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AI Fintech Startup: Account Executive

3 weeks ago


Toronto, Ontario, Canada StackedSP Inc Full time

About the Company Company Size: < 25 People Industry: Fintech, AI, Software Founding Year: 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 Their AI-driven platform replaces outdated bookkeeping tools with automation, making financial management effortless What you'll do: Own the entire sales cycle, from prospecting to closing, at a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 < 25 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 hybrid schedule at the Toronto office (4 days per week on-site) Competitive Comp - 50/50 plan with competitive salary, benefits, and early-stage equity.