InDebted is a global leader in digital debt collection, helping some of the world's most innovative enterprises deliver a better collections experience for their customers. Our compliance-led, digital-first approach lets clients recover more while protecting their brand and keeping strong customer relationships. What sets us apart: our outreach is personalized and data-driven rather than one‑size‑fits‑all, and we treat customers as people, not adversaries. Our collections fees are fully performance-based: clients pay a share of what we collect, with no flat fees. As our first Canada-based Enterprise Account Executive, you'll win enterprise accounts and grow them into long-term relationships. On large enterprise deals, you lead the relationship with support from our global leadership, product and operations teams. On mid‑market deals, you run the process yourself from start to finish.
This is a build-stage role.
However, you'll originate your own pipeline rather than rely on SDR support, inbound leads or an inherited territory. It is not a high-volume or transactional sales role.
Remote within Canada, with regular in‑person client meetings and travel. You'll also work with adjacent sectors including BNPLs, telcos, utilities, insurers, subscription and direct‑to‑consumer businesses, and mobility and point‑of‑sale marketplaces.
Build pipeline through your own research and outreach, your network, industry events and partnerships.
Run the full sales cycle: prospecting, discovery, scoping and running the pilot, then procurement, legal review and contracting.
Grow the accounts you win. Build relationships with senior decision‑makers across credit, collections, risk, finance and operations, and sustain them over years.




Partner with the Managing Director on territory planning and with our global compliance and operations teams to ensure clients onboard smoothly and continue performing.
Keep pipeline and forecasts accurate in our CRM.
Learn our product, compliance approach and the Canadian regulatory landscape in depth.
Five or more years of B2B sales experience, with a demonstrated track record of originating and closing your own new business.
Experience selling into large, complex organizations with multiple stakeholders and formal procurement, security and vendor‑risk processes.
The ability to earn the trust of senior executives and keep it over multiple years.
Persistence and resilience through long sales cycles.
Commercial judgment and self‑direction. You're comfortable setting your own priorities in a remote‑first team where the playbook is still being written.
You don't need collections experience; we'll teach you the industry and the Canadian regulatory environment.
Transparent, persuasive communication, and fluency in English.
Fluency in French, which is valuable in the Quebec market.
Some of our best‑performing AEs worldwide came from events and distribution sales.
The chance to shape the Canadian sales playbook that future hires will follow.
Direct access to the Canada Managing Director and InDebted's global leadership team.
In your first six months, we'll measure success by the quality of your pipeline, not by revenue. We'll look for meaningful opportunities and real progress into priority enterprise accounts, with pilots under way and a territory plan you own. By the end of year one, success will mean converting pilots into signed MSAs and beginning to grow the accounts you've won.
Deep dive With the Canada Managing Director.

📌 Remote Account Director/Client Services (Montreal)
🏢 InDebted
📍 Montreal