Careers

We’re a team of go-getters who bring energy, heart, and a sense of fun to helping clients make sense of insurance.

Why Work Here?

At Winnipeg Insurance Brokers Ltd. (WIB), our Why is simple but powerful: Everything we do matters because it impacts the lives of others. That belief drives us every single day. We live it out by delivering a superior client experience and by taking exceptional care of our team members and clients alike.

We’re a motivated team of hardworking people who love insurance (yes, really!) and are passionate about helping clients navigate it with confidence. We move together in the same direction, playing off each other’s strengths, and celebrating the wins along the way.

Here, it’s positive vibes only. Excuses? Not our style. We know you get out what you put in — so we put in our best, every time. That means building clear, consistent processes that keep things running smoothly, so our clients always get the best service and our team can focus on what matters most: people.

We embrace our differences and love that we can serve clients in many languages. Inclusivity is in our DNA — everyone is welcome, everyone is heard, and everyone matters. Around here, people feel recognized and supported, which gives us the courage to try new things, share big ideas, and even fail sometimes (because that’s how you learn and grow!).

We also care deeply — about our clients, about each other, and about our planet. We’re approachable, compassionate, and not afraid to ask for help when we need it. We keep our doors (and minds) open, solve problems together, and hold ourselves accountable to getting things done.

And while we take our work seriously, we don’t always take ourselves seriously. You’ll hear laughter in our halls, see curiosity in action, and feel the energy of a team that’s thriving in a safe, respectful, and fun environment.

At WIB, we work with integrity and enthusiasm, and push ourselves to keep growing. Because when everything you do matters, you make sure it counts — and you have some fun along the way!

Current Opportunities

Director of Finance & Operations

At Winnipeg Insurance Brokers Ltd (WIB), our Why is simple but powerful: Everything we do matters because it impacts the lives of others. That belief drives us every single day. We live it out by delivering a superior client experience and by taking exceptional care of our team members and clients alike.

About the Role:
We’re looking for a strategic and hands-on leader to oversee finance, technology, and operations while playing a key role on the Senior Leadership Team. This role balances day-to-day financial and IT management with long-term strategic planning, including M&A, systems implementation, and organizational growth. The ideal candidate is a collaborative, forward-thinking leader who can mentor and inspire their team, drive continuous improvement across the business, and maintain an optimistic, engaging, and fun approach along the way.

Key Responsibilities:

Financial Oversight

Manage accounting, reporting, budgeting, cash flow, and compliance.
Streamline and automate processes to improve efficiency and scalability.
Monitor controls, audits, and policies to safeguard the business.
Use financial data to drive forecasting, cost control, and growth.
Oversee collections and act as the company’s financial expert.

Technology & Cybersecurity

Lead IT strategy, vendor partnerships, and new technology rollouts.
Manage hardware/software needs and ensure reliable systems.
Oversee cybersecurity training, monitoring, and staff support.
Deliver tech projects that enable business growth and integration.

Facilities Leadership

Coordinate branch facility needs and manage vendor relationships.
Partner with the CEO to negotiate lease and purchase agreements.

Strategic Leadership

Partner with the CEO and Directors on initiatives like M&A, new systems, and organizational growth.
Lead due diligence in finance and technology, providing risk and opportunity assessments.
Mentor and develop the accounting team, promoting collaboration and growth.
Champion the selection and implementation of finance and IT systems.
Serve as Privacy Officer, ensuring compliance with privacy legislation.

Qualifications:

CPA designation (or equivalent) required.
3+ years of relevant experience.
Strong understanding of financial reporting, budgeting, compliance, and cash flow management. Experience with mergers & acquisitions, due diligence, and systems integration is considered an asset.
Knowledge of IT systems, cybersecurity practices, and vendor management.
Ability to utilize software including Microsoft Office. An understanding of the general insurance industry and the ability to utilize the Epic Broker Management System is an asset.
Ability to manage multiple deadlines and prioritize tasks effectively.
Proven leadership skills with the ability to mentor and develop a team.
Excellent communication, problem-solving, and collaboration skills.
Ability to thrive in a fast-paced, growth-focused environment.
Able to pass a criminal record check and bonding application

Why Join Us:

At WIB we believe in working hard, staying positive, and having fun while we do it. As part of our team, you’ll enjoy:

A competitive salary based on skills and experience + participation in the annual performance bonus program.
Professional development reimbursement and career growth.
A matched Group RRSP to help you invest in your future.
A full range of health benefits for your peace of mind.
Generous time off — including vacation, sick time, personal days, and even volunteer days to give back to your community
A supportive and collaborative leadership culture with opportunities to make a meaningful impact on the future of the business.
A workplace that values teamwork, innovation, and continuous improvement including engaging team building events and leadership development training.
A hybrid work arrangement is available.

If you’re ready to bring your energy, passion, and drive to a team that values both hard work and fun, we want to hear from you!

Send your resume + cover letter to info@wpgins.ca. We thank all who apply, but only those selected for an interview will be contacted.

Insurance Consultant

Ready to Level Up Your Career? Join Our Team!

Are you looking for more than just a job? Want to be part of a team that works hard, celebrates wins, and has a little fun along the way? At WIB, we’re on the lookout for enthusiastic, energetic people who are excited to grow with us!

You’ll join a high-performance sales team where collaboration, achievement, and personal growth go hand in hand. If you thrive on challenges, enjoy helping people, and love the idea of turning goals into accomplishments — this could be the perfect fit.

What You’ll Be Doing:

Deliver an awesome client experience every time
Help clients with their Autopac transactions and provide ongoing support
Manage and grow an existing shared book of personal lines business
Spot opportunities to cross-sell and help clients find the insurance solutions they really need
Hit new business and cross-sales targets (and celebrate when you do!)
Stay sharp with ongoing learning and industry updates
Be a positive force on the team and an ambassador for our company values

What We’re Looking For:

A minimum Level 1 General Insurance license (Level 2 is even better!)
IWS certification with solid Autopac experience
Experience in personal lines insurance is an asset
A positive, can-do attitude with great communication and organizational skills
Tech-savvy with Microsoft Office and comfort with the Epic BMS (bonus points if you’re already familiar!)
Able to pass a criminal record check and bonding application

Why Join Us:

At Winnipeg Insurance Brokers Ltd, we believe in working hard, staying positive, and having fun while we do it. As part of our team, you’ll enjoy:

A competitive salary + participation in the annual performance bonus program
Team and individual incentives to celebrate your wins
A comprehensive benefits program for your peace of mind
A matched group RRSP program to help you invest in your future
Generous time off — including vacation, sick time, personal days, and even volunteer days to give back to your community
Continuing education opportunities to keep your career growing
A positive, supportive workplace where your contributions truly matter

If you’re ready to bring your energy, passion, and drive to a team that values both hard work and fun, we want to hear from you!

Send your resume + cover letter to info@wpgins.ca.

We thank all who apply, but only those selected for an interview will be contacted.