Team Lead - New Business (Remote First)

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 25+ 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. 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. 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. Join Our Sales Team - Empowering Businesses, Building Careers At Zensurance, we believe sales is about building relationships, providing value, and growing together. Here's what makes our team special: ✔ We Fuel Your Growth We invest in your learning with a broad training schedule in your first three months. We have an open feedback culture and provide constant goal setting to help you advance your career. ✔ A Culture of Support & Innovation You'll have the software and technology to manage client interactions, including our in-house Broker Management System (BMS). We give you the tools you need to succeed. ✔ Delivering Value to Canadian Businesses You'll empower Canadian small businesses with a simple approach to insurance. We work with over 50 providers, using our technology to quickly compare quotes. You'll provide expert advice, ensuring clients get the best coverage and price, with in-house claims support. ✔ Leaders Who Support Your Success Our sales leaders mentor and guide you, offering regular one-on-one meetings and daily team support. ✔ Clear Career Growth Our well-defined growth tracks show you what's needed to take your career to the next level, aligning with your skills and ambitions. Benefits & Perks at Zensurance: At Zensurance, we know that when our people thrive, so does our business. That’s why we offer a flexible, people-first work environment designed to support your well-being, growth, and success. If you're looking for a team that values learning, collaboration, and impactful work, we’d love to meet you! 💻 Work Your Way • 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 ❤️ Your Health, Your Way • 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 🚀 Investing in Your Growth • Education assistance reimbursement for courses, conferences, books, and memberships • Opportunities to learn from industry experts and grow your career 🤝 Staying Connected • Weekly Friday huddles to share updates and connect across teams • Virtual & in-person team-building events to strengthen our culture We’re building something special. Come be a part of it! Who We Are: Business is hard work, but insurance doesn’t have to be! We empower business owners with simple, tech-driven insurance solutions through our online platform. Our success is fueled by our team-oriented culture and four core values: DELIVER – We set ambitious goals and achieve them. INCLUDE– We foster an open and safe space for all. INTEGRITY– We do what’s right. INVENT– We create straightforward, innovative solutions. AI Tools and Your Interview: We know AI is a valuable tool, and you're welcome to use it to prepare for your interview. However, please don't use AI assistants during the live interview itself. We want to have an authentic conversation with you, and using AI during the interview could affect our evaluation of your suitability for the role. Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process. Diversity & Inclusion: Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support, let us know, we’re here to help. Thank You! We review every application with care to find the best fit for our team. While we may take a little time to get back to you due to the high volume of applications we receive, know that a real human (not a bot!) is reviewing yours. We appreciate your patience and can't wait to learn more about you!