At Chexy, we’re reshaping the way money moves—making payments smarter, faster, and more rewarding.
We started by being the first in Canada to let people pay their biggest and most painful bills with credit cards and earn rewards on money they had to spend anyway. Now, we’re on a much bigger mission: to build a super app that acts as your co‑pilot for all your money—helping you get more value from every dollar you spend.
As a high‑growth fintech startup, we’re at the forefront of payments innovation, and we’re looking for hungry, ambitious people to help us scale. If you thrive in a fast‑moving, high‑energy environment and want to be part of something big, we’d love to work with you.
If you want real ownership, autonomy, and the chance to shape how sales are done at Chexy from day one, this is that role.
This role is about creating Chexy’s SMB sales motion from the ground up.
You are Chexy’s first Account Executive. There is no inherited pipeline, no polished playbook, and no safety net. Together, we will figure out how Chexy wins in the SMB market — who buys, why they buy, what stops them, and what finally gets deals signed.
Your days will be spent in the work: outbound prospecting, cold calls, demos, and closing. You’ll generate demand, build pipeline from scratch, and turn real‑world selling into systems that scale.
If you succeed, this role becomes career‑defining, and your work will directly shape Chexy’s revenue, product roadmap, and future sales team.
Account Executive (Founding AE) • Toronto, ON, CA
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