The leading Microsoft 365 migration and governance platform
Account Executive
Location
Canada
Posted
1 day ago
Salary
$75K - $90K / year
Seniority
Senior
Job Description
Account Executive
ShareGate
• Build and manage a robust new business pipeline in HubSpot, maintaining deal hygiene and forecast accuracy that the whole team can rely on; • Lead deep consultative discovery with IT, security, and procurement buyers to surface real M365 migration and governance pain — and build a business case that holds up in front of a buying committee; • Drive multi-stakeholder sales cycles by developing relationships at multiple levels of the customer organization — not just the champion, but the full buying committee; • Deliver tailored demos and proposals with measurable ROI that connect ShareGate's value to each prospect's specific environment; • Integrate AI tools across every stage of the sales cycle — qualification, deal analysis, objection prep — to move faster and decide smarter; • Collaborate with SDR, partner, and marketing teams to fuel the top of funnel and sharpen the Migrate + Protect bundle narrative; • Share what you learn with the team to raise the collective bar — we build the playbook together, we don't just execute it.
Job Requirements
- 3+ years of full-cycle B2B SaaS sales experience with a proven track record of hitting quota;
- Consultative selling depth — you know how to ask the right questions, uncover real pain, and build a business case that holds up in front of a multi-stakeholder buying committee;
- Experience running complex, multi-stakeholder sales cycles involving IT, security, and procurement profiles;
- Strong CRM discipline — HubSpot preferred — with solid pipeline management and forecasting habits;
- Real, daily AI fluency in your sales workflow (qualification, deal analysis, call prep) — not a beginner, someone who already uses these tools;
- Bonus: familiarity with Microsoft 365 / SharePoint environments or experience in the Microsoft ecosystem;
- Bonus: experience in a high-growth SaaS environment where you helped shape the playbook, not just run it.
Benefits
- Base salary: $75k to $90k.
- Pay mix: 60% base salary, 40% variable
- OTE: $125k–$150k
- LTIP program, share in Workleap's long-term growth.
- RRSP + Family health insurance + telemedicine + annual wellness budget.
- Flexible vacation policy.
- Remote work, with access to our Montreal office.
- In-person gathering twice a year.
- Claude access, for everyone.
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• Build and manage a robust new business pipeline in HubSpot, maintaining deal hygiene and forecast accuracy that the whole team can rely on; • Lead deep consultative discovery with IT, security, and procurement buyers to surface real M365 migration and governance pain — and build a business case that holds up in front of a buying committee; • Drive multi-stakeholder sales cycles by developing relationships at multiple levels of the customer organization — not just the champion, but the full buying committee; • Deliver tailored demos and proposals with measurable ROI that connect ShareGate's value to each prospect's specific environment; • Integrate AI tools across every stage of the sales cycle — qualification, deal analysis, objection prep — to move faster and decide smarter; • Collaborate with SDR, partner, and marketing teams to fuel the top of funnel and sharpen the Migrate + Protect bundle narrative; • Share what you learn with the team to raise the collective bar — we build the playbook together, we don't just execute it.
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