Head of Sales

Aspire; Sydney; On-site; AUD 180,000 - 280,000; Full time

Job summary

Aspire is expanding to Australia and seeking a Head of Sales to build the local outbound engine and lead the sales team from the ground up. You will own the Australia revenue target, recruit top AEs, and establish territory and outbound playbooks tailored to mid-market Founders and CFOs.

You will work cross-functionally with Marketing, Product, and RevOps to refine ICPs and messaging. This is a hands-on, player-coach role with strong leadership potential.

Qualifications

• 8+ years of total sales experience in B2B fintech or SaaS.
• Proven track record leading outbound mid-market sales teams.
• Experience selling to Founders, CFOs and finance leaders is a plus.
• Background selling into SMB or Mid-Market segments; not exclusively Enterprise.

Responsibilities

• Own Australia outbound revenue target from day one.
• Hire, onboard, and ramp a team of outbound AEs.
• Define territory, ICP, and outbound playbooks for the Australia mid-market.
• Work with Marketing, Product, and RevOps to sharpen messaging and targeting.

Skills

Outbound sales leadership

Team building

Full-cycle sales

B2B Payments/Fintech SaaS knowledge

SMB/Mid-market experience

Education

Bachelor's degree or higher

Job description

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 Australia, and we're looking for a Head of Sales to build and lead our Australia sales team from the ground up. This is a player-coach role: you'll be personally accountable for the Australia 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 Australia.

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: its outbound new Mid-Market logo acquisition, at speed, with full-cycle ownership.

What you will do

Own the number

• Carry direct accountability for the Australia 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 Australia GTM motion

• Define territory, segmentation, and outbound playbooks for the Australia 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 national or regional level in a sport or other activity
• Experience of broader GTM orchestration

Not a fit for this role

• Backgrounds primarily in GTM Strategy, RevOps or Sales Enablement.
• Backgrounds primarily in Inbound Sales, Account Management, Partnerships
• Enterprise sales backgrounds without SMB/mid-market experience.

What success looks like

• Australia Outbound 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 Australia business scales.
• Build and own Aspire's Australia 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.
• Path to a broader Revenue leadership role as the Australia team scales.