AI Fintech Startup: Founding Account Executive

About the Company Company Size: < 20 People Industry: Fintech, AI, Software Founding Year: 2021 Stage: Seed Funding: ~$20M Investors: Backed by top VC funds including OpenAI, Google Ventures, and General Catalyst We’re working with a fast-growing fintech startup that’s redefining how small businesses manage finances. Their AI-driven platform replaces outdated bookkeeping tools with automation, making financial management effortless. What you'll Do:
  • Own the entire sales cycle, from prospecting to closing, at a high-growth AI fintech.
  • Work directly with leadership to build and refine the go-to-market strategy.
  • Engage with SMBs, helping them streamline financial operations with AI-powered automation.
  • Evolve with the company—today’s motion is high-velocity and transactional, but as they scale, opportunities for more complex, strategic deals will emerge.
  • Leverage data and insights to improve sales processes and drive customer success.
  • What You’ll Need
  • 3-8 years of sales experience, ideally in fintech, SaaS, or a high-growth startup environment.
  • Proactive and adaptable—you thrive in fast-paced, dynamic environments.
  • Strong track record of exceeding sales targets and building lasting customer relationships.
  • Comfortable with ambiguity and excited by the challenge of refining a high-growth sales motion.
  • Passionate about AI, fintech, and transforming how businesses manage their finances.

  • Why Join?
  • Elite Backing – A company funded by top investors, including OpenAI and Google Ventures.
  • Early Impact – Join a team of < 20 people and play a critical role in shaping the future of the company.
  • Growth & Mobility – As the company scales, so will opportunities—whether in leadership, partnerships, or larger deal structures.
  • Culture & Perks – Regular travel to San Francisco, with a Toronto office in the works.
  • Competitive Comp - 50/50 plan with competitive salary, benefits, and early-stage equity.
  • Salary
    CAD $180,000 – CAD $220,000 per year
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