About the roleWe're looking for a Country Lead to open and own Canada.
You'll be our first person on the ground, working hand-in-hand with the founders and the GTM team, splitting your time between Canada and our hubs in NYC and SF.
Canada is home to some of the world's strongest AI research and a fast-growing wave of AI-native companies, and we want
Linkup to be the search layer they build on.You won't start from zero. We already have customers, traction and strong relationships in Canada. Your job is to turn that foundation into a market: deepen what's working, scale it, and make Linkup the default choice for Canadian AI teams.
This is a builder role. You'll sell, but you'll also
shape the playbook, the network and the presence that take us from early traction to category leader in Canada.
Your core responsibilities will be to:- Own Canada end to end: market strategy, pipeline, revenue and expansion
- Run the full sales cycle, from outreach and discovery to demo, negotiation and close
- Build relationships across the Canadian AI ecosystem: startups, scale-ups, enterprises, research labs and investors
- Represent Linkup locally: host events, speak at meetups, and make us visible in Toronto, Montreal and Vancouver
- Bring Canadian insight back to the US team, and bring US momentum and customers into Canadian deals
- Partner with Product and Engineering to tailor solutions and feed field insights into the roadmap
- Build repeatable playbooks for selling to AI-native teams and enterprise innovation groups in Canada
Requirements You're a great match if you:
- Are excited to help build Google for AI agents
- Have 5+ years of experience in B2B SaaS or technical sales (AI, developer tools or data infra a plus)
- Have a strong network in the Canadian tech and AI ecosystem
- Have closed multi-stakeholder, high-value deals, ideally with technical buyers
- Are comfortable with founders, CTOs, engineers and data teams alike
- Have opened a market, launched an office or been an early GTM hire before
- Thrive with high ownership and little structure
- Are happy to travel regularly between Canada, NYC and SF
DetailsYou'll play a central role in our
GTM expansion, partnering closely with the founders and reporting into the US GTM team. Your work will define how Linkup grows beyond its first two markets, and could lead to building and leading the Canada team.
We offer a flexible remote-work policy, see the details here.
