IMMEDIATE INTERIM OPPORTUNITYInterim Program ManagerReports To: Chief Human Resources OfficerDuration: 6 - 12 MonthsLocation: GTA (Hybrid)
This is an exciting and critical interim engagement as the program manager will be a key strategic advisor to the CHRO and the CEO with direct responsibility for the turnaround and successful reintegration of a Workday and UKG implementation that has previously failed to meet its objectives. This role requires a strategic leader with deep expertise in project recovery, stakeholder management, and HR technology transformation.
Key Responsibilities:Project Recovery & Analysis:Lead a comprehensive review of the initial Workday and UKG implementation, working closely with a Big 4 partner and other key stakeholders to identify root causes of failure.Facilitate workshops and interviews to gather insights from all impacted parties.Document and communication lessons learned to executive leadership.
Roadmap Development & Reintegration:Develop a clear, actionable roadmap for bringing the project back on track, focusing on rapid stabilization and sustainable success.Prioritize the adoption of centralized scheduling and standardized processes, eliminating unnecessary customizations that contributed to previous challenges.Ensure all solutions align with industry’s best practices and regulatory requirements.
Stakeholder Engagement:Collaborate with internal teams (HR, IT, Finance), and external partners to drive alignment and accountability.Establish transparent governance structures and regular communication channels.
Process Reengineering:Lead efforts to reengineer business processes, leveraging Workday and UKG’s out-of-the-box capabilities wherever possible.Drive change management initiatives to support staff adoption and minimize resistance.
Resource Leadership & Executive Support:Quarterback internal and external resources, ensuring all parties are aligned, engaged, and working toward common objectives.Serve as the primary point of coordination between external partners, internal teams, and other stakeholders.Provide proactive support to the executive sponsor, ensuring their vision and priorities are reflected in all project activities.
Project Planning & OwnershipDeliver a realistic, detailed timeline and project plan for reintegration, based on thorough analysis and stakeholder input.Take full ownership of the reintegration plan, driving execution and holding all contributors accountable for milestones and deliverables.
Risk Management & ReportingIdentify and mitigate risks associated with reintegration.Provide regular progress updates, actionable insights, and escalation of critical issues to executive sponsors.
Qualifications & ExperienceDemonstrated success in recovering and delivering complex HRIS projects (Workday and/or UKG), with 3,000 users plus in complex centralized scheduling environments.Experience working with major consulting partners on large-scale system implementations.Strong background in project management, process reengineering, and change management.Proven ability to drive adoption of standardized solutions and reduce system complexity.Project Recovery: Expertise in turnaround strategies for failed technology projects.Technical Knowledge: Deep understanding of Workday HCM, UKG Pro/Kronos, and integrations.Stakeholder Management: Ability to influence and align diverse groups, including external consultants.Process Optimization: Skilled in process mapping, reengineering, and best practice adoption.Communication: Exceptional written and verbal skills for executive-level reporting.
PLEASE SEND YOUR CV (AS A WORD DOC) TO: Interim.Applications@LHHknightsbridge.com (Subject: Job Title)
LHH Knightsbridge Interim Management is a service to help our clients address a wide range of scenarios including leadership support due to sudden departures, driving key change initiatives or leading transformation projects. Our interim executives step in with minimal downtime to meet specific objectives and deliver results. All have held senior positions in the past and have now chosen to offer their unique depth and breadth of experience to organizations on a limited engagement basis.
Follow the LHH Knightsbridge LinkedIn page and set up a job alert to learn about new Executive Interim opportunities.
Lee Hecht Harrison Knightsbridge Corp. is committed to providing equitable treatment and accommodation to ensure a barrier-free recruitment process. In accordance with the Ontario Human Rights Code, Accessibility for Ontarians with Disabilities Act and our AODA policy, a request for accommodation will be accepted as part of the hiring process. If you require accommodation to apply or if selected to participate in an assessment process, please provide your accommodation needs in advance to the Recruitment Lead for this opportunity.
We thank all interested candidates in advance; however, only individuals selected for interviews will be contacted.
November 2025
IMMEDIATE INTERIM OPPORTUNITYInterim Program ManagerReports To: Chief Human Resources OfficerDuration: 6 - 12 MonthsLocation: GTA (Hybrid)
This is an exciting and critical interim engagement as the program manager will be a key strategic advisor to the CHRO and the CEO with direct responsibility for the turnaround and successful reintegration of a Workday and UKG implementation that has previously failed to meet its objectives. This role requires a strategic leader with deep expertise in project recovery, stakeholder management, and HR technology transformation.
Key Responsibilities:Project Recovery & Analysis:Lead a comprehensive review of the initial Workday and UKG implementation, working closely with a Big 4 partner and other key stakeholders to identify root causes of failure.Facilitate workshops and interviews to gather insights from all impacted parties.Document and communication lessons learned to executive leadership.
