Job Description

District Sales Manager, Commercial Insurance

Location: Mississauga | Hybrid 
Role Type: Permanent | Full-Time
Compensation: $102,000 – $142,000 Base + Commission (Actual base may vary by experience)

About the Opportunity

This role is with a leading national insurer dedicated to providing strategic protection for Canadian businesses. As a District Sales Manager, you are the driving force behind regional growth and the primary architect of a high-performing sales culture. You will bridge the gap between senior leadership’s vision and field execution, managing the strategic plan, budget, and recruitment strategy for your territory.

You aren’t just managing a territory; you are leading, mentoring, and developing a specialized team of Commercial Insurance Specialists. Your mission is to leverage deep industry expertise to secure key accounts while ensuring your team has the tools, training, and strategic direction to surpass their goals.

Why This Role is a Great Fit for You

If you are a competitive leader who finds as much satisfaction in coaching a team to victory as you do in hitting your own strategic milestones, this position offers a powerful platform for professional impact.

• Empowered Leadership: Move beyond "management" to true leadership, where you have the autonomy to recruit, train, and mentor your own team of experts.

• Strategic Influence: Work directly with the senior leadership team to shape the region’s budget and market share growth strategy.

• Total Well-being: Benefit from a "people-first" culture that offers a 50/50 hybrid work model, allowing you to balance regional leadership with personal flexibility.

• Uncapped Career Trajectory: Access extensive support for advanced designations (CIP, FCIP, CRM) and leadership mentoring programs designed to propel you into executive-level roles.

What You’ll Be Doing

Your mission is to drive regional excellence through strategic planning and personnel development:

• Strategic Regional Growth: Develop and execute the region’s strategic plan and budget to consistently expand market share and maintain key accounts.

• Team Development & Coaching: Act as a mentor and coach to a team of Commercial Insurance Specialists, utilizing your expert knowledge to set them up for individual and collective success.

• Talent Acquisition: Lead the recruitment strategy for your district to ensure a continuous pipeline of high-caliber insurance professionals.

• Performance Leadership: Foster a competitive spirit and a "team-first" mentality, ensuring the region meets high-performance benchmarks while maintaining service excellence.

• Collaborative Strategy: Partner with the senior leadership team to align regional activities with national corporate goals and community-focused initiatives.

What You Bring

• Experience: Minimum 5 years of experience in the insurance industry, with a proven track record of performance.

• Education: Post-Secondary education (College or University degree) is required.

• Leadership Style: A "Lead, not just Manage" approach with strong interpersonal skills and a passion for coaching.

• Mindset: A competitive spirit coupled with a team-first mentality and a relentless desire to deliver high-level results.

• Strategic Acumen: Ability to handle complex budgeting, strategic planning, and market analysis.

Why Join

• Financial Health: Competitive salary plus commission, employee share purchase plans, pension plans, RRSPs, and staff insurance discounts.

• Professional Investment: Full tuition assistance for industry designations and access to specialized leadership training.

• Community Impact: Work for an organization that cares about your causes through donation matching and team volunteer days.

• Transparent Culture: Join a firm committed to pay transparency, fairness, and a human-centered hiring process.
  
  At Leap we are an Equal  Opportunity and Affirmative Action Employer. That means all applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status. Leap will not tolerate any discrimination or harassment based on any of these characteristics. Leap encourages applicants of all ages.