Business Development Executive – Group Benefits

Job Description

We're searching for a Business Development Executive – Group Benefits. Are you searching for new possibilities?

Westland Insurance Group Ltd. is growing, and we're looking for a driven, relationship-focused sales professional to accelerate the growth of our national Group Benefits division. As a
Business Development Executive
(Hybrid), you'll identify, develop, and secure new employee group benefits business opportunities across Canada. This is a high-impact sales role focused on generating new logo wins, expanding market presence, and strengthening client relationships while collaborating closely with internal teams. This position is based in
Winnipeg, MB
, with travel as required.

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 and development programs, including courses, seminars, and conferences that support your professional growth.

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.

Do you thrive on building relationships, uncovering opportunities, and closing new business? Are you energized by consultative selling, prospecting, and helping organizations design better benefits programs? If so, join our rapidly expanding Group Benefits team at Westland Insurance—where expertise, relationships, and client experience come first.

Interested in learning more?
Why You'll Love Westland

• An open, flexible and welcoming workplace
• Plenty of opportunities to grow and learn
• Autonomy to drive your own success
• Be part of our inclusive culture, alongside an extraordinarily talented community with diverse backgrounds
• A total rewards program that supports your financial, physical, and mental wellbeing
• Flexible paid Values Days to celebrate days important to you
• Paid Volunteer Days as part of Amplifying Communities, supporting causes that matter most

Why We'll Love You

• 5+ years of experience in business development, sales, or client acquisition in the group insurance or employee benefits industry
• Proven ability to meet or exceed B2B sales targets
• Strong understanding of group benefits products (health, dental, life, disability)
• Excellent communication, negotiation, and presentation skills
• Proficiency in CRM systems and Microsoft Office Suite
• Life licensed (LLQP) in your home province
• Industry designations such as CEBS or GBA considered strong assets
• High-energy, resilient, and growth-oriented mindset
• Strong relationship-building skills and consultative approach

Once Here, You'll

• Identify and pursue new business opportunities through outreach, networking, inbound leads, and digital channels
• Meet and exceed individual sales targets within the Group Benefits division
• Develop and manage a strong pipeline using CRM tools with accuracy and clarity
• Conduct discovery conversations to assess client needs and recommend solutions
• Prepare and deliver proposals and sales presentations to decision makers
• Collaborate with Marketing, Underwriting, and carrier partners to develop effective strategies
• Close new logo deals aligned with company goals and compliance requirements
• Stay current with industry trends and Westland's suite of benefits products
• Represent Westland at conferences, networking events, and industry sessions
• Ensure smooth onboarding and handoff of new clients to Account Managers

Want 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