About the Position

Enterprise Account Executive – Toronto

Canada

Remote

About the Role

Ideals is a global B2B SaaS product company recognized as the most highly rated and customer-centric brand in the secure business collaboration market. Trusted by over 2,000,000 users from 300,000 companies globally, we help people run high-stakes processes and make important decisions with less stress, higher quality, and shorter hours.

To support Ideals’ rapid growth in North America, we are looking for our first Enterprise Account Executive (Business Development Manager) to focus on our Corporate segment in Toronto, Ontario, Canada. You’ll join a team of 20+ Key Accounts teammates in the US and Canada. Unlike our advisory-focused motions, you will sell directly to a wide variety of enterprise corporations across diverse industries (such as energy, pharma, biotech, and telecommunications).

As a quota-carrying strategic seller, you will grow revenue, acquiring new enterprise accounts and expanding existing ones. You will act as an impactful industry expert, generating demand, navigating complex 6- to 9-month sales cycles, and often displacing incumbent vendors through deep discovery and consultative selling.

This role requires residency in the Toronto, Ontario region.

Responsibilities

Proactively build and manage a pipeline focused on the acquisition of new strategic enterprise accounts (new logos)
Conduct solution-based sales engagements, including client meetings, executive presentations, and product demonstrations (face-to-face and virtual)
Maintain “White Space” analysis and execute strategic initiatives to upsell and cross-sell within the existing customer base
Develop and deliver comprehensive business cases that quantify the cost of inaction and address customer priorities, pain points, and ROI
Structure, negotiate, and close complex deals, guiding corporate clients step-by-step through enterprise procurement, security compliance, and legal processes
Orchestrate multi-threading strategies to navigate enterprise politics, establishing strong relationships with C-Suite executives and key stakeholders across various verticals
Keep an accurate track record of personal sales activities in the CRM, including methodical mid- and long-term forecasting
Provide relevant customer feedback to the product development team and collaborate with Customer Success, Marketing, and Inbound Sales to maximize revenue and customer satisfaction

Requirements

4–7 years of demonstrable quota-carrying success in B2B sales (including 2+ years of Enterprise sales experience)
Proven track record of managing lengthy or complex enterprise sales cycles
Significant experience selling directly to C-level executives (CxOs) and multi-threading within large enterprise organizations
Clear understanding of, and practical experience with, consultative sales methodologies (e.g., MEDDIC/MEDPIC, SPIN, Challenger)
4-year university degree (Bachelor’s)
Exceptional business communication skills, enabling you to execute executive storytelling, challenge the status quo, and handle complex contracting negotiations
High learning agility, analytical thinking, and commercial curiosity to quickly grasp the nuances of various corporate industries
High AI fluency and advanced CRM tracking skills
Native-level proficiency in English

Nice to Have

Fluency in an additional language
Background in SaaS, financial technology, or information security sectors
Familiarity with enterprise M&A use cases and corporate compliance workflows

We Offer

Remote-first flexibility to shape your ideal workday
Home workplace budget
Co-working expense coverage
Individual IT budget for extra equipment
Top-tier tech and AI-powered tools
Access to Ideals Academy with numerous courses
Investment in external learning and development activities
Guidance in Personal Development Plan creation
Professional literature and subscriptions coverage
Support of your passion as a speaker or writer
Internal talent mobility opportunities
Private Health Insurance via Manulife for the employee and dependents
Virtual Health Insurance via Dialogue
Registered Retirement Savings Plan (RRSP) for the employee via Wealthsimple
Funding for sports competitions
15 business days of annual leave
Paid health-related time-off
Team-building offline and online events
Local gatherings in global locations
Generous internal referral program

About the Company

Our Assessment Process

Screening call with the Talent Acquisition Specialist (40 mins)
Hiring Manager interview & Cold Call Role-Play (60 mins)
Discovery Role-Play Presentation with the Hiring Manager (60 mins – requires preparation beforehand to build a business case for a target Fortune 500 company)
Competency-based interview (CBI) (60 mins)

Unrivaled Recognition

We’re proud to be celebrated by our customers and teammates

G2 Market Leader
Based on 800+ reviews
4.7 out of 5
Trusted by talent
Based on 100+ reviews
4.1 out of 5

Success

We will contact you as soon as possible.

Enterprise Account Executive – Toronto

Job description