AI Fintech Startup: Founding Account Executive

StackedSP Inc; Northeastern Ontario; On-site; USD 180,000 - 220,000; Full time

Job summary

Join a fast-growing fintech startup that is revolutionizing financial management for small businesses through AI-driven automation. In this dynamic role, you will own the entire sales cycle, working closely with leadership to refine the go-to-market strategy. As part of a small, elite team, you will have the opportunity to make a significant impact while navigating a high-velocity sales environment. With backing from top investors and a competitive compensation package, this is a unique chance to shape the future of a pioneering company in the fintech space.

Benefits

Regular travel to San Francisco

Early-stage equity

Competitive salary and benefits

Growth opportunities in leadership

Qualifications

• 3-8 years of sales experience in fintech, SaaS, or startups.
• Proactive and adaptable in fast-paced environments.

Responsibilities

• Own the sales cycle from prospecting to closing.
• Engage with SMBs to streamline financial operations.

Skills

Sales Experience

Customer Relationship Management

Adaptability

Data Analysis

Understanding of Fintech

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 Their AI-driven platform replaces outdated bookkeeping tools with automation, making financial management effortless.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

Salary: $180,000 - $220,000 a year

The salary range above includes 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.