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.

Ideals Virtual Data Room (VDR) : Secure document sharing and collaboration for due diligence, fundraising, corporate reporting, licensing, clinical trials, and other complex transactions.

The role
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.

Compensation package: 50% base salary; 50% performance-based variable.

This role requires residency in the Toronto, Ontario region.

Why Ideals?
High trust from sales peers: Ideals ranks among the Top 10% of companies on RepVue , as rated by sales professionals. Great Place To Work® Certified in the US and the UK (2026). Expect strong Sales Enablement, RevOps, Marketing support, and a structured onboarding ramp.

Market-leading position: Be part of an established org with 18+ years in the VDR business, powering 10%+ of global M&A; activity,



with a 31% CAGR against competitors’ 11%.

Real growth trajectory: Join a profitable bootstrapped SaaS targeting 5x revenue growth and unicorn status in the next five years.

What you will do

Proactively build and manage a pipeline focused on the acquisition of new strategic enterprise accounts (current 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

What you bring

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

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

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

Reach global
with a team celebrated by your sales peers

You’ll enjoy the right blend of support and autonomy to help you reach your full potential, anywhere in the world

Remote-first flexibility to shape your ideal workday

Home workplace budget

Co-working expense coverage

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📌 Enterprise Account Executive – Toronto (Ontario)
🏢 Idealsvdr
📍 Ontario