Enterprise Account Executive – New Business

About the opportunity

Osborne Recruitment is hiring an Enterprise Account Executive for a technology company expanding in the Toronto market. The client provides workplace-data technology used by public- and private-sector organizations, and this role is explicitly focused on winning new business rather than managing an existing account book.

The Account Executive owns the full sales cycle and works across business, HR, technology, real-estate and enterprise buying stakeholders while helping expand the company’s Canadian go-to-market activity.

Key responsibilities

• Own the sales cycle from prospecting and discovery through signed contract.
• Build pipeline through targeted outbound activity, networking, referrals and existing relationships.
• Conduct discovery with business leaders, HR, technology and workplace stakeholders.
• Lead product and technical presentations to secure decision-maker buy-in.
• Navigate procurement, IT, information-security and legal stakeholders in enterprise buying processes.
• Develop proposals, pricing and commercial recommendations.
• Maintain opportunity and pipeline data in HubSpot.
• Collaborate with executive, product and technical teams and contribute to the Canadian go-to-market strategy.

Qualifications

• At least five years of B2B technology-sales experience with a strong new-business focus.
• Demonstrated record of exceeding sales quotas.
• Extensive full-cycle experience spanning prospecting, needs analysis, proposals, negotiation and contracting.
• Experience selling technology solutions to multiple stakeholders in mid-market or enterprise organizations.
• Ability to generate a personal pipeline and advance opportunities through longer sales cycles.
• Strong commercial judgment and persistence.
• Experience with CRM platforms such as HubSpot or Salesforce.
• Workplace technology, PropTech, corporate real estate, workplace analytics or occupancy technology is an asset.

Position details

• Permanent position in Toronto, Ontario.
• Public salary range: CAD 80,000–100,000 per year.
• Competitive benefits and perks are advertised.
• Official posting reference: SJ51319.
• The official page identifies Shelly Johnson as the recruiter and confirms this is an existing vacancy.