building the team, systems, and talent bar that will scale it. You'll report directly into the Global Head of Sales and be the most senior commercial hire on the ground in the US.
Our ICP is 50 to 1,000 FTEs businesses with a global footprint. You’ll be selling to Founders, CFOs and Finance leaders. This is not an enterprise sales motion, and it's not a partnerships or channel-led one: it's outbound new-logo acquisition, at speed, with full-cycle ownership.
What you will do?
Own the number
- Carry direct accountability for the US outbound target from day one.
- Stay close to the field — running your own deals where needed, not just reviewing pipeline from a dashboard.
- Build the forecasting, pipeline, and reporting discipline needed to scale predictably.
Build the team
- Hire, onboard, and ramp a team of top-tier outbound AEs.
- Set the bar for what "great" looks like in an Aspire AE, and protect it as the team scales.
- Coach reps on outbound prospecting, discovery, and full-cycle deal execution.
- Get the team 100% engaged: high energy, high accountability, no tolerance for coasting.
Shape the US GTM motion
- Define territory, segmentation, and outbound playbooks for the US mid-market.
- Work closely with Marketing, Product, and RevOps to sharpen ICP targeting and messaging based on what's actually working in the field.
- As the team scales, take on broader orchestration across other GTM channels.
What we are looking for?
Requirements:
- Been an outbound AE, carrying your own quota and building your own pipeline.
- Built and led Sales teams: hired top AEs, got them fully ramped and engaged, and been directly accountable for a team revenue target.
- Background selling into SMB or Mid-Market — not (exclusively) Enterprise.
- Background in B2B Payments, Spend management and broader B2B Fintech SaaS.
- But exceptional candidates from outside these company types will be considered.
- 8+ years of total experience.
Good to have:
- Ex founder.
- Competed at federal or state level in a sport or other activity
- Experience of broader GTM orchestration
What success looks like:
- US revenue target hit and exceeded, quarter over quarter.
- A founding AE team hired, ramped, and performing — with a clear bar for talent that holds as the team grows, and further attracts top talent.
- A repeatable, outbound-led playbook for winning SMB/mid-market Founders and CFOs.
- A team that's genuinely engaged and accountable — not just present.
- Sharp, actionable insights to Product and other functions to keep accelerating.
- Readiness to take on broader GTM orchestration as the US business scales.
Why join Aspire:
- Build and own Aspire's US go-to-market from the ground up, with real autonomy.
- Join a globally proven AI Fintech (50,000+ businesses served) as it enters a new, high-priority market.
- Direct path to a broader Revenue leadership role as the US team scales.