AI Fintech Startup: Founding Account Executive

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Company: StackedSP Inc

Location: Toronto, ON M4E 3Y1

Description:

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 Their AI-driven platform replaces outdated bookkeeping tools with automation, making financial management effortless.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.


$180,000 - $220,000 a year

Salary Range above is salary + commission on a 50/50 plan, with opportunity to exceed. You'll also receive meaningful equity in an early stage venture backed startup commensurate with experience.

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