Associate Account Executive acquiring new business for Postmedia, a Canadian news media company. Selling SEO, SEM, programmatic, social, and display advertising solutions remotely.
About the role
- Account Executive selling ShareGate’s Microsoft 365 migration and governance platform. Owning consultative, multi-stakeholder new-business sales cycles from discovery through close.
Responsibilities
- Own the full sales cycle from discovery to close with IT, security, and procurement decision-makers
- Build and manage a robust new business pipeline in HubSpot
- Maintain deal hygiene and forecast accuracy
- Lead consultative discovery to uncover Microsoft 365 migration and governance pain
- Build business cases for multi-stakeholder buying committees
- Develop relationships across multiple levels of customer organizations
- Deliver tailored demos and proposals with measurable ROI
- Integrate AI tools across qualification, deal analysis, and objection preparation
- Collaborate with SDR, partner, and marketing teams on top-of-funnel activity and the Migrate + Protect bundle narrative
- Share learnings with the team and contribute to building the sales playbook
- Participate in structured deal reviews, feedback, and Gong-based wins and losses debriefs
Requirements
- 3+ years of full-cycle B2B SaaS sales experience with a proven track record of hitting quota
- Consultative selling experience, including uncovering pain and building business cases
- Experience running complex, multi-stakeholder sales cycles involving IT, security, and procurement profiles
- Strong CRM discipline, with HubSpot preferred
- Daily AI fluency in sales workflows such as qualification, deal analysis, and call preparation
- Familiarity with Microsoft 365 / SharePoint environments or the Microsoft ecosystem is a bonus
- Experience in a high-growth SaaS environment where the candidate helped shape the playbook is a bonus
Benefits
- 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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Associate Account Executive acquiring B2B clients for Postmedia’s digital advertising solutions. Managing virtual sales, CRM pipelines, and AI - enabled prospecting remotely across Canada.
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