Zensurance

Team Lead - Commercial Insurance Sales (Remote First)

Toronto, ON

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hirly's read of this role

Role family: Sales
Seniority: Lead / management
Stated salary: C$75,000 – C$90,000 per year
Country: CA
Work mode: Remote-friendly
First seen by hirly: 20 Oct 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

About Us:

Zensurance is redefining commercial insurance for Canadian businesses.

As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.

Zensurance has been recognized for its rapid growth and industry impact:

✅ Deloitte’s Technology Fast 50 (2023, 2024, 2025)

✅ Deloitte’s Technology Fast 500 (2024, 2025)

✅ Top Insurance Employers (2022)

At Zensurance, we value ownership, collaboration, and innovation. Our team thrives on solving complex challenges, challenging the status quo, and making a real impact in an industry ready for change.

If you're looking to build something meaningful in a fast-growing, customer-focused company, we’d love to hear from you!

We’re looking for a Team Lead, New Business - Medical Malpractice to join our growing commercial brokerage team at Zensurance. If you’re passionate about people leadership, sales coaching, and the fast-paced world of digital brokerages, this is an incredible opportunity for you.

Reporting directly to the Practice Leader, you'll play a critical role in expanding our revenue, driving conversion rates, and scaling our team quickly without compromising quality.

In this role, you will specifically champion and lead brokers supporting our Medical Malpractice (MedMal) vertical, driving growth across core industry archetypes including:

Beauty & Wellness

Healthcare & Allied Health

Sports & Fitness

Pet Services

As the Team Lead, you'll serve as the technical and operational anchor for MedMal coverages, helping your brokers navigate niche policy terms, complex operational indexes, and specialized risk profiles.

This is a player/coach role. You'll mentor a dedicated team of New Business Brokers to help them hit ambitious sales goals, while also working directly with prospects and underwriters to close complex deals yourself.

Original posting on Zensurance's site ↗

Listed on hirly, a job board. hirly is not the employer: Zensurance is hiring for this role.

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