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Head of Sales

Aspire - Sydney, NSW, Australia - In-office

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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 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 Australia launch, building and leading the sales team from the ground up. This is a player-coach role with direct accountability for Australia's outbound revenue target while simultaneously building the team, systems, and talent infrastructure to scale. You will report directly to the Global Head of Sales and be the most senior commercial hire on the ground in Australia. The ideal customer profile is businesses with 50–1,000 FTEs with a global footprint. You will sell to Founders, CFOs, and Finance leaders through outbound new mid-market logo acquisition with full-cycle ownership. This is not an enterprise sales motion, partnerships-led, or inbound-focused. Key responsibilities include: - Owning the Australia outbound revenue number from day one, staying close to the field and running your own deals 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 outbound prospecting, discovery, and full-cycle deal execution - Defining territory, segmentation, and outbound playbooks for the Australia mid-market - Working closely with Marketing, Product, and RevOps to sharpen ICP targeting and messaging - Taking on broader GTM orchestration across other channels as the team scales Success is measured by hitting and exceeding Australia's outbound revenue target quarter over quarter, building a founding AE team that is hired, ramped, and performing with a clear talent bar, developing a repeatable outbound-led playbook for winning SMB/mid-market Founders and CFOs, creating a genuinely engaged and accountable team, providing sharp insights to Product and other functions, and being ready to take on broader Revenue leadership as the Australia business scales. REQUIREMENTS: - 8+ years of total experience - Proven background as an outbound Account Executive carrying your own quota and building your own pipeline - Demonstrated experience building and leading Sales teams: hiring top AEs, getting them fully ramped and engaged, and being directly accountable for team revenue targets - Background selling into SMB or Mid-Market (not exclusively Enterprise) - Background in B2B Payments, Spend Management, or broader B2B Fintech SaaS (exceptional candidates from outside these verticals will be considered) Good to have: - Founder experience - Competitive background at national or regional level in sports or other activities - Experience with broader GTM orchestration Not a fit: - Backgrounds primarily in GTM Strategy, RevOps, or Sales Enablement - Backgrounds primarily in Inbound Sales, Account Management, or Partnerships - Enterprise sales backgrounds without SMB/mid-market experience

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