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Zensurance

Technology-driven broker for Canadian commercial insurance

New Business Team Lead - Medical Malpractice

Full-TimePosted on 10/19/2026
CA$75k - CA$90k/yr
Senior
Toronto, ON, Canada
Remote
InsuranceInsurance Sales & Agency

About the job

Requirements
  • At least 5 years of commercial insurance experience.
  • At least 3 years of direct supervisory or team-lead experience managing sales or service professionals.
  • A valid provincial broker’s license in good standing; a RIBO license is preferred.
  • A proven history of driving sales metrics, conversion rates, and team accountability in a target-driven environment.
  • An agile, resilient, and persistent approach to winning business and overcoming objections.
  • Exceptional attention to detail and the ability to triage competing priorities in a fast-paced setting.
  • A strong commitment to continuous learning, professional self-development, and keeping pace with evolving insurance trends.
Responsibilities
  • Champion and lead brokers supporting the Medical Malpractice vertical, driving growth across Beauty & Wellness, Healthcare & Allied Health, Sports & Fitness, and Pet Services.
  • Serve as the technical and operational anchor for Medical Malpractice coverages, helping brokers navigate niche policy terms, complex operational indexes, and specialized risk profiles.
  • Mentor a dedicated team of New Business Brokers to help them meet sales goals while working directly with prospects and underwriters to close complex deals.
  • Coach the team to manage a fast-moving sales pipeline and leverage relationships with insurer partners to bind coverage rapidly.
  • Be accountable for the team’s Gross Written Premium, binding conversion ratios, and response service-level agreements.
  • Elevate team performance through structured shadow sessions, call recordings, and actionable, real-time feedback.
  • Lead meaningful one-to-ones, deliver constructive feedback, manage performance, and foster a resilient, high-energy sales culture.
  • Keep the team motivated to meet and exceed monthly and quarterly Gross Written Premium targets.
  • Conduct daily team huddles, knowledge-sharing sessions, and regular file audits to ensure compliance, accurate underwriting, and high service standards.
  • Act as an escalation point for complex Medical Malpractice and commercial liability risks, underwriter pushback, and policy negotiations.
Desired Qualifications
  • Direct experience with Medical Malpractice, Professional Liability, or Allied Health risks is strongly preferred.
  • A RIBO broker’s license is preferred.

About the company

Zensurance is a Canadian insurance broker that makes it easier for small businesses to buy commercial insurance. It connects small business owners with insurance providers and offers products like liability, cyber liability, and commercial auto. The platform uses technology to keep costs low, which helps it secure competitive rates for customers. As an intermediary, Zensurance earns commissions from insurers when policies are sold and provides ongoing support, including a 24/7 claims team and educational resources to help clients understand their coverage. Compared to others, it leverages high sales volume and a tech-driven model to offer more affordable, streamlined service targeted at Canadian small businesses. The company’s goal is to empower small businesses to thrive by delivering an honest, simplified, and modern approach to insurance, making coverage accessible and affordable from policy purchase to claims support.

Company Size

201-500

Company Stage

Acquired

Total Funding

$12.5M

Headquarters

Toronto, Canada

Founded

2016

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Simplify's Take

What believers are saying

  • Zensurance launched a Wave partnership in November 2025, expanding small-business workflow distribution.
  • Its August 2026 survey showed 61% of Canadian small businesses remain uninsured.
  • Headcount reached 284 in March 2026, and 42 job postings signal continued expansion.

What critics are saying

  • Zensurance’s August 2026 survey found confidence at 49%, crushing insurance spending conversion.
  • BBB logged nine complaints in three years, and service failures erode brokerage trust quickly.
  • Amazon and Wave can bundle insurance directly, reducing Zensurance to a lead source by 2027.

What makes Zensurance unique

  • Zensurance is Travelers-backed, Canada’s full-service digital brokerage, not a comparison tool.
  • Amazon Canada named Zensurance preferred provider for third-party seller liability in 2024.
  • Zensurance’s API partner program and white-label tools embed distribution across Canadian associations.

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Benefits

  • Remote Work Options
  • Hybrid Work Options
  • Comprehensive and Flexible Health and Dental Plans
  • Health Savings Account/Flexible Spending Account
  • Parental Leave
  • Home Office Stipend

Growth & Insights and Company News

Headcount

6 month growth

13%

1 year growth

13%

2 year growth

19%
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