Enterprise Account Executive, Toronto — Remote-First Growth

Idealsvdr; Toronto; On-site; CAD 110,000 - 165,000; Full time

Benefits offered by this job

Remote-first flexibility

Home office budget

Co-working expense coverage

Competitive base + commission

Job summary

Ideals is seeking an Enterprise Account Executive to drive new logos and expand existing enterprise relationships in the North American market, with a focus on Toronto, Ontario. You will guide multi-month sales cycles, articulate a compelling ROI, and navigate procurement, security, and legal steps with C-suite stakeholders.

As a quota-carrying seller, you will balance base salary with performance-based variable compensation, working within a remote-friendly, high-support environment that values

Qualifications

• 4–7 years of quota-carrying B2B sales experience, including 2+ years in Enterprise sales.
• Proven ability to manage lengthy enterprise sales cycles and close complex deals.
• Experience selling to C-suite executives and multi-threading within large organizations.
• Familiarity with MEDDIC/MEDPIC, SPIN, Challenger sales methodologies.

Responsibilities

• Build and manage a pipeline focused on acquiring new enterprise accounts (new logos).
• Lead solution-based engagements: client meetings, executive presentations, product demos (in-person or virtual).
• Maintain White Space analysis and drive upsell/cross-sell within existing customers.
• Develop business cases quantifying ROI and cost of inaction for customers.
• Negotiate and close complex deals through procurement, security, and legal steps.
• Foster cross-functional relationships with C-Suite stakeholders across verticals.
• Keep CRM up-to-date with activities and forecasts, using data to inform strategy.
• Provide customer feedback to product, CS, and marketing to maximize revenue and satisfaction.

Skills

Quota-carrying sales

Enterprise sales experience

Executive communication

Sales cycle management

CRM proficiency

Negotiation

Multi-threading

Market research

Education

Bachelor's degree

Tools

Salesforce (CRM)

Job description

Ideals is seeking an Enterprise Account Executive to drive new logos and expand existing enterprise relationships in the North American market, with a focus on Toronto, Ontario. You will guide multi-month sales cycles, articulate a compelling ROI, and navigate procurement, security, and legal steps with C-suite stakeholders.

As a quota-carrying seller, you will balance base salary with performance-based variable compensation, working within a remote-friendly, high-support environment that values