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Zensurance

Commercial Insurance Team Lead - Medical Malpractice (Remote First)

Zensurance operates as an InsurTech company offering digital-first commercial insurance solutions for Canadian businesses. The organization is seeking a Commercial Insurance Team Lead who will work…

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Role Snapshot

Hiring Now
Work arrangement
Remote
Where applicants may be
Applicants in United States only
Salary
Not specified
Apply by
Not specified
Employment type
Full-time
Experience
Not specified
Added to Jobsiz1h agoEmployer posted Oct 20, 2026
Listing Views0
Applications0
Apply BeforeNo deadline

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About This Role

Zensurance operates as an InsurTech company offering digital-first commercial insurance solutions for Canadian businesses. The organization is seeking a Commercial Insurance Team Lead who will work remotely to guide brokers focusing on the Medical Malpractice vertical. This position reports directly to the Practice Leader and functions in a player-coach capacity. The role suits a professional experienced in commercial insurance and people leadership who enjoys driving sales metrics, coaching team members,…

Job Description

Zensurance operates as an InsurTech company offering digital-first commercial insurance solutions for Canadian businesses. The organization is seeking a Commercial Insurance Team Lead who will work remotely to guide brokers focusing on the Medical Malpractice vertical. This position reports directly to the Practice Leader and functions in a player-coach capacity.

The role suits a professional experienced in commercial insurance and people leadership who enjoys driving sales metrics, coaching team members, and closing complex transactions. The team lead acts as the primary technical resource for medical malpractice coverages, professional liability, and allied health risks, handling inbound warm leads without the requirement for cold calling.

Key duties involve mentoring new business brokers, conducting file audits, running daily huddles, and ensuring compliance with underwriting standards. Candidates will manage performance goals, conversion rates, and gross written premium targets while collaborating with a network of insurer partners.

Responsibilities

  • Coach the sales team through shadow sessions, call reviews, and actionable feedback
  • Lead one-on-one meetings and oversee team performance management
  • Drive team performance to meet and exceed monthly and quarterly gross written premium goals
  • Run daily huddles, knowledge-sharing meetings, and compliance file audits
  • Serve as an escalation resource for complex medical malpractice risks and negotiations
  • Engage directly with prospects and underwriters to secure complex deals

Requirements

  • Minimum of 5 years of commercial insurance background
  • At least 3 years of direct supervisory or team leadership experience managing sales or service staff
  • Valid provincial broker license in good standing
  • Demonstrated ability to drive sales metrics and conversion rates in target-driven settings

Qualifications

  • Direct background handling Medical Malpractice, Professional Liability, or Allied Health risks
  • RIBO licensing preference

Core Skills

Benefits

  • Remote-first work environment
  • Home office allowance
  • Tech equipment setup including necessary hardware
  • Half days before public holidays
  • Flexible family health and dental plans incorporating mental health support
  • Health and personal spending accounts
  • Parental leave top-up
  • Education assistance reimbursement for courses, conferences, books, and memberships
  • Weekly Friday team huddles and team-building events

Frequently Asked Questions

Answers are based only on the employer’s listing; where it doesn’t say, neither do we.

Is this position remote?

Yes, the role features a remote-first setup.

What is the salary for this role?

The annual base salary ranges from $75,000 to $90,000, with a total cash compensation including on-target earnings of $102,000 and top earning potential reaching $115,000.

What experience is required to apply?

Applicants must have at least 5 years of commercial insurance experience and a minimum of 3 years of direct supervisory or team lead experience managing sales or service professionals, alongside a valid provincial broker's license.

What specific insurance vertical does this team lead support?

The team lead champions brokers supporting the Medical Malpractice vertical, covering sectors such as beauty and wellness, healthcare and allied health, sports and fitness, and pet services.

Sample Interview Questions

AI-generated questions tailored to this specific role — a preview of the full practice set.

Posted by Zensurance

Source: Remote First Jobs — Sales

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Posted by employer: Oct 20, 2026

Added to Jobsiz: Oct 23, 2026

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The description was written by Jobsiz from the employer’s listing. Always check the original listing before applying.

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