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Zensurance

Technology-driven broker for Canadian commercial insurance

Team Lead Commercial Insurance Sales

Insurance Sales & AgencyConfirmed live in the last 24 hours
Full-timeToronto, ON, CanadaCA$75k - CA$90k /yr

About the Job

Requirements

  • At least 5 years of commercial insurance experience is required; direct experience with Medical Malpractice, Professional Liability, or Allied Health risks is a bonus.
  • At least 3 years of direct supervisory or team-lead experience managing sales or service professionals is required.
  • A valid provincial broker’s license in good standing is required; RIBO licensing is preferred.
  • A proven history of driving sales metrics, conversion rates, and team accountability in a target-driven environment is required.
  • An agile, resilient, and persistent approach to winning business and overcoming objections is required.
  • Exceptional attention to detail and the ability to triage competing priorities in a fast-paced setting are required.
  • A strong commitment to continuous learning, professional self-development, and keeping pace with evolving insurance trends is required.

Responsibilities

  • Lead and coach a dedicated team of New Business Brokers supporting the Medical Malpractice vertical while also working directly with prospects and underwriters to close complex deals.
  • Expand revenue, drive conversion rates, and scale the team while maintaining quality.
  • Coach brokers through a workflow handling 15 or more warm inbound leads per day; the role does not require cold calling.
  • Coach the team to manage a fast-moving sales pipeline and leverage relationships with insurer partners to bind coverage rapidly.
  • Use the proprietary broker management system, automated workflows, and quoting technology to deliver custom, real-time insurance solutions.
  • Be accountable for the team’s Gross Written Premium, binding conversion ratios, and response service-level agreements.
  • Improve team performance through structured shadow sessions, call recordings, and actionable real-time feedback.
  • Lead meaningful one-on-ones, deliver constructive feedback, manage performance, and foster a resilient sales culture.
  • Motivate the team 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.
  • Guide brokers through 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.
  • RIBO licensing.

About the Company

Zensurance

Technology-driven broker for Canadian commercial insurance

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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