AI Fintech Startup: Account Executive

StackedSP Inc; Toronto; Hybrid; CAD 252,000 - 310,000; Full time

Job summary

A fast-growing fintech startup in Toronto is seeking a Sales Executive to manage the full sales cycle, work directly with leadership, and help small businesses optimize their financial operations. The ideal candidate should have 3-8 years of sales experience, a track record of exceeding targets, and a passion for AI and fintech. This role offers a competitive compensation package, including salary, commission, and equity in the early stage venture.

Benefits

Competitive compensation including salary and equity

Regular travel opportunities

Hybrid work schedule

Qualifications

• 3-8 years of sales experience in fintech or SaaS.
• Proactive and adaptable in fast-paced environments.
• Strong track record of exceeding sales targets.

Responsibilities

• Own the entire sales cycle, prospecting to closing.
• Work with leadership on go-to-market strategy.
• Engage with SMBs to streamline financial operations.

Skills

Sales experience

Adaptability

Customer relationship building

Data-driven sales processes

Passion for AI and fintech

Job description

About the Company

Company Size: < 25 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 Their AI-driven platform replaces outdated bookkeeping tools with automation, making financial management effortless.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 < 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.

$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.