AI-Native Enterprise Sales Director

14 hours ago

Toronto, Ontario, Canada Sierra Full-time

Sierra is seeking a Senior Enterprise Sales leader in Toronto to own the largest, most complex accounts. You will architect multi-BU, multi-geo deals and manage relationships at the C-suite level, including engaging founders in strategic discussions.

You will drive end-to-end 6- to 7-figure ACV deals, navigate complex pricing and risk, and leverage AI tools to accelerate the sales cycle while delivering trusted, precise outcomes.