Team Lead - New Business (Remote First)

Zensurance
$75,000 - $90,000Remote

About The Position

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 searching for a Team Lead - New Business to join our growing team at Zensurance. This is an excellent opportunity for anyone passionate about leadership, coaching, and the fast-paced world of sales. In this role, you’ll lead a team of brokers specializing in the Contractors space, helping them navigate a high-volume pipeline to make insurance easy for small business owners across Canada. Reporting to the Associate Director of New Business, you'll be crucial in driving GWP growth, optimizing conversion ratios, and ensuring your team delivers speed to market without sacrificing quality. The New Business Workflow: Our team operates differently than a traditional brokerage. To lead this team effectively, you’ll need to master and coach to our unique high-velocity model: Qualified Leads: Your team engages with 8–15 warm leads per day. Pure Sales Focus: We’ve removed the admin drag. Your brokers focus only on new business; renewals and mid-term changes are handled by separate dedicated teams. Speed to Market: In our world, time kills deals. You’ll coach your team to manage a fast-moving pipeline, working with 50+ providers to bind business quickly. Tech-Driven: We use a proprietary BMS and advanced quoting tech to deliver the best deals to contractors in real-time. Measured Outcomes: Success is data-driven. You’ll be responsible for your team’s GWP, binding ratios, and response times.

Requirements

  • Industry Experience: 5+ years of insurance experience (commercial insurance experience preferred).
  • People Leadership: 3+ years of supervisory experience.
  • License: Valid provincial broker's license (RIBO preferred).
  • Performance Management: Experience driving team performance.
  • Goal Orientation: A hunter mentality with the persistence and agility to meet set targets consistently.
  • Execution & Detail: High attention to detail and the ability to manage multiple stakeholders in a high-pressure environment.
  • Self-Development: A dedication to owning your own growth and staying ahead of industry trends.

Responsibilities

  • Sales Coaching: Be obsessed with the the customer experience. Improve team performance through hands-on coaching, shadow sessions, and actionable feedback.
  • Leadership Focus: Be committed to the craft of leadership: delivering tough feedback, conducting 1:1s, and building a high-performing, resilient sales culture.
  • Motivation & Inspiration: Keep the energy high. Motivate your team to consistently hit and exceed monthly GWP targets.
  • Team Development: Lead daily huddles, coaching sessions, and file audits to ensure we are maintaining the highest standards of accuracy and service.
  • Navigating Ambiguity: Use your judgment to help brokers navigate complex contractor risks.

Benefits

  • Remote-first setup for added flexibility
  • Home office allowance to create a comfortable workspace
  • Top-tier tech: "Office in a box" with all necessary tech equipment
  • Half days before public holidays: Enjoy half days before long weekends
  • Flexible health and dental plans for families, including mental health support
  • Health & personal spending accounts to invest in wellness your way
  • Parental leave top-up, because family comes first
  • Education assistance reimbursement for courses, conferences, books, and memberships
  • Opportunities to learn from industry experts and grow your career
  • Weekly Friday huddles to share updates and connect across teams
  • Virtual & in-person team-building events to strengthen our culture
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