Director, Commercial Insurance

Westland Insurance Group

$90K — $120K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Minimum 5 years in commercial lines with 3-5 years in leadership roles.
  • Level 3 General Insurance License required; industry designations preferred.
  • Proven track record in coaching and leading high-performing teams.
  • Strong strategic leadership and execution to meet business results.
  • Extensive knowledge of the commercial marketplace and best practices.
  • Excellent communication and relationship-building skills.
  • Experience in collaboration with cross-functional teams to solve complex problems.

Responsibilities

  • Lead and coach a team of Commercial Account Executives for growth and retention.
  • Partner with the Commercial Servicing Team to enhance client service delivery.
  • Collaborate with marketing to ensure high-quality submissions to the market.
  • Ensure adherence to growth processes such as Portfolio Reviews and Strategic Account Reviews.
  • Oversee business development and performance metrics for process and client service.
  • Engage directly with clients and carrier partners for additional support.
  • Monitor performance metrics and drive continuous improvement initiatives.

Benefits

  • Flexible and welcoming workplace culture.
  • Opportunities for personal and professional growth.
  • Autonomy in driving individual success.
  • Inclusive culture with a diverse community of professionals.
  • Comprehensive total rewards program for health and wellness.
  • Flexible paid Values Days to celebrate personal events.
  • Paid Volunteer Days supporting community causes.
Full Job Description
We're searching for a Director, Commercial Insurance. Are you searching for new possibilities?

Westland Insurance Group Ltd. is growing, and we're looking for a dynamic commercial insurance leader to elevate our Middle Market segment as Director, Commercial Insurance. This is a leadership role responsible for driving growth, strengthening client relationships, and empowering a high-performing team of Account Executives. This position is a Hybrid model based in Lamont, Alberta, with travel as required.

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.

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.

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 high-performing sales and service teams? Are you passionate about developing commercial insurance professionals, strengthening market relationships, and driving disciplined growth strategies? If so, join our collaborative Commercial leadership 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 of people with a wide variety of backgrounds
  • A total rewards program that takes care of your financial, physical, and mental health
  • Flexible paid Values Days to celebrate days important to you
  • Paid Volunteer Days for employees as part of Amplifying Communities, a program to support causes that matter most to our employees and clients


Why we'll love you:
  • Minimum of 5 years in commercial lines with 3-5 years of leadership experience
  • Level 3 General Insurance License required. Industry designations (CAIB, CIP, CRM, or FCIP) preferred.
  • Proven experience coaching, developing, and leading high-performing teams
  • Strong track record of meeting business results through strategic leadership and disciplined execution
  • Deep commercial marketplace knowledge with the ability to guide Account Executives on marketing strategy, portfolio management, and retention best practices
  • Strong communication, interpersonal, and relationship-building skills
  • Experience collaborating with cross-functional business partners and solving complex business problems
  • High level of professional integrity and a commitment to delivering exceptional client experiences
  • Entrepreneurial mindset with strong business acumen and a growth-oriented approach


Once here, you'll:
  • Lead and coach a team of Commercial Account Executives to drive growth, retention, and strong process execution
  • Partner with the Commercial Servicing Team to ensure seamless client service
  • Collaborate with the Marketing team to deliver high-quality market submissions
  • Ensure adherence to key growth processes, including Portfolio Reviews, Renewal Stewardship, the Jeopardy Process and Strategic Account Reviews
  • Oversee team business development and operational performance, including process execution, client service, and employee attraction, development, and retention
  • Engage directly with clients, prospects, and carrier partners when additional support is required
  • Set individual goals, provide coaching, and hold team members accountable for results
  • Collaborate with cross-functional leaders across Personal Lines, People & Performance, Finance, and IT to deliver on corporate initiatives
  • Monitor and act on performance metrics to support continuous improvement
  • Maintain strong industry knowledge and participate actively in regional insurance associations and carrier networks
  • Travel as needed to support clients, markets, and team members


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