Director, Westland Insurance Group BenefitsPosted Thursday, February 26, 2026 at 8:00 AMWe’re searching for aDirector, Westland Insurance Group Benefits.Are you searching for recent possibilities?Westland Insurance Group Ltd. is growing and has a new opportunity for aDirector, Westland Insurance Group Benefits!This is a hybridrole based out of the office inBurlington, ON. This strategic leadership position is responsible for driving growth, client retention, and operational excellence in the Group Health and Life Insurance spaces. The region this role oversees is Ontario. If you’re passionate about building high-performing teams and delivering exceptional client experiences, you’ll love working for Westland!Expected Compensation: The expected hiring range for this role is $145,000 to $175,000 based on a 35-hour work week. Actual offered salary will depend on the successful candidate’s qualifications and experience, as well as market conditions for the role, and internal equity.Westland also offers a competitive annual short-term incentive program that enables employees to share in the rewards of the business and emphasizes the measures that are key to our success.Reason for Vacancy : This is a newly created role to support our expanding operations.Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work-related training/development courses leading to certification, and programs that offer professional development, including seminars and conferences.Discover what’s possible, with Westland.The Westland story is all about growth, and that means plenty of possibility for everyone on our team. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. As we continue to open new doors, we're inviting amazing people like you to join us.Interested in learning more?Why you'll love Westland:An open,



flexible and welcoming workplacePlenty of opportunities to grow and learnAutonomy to drive your own successBe part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgroundsA total rewards program that takes care of your financial, physical, and mental healthFlexible paid Values Days to celebrate days important to youPaid Volunteer Days for employees as part of Amplifying Communities, a program to support causes that matter most to our employees and clientsWhy we’ll love You:You bring 10+ years of progressive leadership experience in group benefits, health & life insurance, or related fieldsYou have a proven ability to manage client relationships and deliver strategic solutionsYou understand regional market dynamics and have strong communication, presentation, and problem-solving skillsYou’re proficient in Microsoft Office and CRM systemsMust hold a valid and currentLife and Accident & Sickness insurance license (LLQP-certified)in your home provinceIndustry designations such as CEBS, GBA, or similar are considered assetsYou demonstrate accountability, collaboration, expertise, resiliency, and a client-first mindsetOnce here, you'll:Translate corporate strategy into actionable departmental plans across Sales, Underwriting, Client Account Management, and Customer Service.Lead and develop a team of managers, fostering alignment, accountability, and collaboration.Drive operational excellence and integration across departments to deliver seamless client experiences.Lead the development and execution of growth strategies, broker engagement plans, and client acquisition initiatives,



while continuously monitoring market trends and competitive dynamics to inform sales tactics and optimize product positioning.Oversee underwriting governance and risk management.Champion client experience and retention strategies.Build leadership capacity and promote a high-performance, inclusive culture.Act as a key advisor to the Vice President, contributing to long-term planning, product innovation, succession planning, and market positioning.Join us and be part of a team that’s shaping the future of Group Health and Life Insurance at Westland.As part of our commitment to transparency, we want to let you know that while our recruitment system includes AI capabilities, these are never used to screen, evaluate, or select candidates. The only AI functionality that Westland uses is for transcribing notes during candidate calls, and this occurs with your consent. These tools aren't used to make any hiring decisions throughout our recruitment process.#LI-SD1#LI-HybridWant to get to know each other better?Send your resume our way.You belong here We strive to be much more than a great place to work. Here, you join a collective of incredibly vibrant, purpose driven, and open-minded people. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. You will be supported and respected for who you are and for the voice you add to the conversation. At Westland, you will feel the power of community. Westland Insurance Ltd. is an inclusive organization that values diversity in its workforce. We listen, champion equity and diversity, and create safe welcoming spaces where everyone has a voice and is free to be themselves. Westland Insurance Ltd. encourages applications from all qualified individuals and will accommodate applicants' disability-related needs, up to the point of undue hardship, throughout all stages of the recruitment and selection process. If you require a disability -related accommodation in order to participate in the recruitment process, please contact the recruitment team by email [email protected]#J-18808-Ljbffr

📌 Director, Westland Insurance Group Benefits - C$145,000 - C$175,000 A Year (Toronto)
🏢 Westland Insurance Group
📍 Toronto