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Enterprise Account Executive

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Enterprise Account Executive specializing in AI-powered recruiting solutions. Guiding enterprise clients through the sales cycle from prospecting to closing high-impact deals.

Posted 6/24/2026full-timeToronto • 🇨🇦 CanadaMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • Own the full enterprise sales cycle, from prospecting and discovery through evaluation, negotiation, and close.
  • Build strong relationships with Talent, HR, Operations, and executive stakeholders to understand their hiring priorities, workflows, and business goals.
  • Run compelling discovery calls, product demos, pilot discussions, business cases, and executive-level presentations.
  • Partner closely with Customer Success, Product, Engineering, and Leadership to structure pilots, proposals, pricing, and implementation plans that drive customer success.
  • Develop strategic account plans, manage complex deal cycles, and consistently drive pipeline creation, deal progression, and revenue growth.

Requirements

What you’ll need
  • Has 4+ years of B2B SaaS sales experience, ideally selling into enterprise, mid-market, HR, Talent Acquisition, recruiting, staffing, or workforce-related buyers.
  • Has experience owning full-cycle sales, including outbound prospecting, discovery, demos, business case development, negotiation, and closing.
  • Can sell consultatively to multiple stakeholders and uncover business pain around hiring speed, recruiter capacity, candidate quality, operational efficiency, and cost.
  • Is comfortable running complex sales cycles with senior leaders, including Heads of Talent, CHROs, HR leaders, Operations leaders, and executives.
  • Has strong commercial judgment and can manage forecasting, pipeline hygiene, next steps, mutual action plans, and deal strategy with discipline.
  • Communicates clearly and confidently, both in writing and live conversations, and can make complex ideas feel simple and compelling.
  • Is proactive, competitive, curious, and excited to help build the sales motion at a fast-growing AI startup.

Benefits

Comp & perks
  • Competitive salary + meaningful equity.
  • Direct customer impact.
  • Cutting-edge tech.
  • High-growth environment.
  • Health & wellness stipend.
  • Annual international offsite.
  • Team lunches & meetups in Toronto.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
B2B salesSaaS salesfull-cycle salesoutbound prospectingdiscoverydemosbusiness case developmentnegotiationclosingpipeline management
Soft Skills
relationship buildingconsultative sellingcommercial judgmentclear communicationproactivitycompetitivenesscuriositypresentation skillsstrategic thinkingproblem-solving