Head of Sales in Toronto

Head of Sales in Toronto

Toronto Full-Time 90000 - 110000 $ / year (est.) Hybrid
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At a Glance

  • Tasks: Lead and grow a dynamic team of sales lawyers to drive revenue growth.
  • Company: One of Canada's most trusted immigration brands with a strong online presence.
  • Benefits: Competitive salary, hybrid work model, and opportunities for professional development.
  • Other info: Exciting opportunity for career growth in a collaborative and innovative company.
  • Why this job: Join a fast-paced environment and make a real impact in the immigration sector.
  • Qualifications: 5+ years of sales experience, including management in high-velocity settings.

The predicted salary is between 90000 - 110000 $ per year.

One of Canada's most recognized and trusted immigration brands is seeking a strategic, hands-on Head of Sales to unify their sales lawyer teams under a single leader and drive predictable revenue growth. With over 3 million monthly visitors across their digital media properties generating 100% inbound leads, this role will own the revenue target, alongside four rapidly expanding legal practice areas.

Key Responsibilities

  • Leadership & Team Growth: Direct and scale a high-performing team of 8-9 sales lawyers across Citizenship by Descent and four emerging practice areas (Express Entry, Work Permits, Family Sponsorship, and Criminal Inadmissibility).
  • Pipeline & Forecasting Ownership: Own revenue forecasting end-to-end. Translate top-line targets into precise capacity and hiring plans, running weekly pipeline reviews to ensure consistent execution.
  • Coaching & Performance: Establish a rigorous coaching cadence including call reviews, role plays, and 1-on-1s, optimized for a high-velocity motion where deals close in 1-2 calls.
  • Talent Management: Recruit top sales lawyers, set quotas and ramp schedules, and proactively address underperformance.
  • Cross-Functional Collaboration: Partner with Marketing, Growth, and Legal Operations to optimize lead quality, minimize time-to-contact, and streamline handoffs.

Key Qualifications

  • 5+ years of total sales experience, including at least 1-2+ years in direct sales management.
  • High-Velocity Track Record: Proven success managing high-volume, short-cycle sales motions in B2C, SMB, or high-velocity SaaS.
  • Direct Forecasting Ownership: Hands-on experience building and owning team forecasts from scratch.
  • Scrappy / Agile Environment: Prior experience in small, fast-paced, or growth-stage companies.

Location & Work Authorization: Must be currently authorized to work full-time in Canada without sponsorship and based in (or willing to commute to) Toronto for a hybrid office schedule.

Bonus: A Juris Doctor (JD), legal background, or LegalTech experience is a significant plus, but not required.

Head of Sales in Toronto employer: Success Matcher Recruitment

Join one of Canada's most esteemed immigration brands as the Head of Sales, where you will lead a dynamic team of sales lawyers in a collaborative and innovative environment. With a strong focus on employee growth and development, the company offers robust coaching programs and opportunities for advancement, all while fostering a culture that values teamwork and high performance. Located in Toronto, this role provides the unique advantage of working in a vibrant city known for its diversity and inclusivity, making it an excellent place for professionals seeking meaningful and rewarding careers.

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Contact Details:

Success Matcher Recruitment Recruitment Team

We think you need these skills to ace Head of Sales in Toronto

Sales Management
Revenue Forecasting
Team Leadership
Coaching and Performance Management
Talent Recruitment
Cross-Functional Collaboration
High-Velocity Sales Experience