Canada Remote (Country) Employment

Insider One is hiring an Enterprise Account Executive - Canada

About the Role

This role is responsible for acquiring new enterprise clients through strategic outreach, consultative selling, and long-term relationship development. The ideal candidate will navigate complex decision-making structures and lead high-value negotiations.

Responsibilities

  • Identify and pursue new business opportunities within large organizations
  • Conduct strategic discovery calls to understand client needs
  • Build trusted relationships with C-level and executive stakeholders
  • Develop and deliver tailored sales presentations
  • Lead negotiations on pricing, contracts, and terms
  • Collaborate with pre-sales teams to design solutions
  • Manage multiple concurrent sales cycles
  • Maintain accurate records in the CRM system
  • Meet or exceed monthly and quarterly sales targets
  • Represent the company at industry events and meetings
  • Provide feedback from clients to internal product teams
  • Stay current on market trends and competitive landscape
  • Create executive-level proposals and business justifications
  • Coordinate legal and technical reviews during deal closing
  • Drive expansion within existing client accounts
  • Use data to forecast sales performance accurately
  • Align sales strategy with regional market conditions
  • Respond to formal procurement processes and RFPs
  • Advocate for customer needs internally
  • Maintain compliance with sales policies and procedures

Benefits

  • Health insurance coverage
  • Dental care benefits
  • Vision care plan
  • Retirement savings program
  • Paid vacation days
  • Sick leave allowance
  • Professional development stipend
  • Flexible work hours
  • Remote work support
  • Life insurance policy
  • Employee assistance program
  • Stock option plan
  • Wellness initiatives
  • Annual performance bonus
  • Parental leave policy

Compensation

Competitive base salary plus uncapped commission

Work Arrangement

Remote within Canada

Team

Sales team focused on enterprise clients

Why This Role Matters

This position plays a critical role in expanding market presence across Canada by securing high-impact clients. Success in this role directly influences company growth and customer base development.

What We Look For

We value integrity, persistence, and strategic thinking. Candidates should demonstrate a history of consultative selling and the ability to influence decision-makers in regulated industries.

Not applicable

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About company
Insider One

The #1 platform that brings everything marketing and customer engagement teams need in one place, so they can reach their peak potential and become unstoppable.

Insider One is the leading Agentic Customer Engagement Platform, enabling teams to move from campaign execution to continuous AI decisioning. It unifies customer data, personalization, journey orchestration, and cross-channel engagement into a single, AI-native platform.

Trusted by over 2,000 customers, Insider One powers individualized, AI-driven experiences across web, email, WhatsApp, SMS, app, and more. The platform is designed to reduce complexity, accelerate time to value, and eliminate digital pollution caused by fragmented MarTech stacks.

With a focus on being first, focused, and progressive, Insider One delivers rapid onboarding, white-glove migration, and access to the Growth Makers™ Club — a community of top marketing minds sharing proven strategies and results.

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Job Details
Department Sales
Category other
Posted an hour ago