Roadmap Development & Reintegration:Develop a clear, actionable roadmap for bringing the project back on track, focusing on rapid stabilization and sustainable success.Prioritize the adoption of centralized scheduling and standardized processes, eliminating unnecessary customizations that contributed to previous challenges.Ensure all solutions align with industry’s best practices and regulatory requirements.
Stakeholder Engagement:Collaborate with internal teams (HR, IT, Finance), and external partners to drive alignment and accountability.Establish transparent governance structures and regular communication channels.
Process Reengineering:Lead efforts to reengineer business processes, leveraging Workday and UKG’s out-of-the-box capabilities wherever possible.Drive change management initiatives to support staff adoption and minimize resistance.
Resource Leadership & Executive Support:Quarterback internal and external resources, ensuring all parties are aligned, engaged, and working toward common objectives.Serve as the primary point of coordination between external partners, internal teams, and other stakeholders.Provide proactive support to the executive sponsor, ensuring their vision and priorities are reflected in all project activities.
Project Planning & OwnershipDeliver a realistic, detailed timeline and project plan for reintegration, based on thorough analysis and stakeholder input.Take full ownership of the reintegration plan, driving execution and holding all contributors accountable for milestones and deliverables.
Risk Management & ReportingIdentify and mitigate risks associated with reintegration.Provide regular progress updates, actionable insights, and escalation of critical issues to executive sponsors.
Qualifications & ExperienceDemonstrated success in recovering and delivering complex HRIS projects (Workday and/or UKG), with 3,000 users plus in complex centralized scheduling environments.Experience working with major consulting partners on large-scale system implementations.Strong background in project management, process reengineering, and change management.Proven ability to drive adoption of standardized solutions and reduce system complexity.Project Recovery: Expertise in turnaround strategies for failed technology projects.Technical Knowledge: Deep understanding of Workday HCM, UKG Pro/Kronos, and integrations.Stakeholder Management: Ability to influence and align diverse groups, including external consultants.Process Optimization: Skilled in process mapping, reengineering, and best practice adoption.Communication: Exceptional written and verbal skills for executive-level reporting.
PLEASE SEND YOUR CV (AS A WORD DOC) TO: Interim.Applications@LHHknightsbridge.com (Subject: Job Title)
LHH Knightsbridge Interim Management is a service to help our clients address a wide range of scenarios including leadership support due to sudden departures, driving key change initiatives or leading transformation projects. Our interim executives step in with minimal downtime to meet specific objectives and deliver results. All have held senior positions in the past and have now chosen to offer their unique depth and breadth of experience to organizations on a limited engagement basis.
Follow the LHH Knightsbridge LinkedIn page and set up a job alert to learn about new Executive Interim opportunities.
Lee Hecht Harrison Knightsbridge Corp. is committed to providing equitable treatment and accommodation to ensure a barrier-free recruitment process. In accordance with the Ontario Human Rights Code, Accessibility for Ontarians with Disabilities Act and our AODA policy, a request for accommodation will be accepted as part of the hiring process. If you require accommodation to apply or if selected to participate in an assessment process, please provide your accommodation needs in advance to the Recruitment Lead for this opportunity.
We thank all interested candidates in advance; however, only individuals selected for interviews will be contacted.
November 2025
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
THE COMPANY
Portage Mutual Insurance (“PMI”) is a proudly 100% Canadian-owned company, established in 1884 upon the principles of security, integrity, hard work, and personalized service. Over the years, PMI has continued to grow and has built a reputation as one of the most responsive property and casualty (P&C) insurers in Canada. And, the principles that guide the company, and the friendly, small town style of doing business, remain the same. PMI offers a wide range of insurance products that, in many cases, have helped set the industry standards for residential, automobile, commercial, and agricultural business coverage. Serving over 167,000 policyholders and taking pride in giving thoughtful, personalized service on each each and every claim, earns PMI’s top ratings for claims service. The company’s products are marketed through over 295 independent insurance brokers and more than 700 points of distribution. This reflects a partnership approach which aims to deliver better service and value to policyholders. The combination of PMI’s logo and tagline Facing the storm with you is an apt metaphor to describe a company whose purpose is to take on risk and protect people.
Vision: To be the most trusted mutual insurer in Canada
Our Vision is to achieve sustained, strategic growth enabled by our investments in people and an agile culture. Our trusted partnerships with brokers, pricing excellence, and customer driven innovation will make us the insurer of choice in our markets. We will remain committed to brokers and committed to our communities.
