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New Sales Development Representative - ShareGate
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Canada
AI Tools
Communication
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Enterprise Account Executive (B2B SaaS)
Ketch
US
Consultative Sales
Pipeline Generation
Proposal Writing
Your Role:
- Own the full sales cycle from discovery to close with IT, security, and procurement decision-makers.
- Lead deep consultative discovery to surface real M365 migration and governance pain.
- Deliver tailored demos and proposals with measurable ROI.
Your Team:
- Join a team of about ten Account Executives who push each other with a 'we win together' culture.
- Work closely with SDRs, partner teams, and AE peers on deal reviews, co-sell, and Gong debriefs.
- Manager provides hands-on coaching and structured deal reviews.
What You'll Bring:
- 3+ years of full-cycle B2B SaaS sales with a proven quota track record.
- Experience running complex, multi-stakeholder sales cycles involving IT, security, and procurement.
- Strong CRM discipline (HubSpot preferred) and real daily AI fluency in sales workflow.
What the Job Comes With:
- Base salary $75k–$90k CAD, OTE $125k–$150k, plus LTIP program.
- RRSP, family health insurance, telemedicine, annual wellness budget.
- Flexible vacation, remote work with Montreal office access, and twice-yearly in-person gatherings.
Workleap
Workleap is a Montreal-based tech company founded in 2006, building simple products like ShareGate for Microsoft 365 migration and governance. With over 15,000 customers worldwide, we are a tight-knit team of builders who value impact and collaboration.