Branch Manager - Crossroads Insurance

Branch Manager - Crossroads Insurance; Winnipeg; On-site; CAD 70,000 - 90,000; Full time

Job summary

A reputable insurance brokerage in Winnipeg is seeking a Branch Manager to lead operations and ensure exceptional client service. The candidate should have a Level 3 General Insurance License, strong Personal Lines experience, and a minimum of 5 years in leadership roles. This position involves mentoring staff, overseeing daily operations, and fostering a positive branch culture. Competitive compensation and a supportive environment are offered.

Benefits

Competitive compensation

Company-matching RRSP plan

Comprehensive group benefits

Paid training and continuing education

Collaborative team culture

Modern workspace

Qualifications

• Minimum 5 years supervisory or leadership experience in an insurance environment.
• Strong Personal Lines product knowledge and advisory experience required.
• Proficient computer skills with system navigation and documentation.

Responsibilities

• Oversee branch operations and ensure client interactions are professional.
• Mentor staff and conduct team meetings.
• Support and encourage client retention strategies.

Skills

Leadership

Communication

Team Development

Client Service

Operational Management

Education

Level 3 General Insurance License

CAIB designation

Tools

BMS

Job description

Province: Winnipeg, Manitoba
Position: Branch Manager
Deadline: January 16, 2026
Posted: November 18, 2025

Job Description / Duties

Overview of the Role

The Branch Manager is responsible for the overall success of the branch, including team leadership, training and coaching, operational workflow, and ensuring a welcoming and professional client experience. This role plays a key part in maintaining our shared values and supporting staff growth and development. It will be imperative to drive a positive and supportive culture, as this is at the forefront of who we are.

Key Responsibilities

Leadership & Team Development

• Serve as the primary support and point of contact for all team members.
• Mentor and train staff with a focus on building strength and confidence in Personal Lines knowledge and customer advising.
• Facilitate team meetings, quarterly reviews, and development conversations.
• Foster a positive, collaborative, and communicative branch culture.
• Oversee branch recruitment, onboarding, coaching, and performance management in partnership with the management team.

Branch Operations & Client Experience

• Oversee daily workflow and ensure smooth and efficient office operations.
• Coordinate staff scheduling to meet operational and service demands.
• Ensure all client interactions are handled professionally, accurately, and with care.
• Manage escalated inquiries and support staff in complex client conversations.
• Ensure the office environment remains professional, welcoming, and client‑ready.

Sales & Service Development

• Support and encourage cross‑selling initiatives and client retention strategies.
• Identify opportunities to enhance service delivery and build client relationships.
• Work with the management team to design and implement Personal Lines service and sales programs.

Compliance & Professional Standards

• Ensure staff licensing and CE credits remain current.
• Uphold and model adherence to company policies, industry regulations, and ethical standards.
• Maintain up‑to‑date knowledge of Personal Lines products, carrier updates, and underwriting guidelines.

Qualifications / Required Skills

Who You Are

You are a relationship‑first leader with a strong Personal Lines background. You have depth in coverage knowledge and confidence in guiding others in quoting, advising, and navigating client needs. You enjoy developing others, improving processes, and supporting a culture that values teamwork, open communication, and professionalism.

Qualifications

• Level 3 General Insurance License (required)
• Strong Personal Lines product knowledge and advisory experience (required)
• CAIB designation (or actively working toward it), preferred.
• Minimum 5 years supervisory or leadership experience in an insurance environment (preferred)
• Strong communication, coaching, interpersonal, and organizational skills
• Client‑focused mindset with a commitment to exceptional service
• Proficient computer and BMS experience; comfortable with system navigation and documentation

Additional Information

What We Offer

At Crossroads, we believe people do their best work when they feel supported, valued, and encouraged to grow. We are proud to offer:

• Competitive compensation that reflects the skills and contributions you bring.
• Company‑matching RRSP plan to help support your long‑term financial goals.
• Comprehensive group benefits and a Wellness Fund to help you feel your best at work and at home.
• Paid training and continuing education opportunities to support ongoing professional growth, including Personal Lines development and licensing support.
• A fun, welcoming, and collaborative team culture where we look out for one another and work together with respect.
• A modern, ergonomic workspace designed for comfort, collaboration, and connection.
• And yes, we love to celebrate. Birthdays, milestones, team wins, holidays, and the occasional potluck (because food really does bring people together).

If you’re looking for a workplace where you can make a meaningful difference, feel supported, and enjoy the people you work with, we’d love to meet you.

Contact Information

How to Apply

Please send your resume and cover letter to TJ McRedmond:
Email: [e-mail]
Subject Line: Branch Manager Application – [Your Name]

Employer Profile

At Crossroads Insurance, we’re more than an insurance brokerage. We’re a team built on trust, collaboration, community values, and a commitment to doing right by our clients and each other. With more than 50 years serving Manitobans, we are proud of our deep‑rooted reputation for exceptional service, genuine connections, strong local leadership and just a place you want to be. We are currently seeking a Branch Manager for our St Vital office who is passionate about people, leadership, being engaged with your team, operational excellence, and delivering an outstanding client experience. Someone who leads with empathy, proactively communicates with clarity, thrives in a fast‑moving team environment and who brings a strong knowledge base in Personal Lines insurance to support the training, mentoring, and performance of the branch.