Mission: To provide peace of mind
Portage Mutual Insurance provides quality insurance products and services with exceptional value, powered by passionate people. Our mission is protection and peace of mind for policyholders - promises we keep in partnership with brokers.
Values: Integrity: Since 1884, we have held a principled dedication to honesty and the highest standard of ethics. Mutuality: We believe deeply in our moral obligation to value and support the well-being of our policyholders, our team and our communities. Peace of Mind: We value the trust of our policyholders and partners. Portage Mutual is committed to protecting their financial security. Progressive: We are passionate about our business, seeking excellence today and preparing for a dynamic future. Reliability: Our financial strength ensures stability and is a commitment to being an insurer our policyholders and partners can rely on.
THE OPPORTUNITY
PMI is seeking an experienced Chief Legal and Governance Officer (“CLGO”) to join their Senior Leadership Team. This newly created role reports operationally to the Board Chair and administratively to the CEO, serves as an Officer of the company and is a trusted advisor to the Board of Directors, Board Chair, Board Committees and their respective committee Chairs on corporate governance and legal matters.
Additionally, the CLGO functions as a key operational resource to the Board, President & CEO, Senior Leadership Team, and the company as a whole, in providing independent and objective professional governance and legal advice to the organization and any subsidiary companies. The CLGO provides practical, solutions-oriented counsel on corporate initiatives, transactions, and governance matters. This role also oversees legal risk mitigation, policy stewardship, and ethical practices, embedding a strong compliance culture throughout the organization; ensuring governance and legal considerations enable, rather than constrain, strategic innovation. While not directly responsible for enterprise risk management, the CLGO ensures governance structures reinforce resilience, regulatory compliance, and stakeholder trust.
KEY ACCOUNTABILITIES
Chief Compliance Officer and Regulatory and Compliance Management: Oversee compliance with insurance legislation, corporate disclosure requirements, privacy laws, and other applicable regulatory frameworks. Ensure timely filings and maintain strong relationships with regulators.
Corporate Secretary: Act as Corporate Secretary to the Board of Directors and its committees and provide regulatory and governance expertise ensuring effective Board operations, high-quality materials, accurate records, and compliance with fiduciary and disclosure obligations.
Legal Oversight and Chief Privacy Officer: Provide strategic and operational legal counsel on corporate, regulatory, contractual, employment, and litigation matters, ensuring PMI operates within applicable laws and regulations.
Corporate Governance Leadership: Maintain strong governance frameworks, practices, and documentation that meet regulatory standards and support effective decision-making at the Board and executive levels.
THE IDEAL CANDIDATE
The ideal candidate will possess the following experience, qualifications, knowledge, skills, and attributes:
A seasoned legal and governance executive with 7+ years of progressive legal experience within insurance, financial services, or other highly regulated industries. Brings deep expertise in complex regulatory frameworks, compliance, privacy, legal, and governance. Highly experienced in working with Boards and Board Chairs, with a talent for engaging in productive, solution-oriented discussions that support effective decision-making. Skilled in providing governance leadership and fulfilling Corporate Secretary responsibilities with confidence and professionalism. Recognized as a strategic yet hands-on leader, equally comfortable advising on enterprise-wide initiatives and rolling up their sleeves to draft policies, prepare materials, or address operational challenges directly. A trusted relationship builder, adept at fostering credibility with regulators, executives, and stakeholders. Strong people leader with a track record of developing high performing teams and positioning the legal and governance function as a valued business partner. Proven track record serving as Corporate Secretary or senior governance executive, with strong Boardroom presence. Industry Knowledge: In-depth understanding of insurance regulatory frameworks, compliance requirements, and disclosure obligations. Demonstrated ability to lead legal and governance teams, manage external counsel, and influence senior stakeholders. Exceptional communication, negotiation, and relationship-building skills, with the ability to translate complex legal and governance issues into actionable advice. Law degree (JD/LLB) and active membership in good standing with a recognized bar association. Institute of Corporate Directors (ICD) Courses or Designations, an asset. Governance Professionals of Canada Courses &/or Designations, an asset. Membership of (or ability to be accepted into) the relevant professional bodies.
TRAVEL The successful candidate will be required to travel to Manitoba approximately six times/year.
ACCOMMODATION To better serve the diversity of its community, Portage Mutual Insurance is dedicated to creating an inclusive and equitable environment for both clients and staff, and to the representation and hiring of all ethnicities, races, sexual/gender identities, cultural backgrounds, abilities, and beliefs. Portage Mutual Insurance is committed to providing a barrier-free environment for everyone who enters its premises, accesses its information, or uses its services. Should you require accommodation to participate as a candidate in the hiring process, please communicate your needs to the LHH Knightsbridge project team.
CONTACT INFORMATION Lindsay Millard, Senior Consultant
About LHH Knightsbridge –
