Commercial Insurance Team Lead - Medical Malpractice (Remote First)

Zensurance

4d • Remote

About The Position

Zensurance is hiring a Team Lead, New Business - Medical Malpractice to lead brokers serving its Medical Malpractice (MedMal) vertical. The role supports growth across Beauty & Wellness, Healthcare & Allied Health, Sports & Fitness, and Pet Services. Reporting directly to the Practice Leader, the Team Lead is the technical and operational anchor for MedMal coverages, guiding brokers through specialized policy terms, complex operational indexes, and risk profiles.

This is a player/coach role: the Team Lead mentors a dedicated team of New Business Brokers while also working directly with prospects and underwriters to close complex deals. The role focuses on revenue growth, conversion rates, and scaling the team while maintaining quality. Brokers work with 15+ warm inbound leads per day and focus on new business acquisition, with dedicated teams handling renewals, endorsements, and mid-term changes. The team uses relationships with 50+ insurer partners, a proprietary BMS, automated workflows, and advanced quoting technology. Performance is measured through team Gross Written Premium (GWP), binding conversion ratios, and response SLAs.

Zensurance describes its work environment as remote-first and flexible. Compensation includes a base salary range of $75,000–$90,000 per year; total cash compensation including OTE is stated as $102,000, with top earning potential of $115,000. Employees may also be eligible for performance-based case incentive awards. Benefits include a home office allowance, technology equipment, flexible health and dental plans, health and personal spending accounts, parental leave top-up, education assistance reimbursement, and half days before public holidays.

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.
• Valid provincial broker’s license in good standing; RIBO license preferred.
• Proven record of driving sales metrics, conversion rates, and team accountability in a target-driven environment.
• Agile, resilient, and persistent approach to winning business and overcoming objections.
• Exceptional attention to detail and ability to triage competing priorities in a fast-paced setting.
• Strong commitment to continuous learning, professional self-development, and keeping pace with evolving insurance trends.

Nice To Haves

• Direct experience with Medical Malpractice, Professional Liability, or Allied Health risks is strongly preferred.
• RIBO broker’s license is preferred.

Responsibilities

• Coach brokers in customer experience and consultative selling through structured shadow sessions, call recordings, and timely actionable feedback.
• Lead people-management practices, including meaningful one-on-ones, constructive feedback, performance management, and fostering a resilient, high-energy 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 support compliance, accurate underwriting, and high service standards.
• Serve as an escalation point for complex Medical Malpractice and commercial liability risks, underwriter pushback, and policy negotiations.
• Work directly with prospects and underwriters to close complex deals.
• Be accountable for team Gross Written Premium, binding conversion ratios, and response service-level agreements.

Benefits

• Home office allowance.
• Technology equipment through an “Office in a box” setup.
• Half days before public holidays.
• Flexible health and dental plans for families, including mental health support.
• Health and personal spending accounts.
• Parental leave top-up.
• Education assistance reimbursement for courses, conferences, books, and memberships.
• Opportunities to learn from industry experts and grow your career.
• Performance-based case incentive awards may be available.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed