Head of Sales, US

Aspire; San Francisco (CA); On-site; USD 180,000 - 230,000; Full time

Benefits offered by this job

Equity

Benefits

Job summary

Aspire is launching in the US and seeks a Head of Sales to build the US sales team from the ground up. You’ll own the outbound revenue, coach AEs, and shape the go‑to‑market motion for SMB and Mid‑Market segments.

This is a player‑coach role reporting to the Global Head of Sales with broad autonomy to set strategy and processes. Ideal candidates have 8+ years in outbound sales, a track record leading revenue teams, and experience in B2B Payments or Fintech SaaS.

Qualifications

• Been an outbound AE, carrying your own quota and building your own pipeline.
• Built and led Sales teams: hired AEs, ramped them, and owned a revenue target.
• Experience selling into SMB or Mid‑Market customers, not exclusively Enterprise.
• Background in B2B Payments, Spend Management, or broader B2B Fintech SaaS.
• Outstanding candidates from related fields may be considered.

Responsibilities

• Own the US outbound revenue target from day one and drive the number.
• Coach reps on outbound prospecting, discovery, and full‑cycle deal execution.
• Build forecasting, pipeline, and reporting discipline to scale.
• Define territory, segmentation, and outbound playbooks for the US mid‑market.

Skills

Outbound sales

Team leadership

SMB/Mid‑Market sales

B2B payments fintech

8+ years experience

Job description

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!

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 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 to the Global Head of Sales and be the most senior commercial hire on the ground in the US. Our ICP is businesses with 50–1,000 FTEs and 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'll 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.
• Build a high‑performance culture with high energy, high accountability, and 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.

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.
• Experience selling into SMB or Mid‑Market customers—not exclusively Enterprise.
• Background in B2B Payments, Spend Management, or broader B2B Fintech SaaS.
• Exceptional candidates from outside these company types will also be considered.
8+ years of total experience.

Good To Have

• Ex‑founder.
• Competed at the federal or state level in a sport or another high‑performance activity.
• Experience with broader GTM orchestration.

What Success Looks Like

• US revenue targets consistently hit and exceeded, quarter over quarter.
• A founding AE team that is hired, ramped, and consistently performing—with a talent bar that scales and continues to attract top performers.
• A repeatable outbound playbook for winning SMB and mid‑market Founders and CFOs.
• A team that is genuinely engaged and accountable—not just present.
• Sharp, actionable insights shared with Product and other cross‑functional teams to accelerate growth.
• 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 serving 50,000+ businesses as it enters a new, high‑priority market.
• A direct path to broader Revenue leadership as the US business scales.

Compensation

For candidates based in the US, the base salary range for this role is $180,000–$230,000, plus bonus, equity, and benefits. We believe in paying competitively for high‑impact talent, especially people who thrive in fast‑moving, high‑ownership environments. Final compensation will depend on experience, location, and the scope of the role, and we're happy to discuss details throughout the process.