Enterprise Account Executive

BorderPass; Toronto; Hybrid; CAD 60,000 - 100,000; Full time

Job summary

An innovative firm is seeking a driven B2B Sales Representative to redefine workforce mobility. This role involves managing employer accounts, navigating complex sales cycles, and collaborating with cross-functional teams to deliver seamless immigration solutions. With a focus on consultative selling, you will engage with key stakeholders and refine sales strategies. Enjoy competitive compensation, equity ownership, and a flexible hybrid work environment. Join a mission-driven team that is reshaping the future of immigration and workforce mobility through AI.

Benefits

Equity Ownership

Health & Wellness Benefits

Flexible Hybrid Work

Career Growth Opportunities

Qualifications

• 3–5+ years in B2B software or legal/compliance sales.
• Strong track record of consultative selling across complex groups.

Responsibilities

• Own a portfolio of mid-market and enterprise employer accounts.
• Run the full sales cycle: prospecting, demos, negotiation, onboarding.

Skills

B2B Sales

Consultative Selling

Communication Skills

Negotiation

Stakeholder Management

Education

Bachelor's Degree

Job description

Enterprise Account Executive – Employer Immigration Solutions

Help Redefine Workforce Mobility with BorderPass

BorderPass is transforming global mobility with an AI-powered platform that simplifies immigration, compliance, and cross-border movement. Already trusted by Designated Learning Institutions (DLIS) to manage their entire international student population, we are now expanding to support employers and their workforce mobility needs - helping companies manage temporary foreign workers, cross-border employees, and Canadian travel or work visa requirements.

We are looking for a results-driven B2B Sales Representative to help grow our employer partnerships and deliver our legal services to businesses that need seamless immigration solutions. This is your opportunity to be at the forefront of an innovative and rapidly growing industry.

What You’ll Do

• Own a portfolio of mid-market and enterprise employer accounts from outreach to close to renewal.
• Run the full sales cycle: prospecting, demos, negotiation, contracting, onboarding, and expansion.
• Build relationships with key stakeholders across HR, legal, compliance, and operations teams.
• Collaborate cross-functionally with product, engineering, and legal to shape solutions that solve real employer pain points.
• Help refine our sales playbook, messaging, and positioning as we scale across new verticals.
• Stay on top of trends in workforce mobility, Canadian immigration policy, and employer compliance needs.

What You Bring

• 3–5+ years of experience in B2B software or legal/compliance-related sales — ideally in SaaS, HR tech, or workforce solutions.
• A strong track record of value-based, consultative selling across complex stakeholder groups.
• Confidence in navigating multi-threaded sales cycles with multiple decision-makers.
• Exceptional communication skills — especially when simplifying complex offerings for non-technical audiences.
• A hunter mindset with the drive to hit targets, improve playbooks, and create value for clients.
• Bonus: Familiarity with Canadian work permits, TFW programs, or cross-border employment challenges.
• Be part of a fast-growing company redefining the future of immigration and workforce mobility through AI.
• Competitive compensation — base salary + uncapped commission.
• Equity ownership — be rewarded for the value you help create.
• Health & wellness benefits, including spending accounts.
• Flexible hybrid work — based in Toronto, with 2–3 remote days per week.
• Career growth opportunities in a company scaling nationally and internationally.
• Mission-driven, collaborative culture focused on solving real problems for employers and workers alike.

Join Us & Help Redefine Global Workforce Mobility

At BorderPass, we’re not just offering a job — we’re building the infrastructure for global talent. If you’re a driven B2B sales professional who wants to make a real impact on companies and people, apply now.

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Technology, Information and Internet

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