Lead Enterprise sales at Ashby across North America, combining team leadership with complex SaaS deal execution in a remote-first organization.
As Enterprise Sales Leader, you will lead the West segment across Mountain, Pacific, and Central regions. You will scale an Enterprise Account Executive team while shaping go-to-market strategy and sales methodology. The role focuses on talent software consolidation, competitive replacement, and large enterprise opportunities.

Key Responsibilities

Own revenue outcomes and accountability for the Enterprise segmentPartner with senior AEs on largest opportunitiesManage risks in complex competitive replacement dealsBuild a high-caliber Enterprise AE teamAlign Product, Marketing, Solutions Engineering, and Skilled ServicesRequirements:
Led SaaS Enterprise AE teams delivering $5M annuallyExperience at companies exceeding $100M ARRHelped win $1M-plus SaaS deals with public companiesHired and onboarded Enterprise Account ExecutivesSold complex multi-product platforms competitivelyBring enterprise sales leadership, coaching, and complex deal expertise to Ashby's expanding talent platform across North America.

📌 Enterprise Sales Leader North America (Canada)
🏢 Ashby
📍 Canada