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Head Of Programs Jobs in Ontario (NOW HIRING)

Head of Field Underwriting & Distribution and General Manager, North American Construction Company ... Support program development (e.g., Master Builders Risk) and operational readiness (Account ...

Head of Construction

Toronto, ON · On-site

$180 - $280/hr

Head of Field Underwriting & Distribution and General Manager, North American Construction Company ... Employee & Family Assistance Programs * An opportunity to get involved and become a member of one ...

Head of Field Underwriting & Distribution and General Manager, North American Construction Company ... Support program development (e.g., Master Builders Risk) and operational readiness (Account ...

About the role The Head of Multinational, Canada will provide leadership and strategic direction of ... Internally, be an expert on fronting and multinational business including program design ...

Staffbase is seeking a Head of Growth to own and scale our marketing-led pipeline strategy and ... Build and scale ABX programs that deliver highly personalized engagement for target accounts and ...

Role OverviewWe are hiring a Head of Consumer to own worldwide consumer revenue strategy and ... programs across pricing, onboarding, and product surfaces Partner with Product to drive product-led ...

Head of Outbound

Toronto, ON · On-site

$185 - $225/hr

What We're Looking For We're seeking a Head of Outbound to own the strategy, execution, and ... running outbound programs across multiple segments. * Experience building outbound playbooks ...

... Head of Operations to become the operational backbone of the company: to consolidate the run-the ... Drive cross-functional execution and program management, turning strategy into shipped outcomes ...

Head of Risk

Toronto, ON · On-site

$120 - $140/hr

I'm hiring a Head of Risk to take ownership of the day‑to‑day risk function at Loop, owning ... Lead the day‑to‑day AML program, including alert review, SAR/STR filings, sanctions screening ...

The Head of Resourcing & Metrics within the Business Strategy & Operations (BSO) function is ... of resource data with program timelines, study demand, and investment trade-offs * You set ...

Head of Clinical Systems Head Office - London 37.5 Hours & Permanent Salary: Up to 90,000 per year ... Strong organisational and programme oversight capabilities, managing multiple operational ...

Head of Product Marketing

Toronto, ON · On-site

$120 - $160/hr

About the Role We're hiring a Head of Product Marketing to lead the function responsible for ... Build pre- and post-sale programs that improve product adoption and help customers realize more ...

What you'll do We are looking for a Head of Marketing Operations to lead a critical team to help ... Experience leading programs across multiple functional areas simultaneously * Track record of ...

The Head of Resourcing & Metrics within the Business Strategy & Operations (BSO) function is ... of resource data with program timelines, study demand, and investment trade-offs * You set ...

Head of Direct, Canada

Toronto, ON · On-site

$162 - $202/hr

The Head of Direct (eCommerce) is responsible for defining and delivering the growth strategy for ... Experience developing affiliate marketing and partnership programs. * Experience managing third ...

As a Head of Tax & Asset Compliance your key area of responsibility will be turning Geotab ... Flex working arrangements Home office reimbursement program Baby bonus & parental leave top up ...

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Showing results 1-20

Head Of Programs information

What does a head of programs do?

A Head of Programs is responsible for overseeing the planning, development, and execution of multiple projects or initiatives within an organization. This role involves managing program teams, ensuring alignment with organizational goals, measuring program success, and often reporting progress to senior leadership. The Head of Programs collaborates with various stakeholders to secure resources, mitigate risks, and adapt strategies as needed. Their work is crucial to ensuring that programs are delivered on time, within budget, and with the desired impact.

What are the key skills and qualifications needed to thrive as a head of programs?

To thrive as a Head Of Programs, you need expertise in program management, strategic planning, and budgeting, usually backed by an advanced degree in management or a related field. Familiarity with project management tools, data analysis software, and reporting systems is typically required, along with certifications like PMP or PRINCE2. Strong leadership, stakeholder management, and communication skills distinguish top performers in this role. These abilities are critical for ensuring program success, driving organizational objectives, and maintaining effective team and partner relationships.

What are some common challenges faced by a head of programs when managing multiple projects across different teams?

A Head of Programs often encounters challenges such as balancing competing priorities, ensuring clear communication across diverse teams, and aligning multiple projects with overall organizational goals. Managing resource allocation and timelines can be complex, especially when teams have overlapping needs or dependencies. Additionally, adapting to shifting stakeholder expectations and maintaining high program quality requires strong leadership, strategic thinking, and proactive problem-solving.

What is the difference between Head Of Programs vs Program Manager?

AspectHead Of ProgramsProgram Manager
ResponsibilitiesOversees multiple projects, sets strategic direction, manages teams, and aligns programs with organizational goals.Manages individual projects or a set of related projects, ensuring timely delivery and resource coordination.
Required CredentialsTypically requires a bachelor’s or master’s degree in a related field, with extensive experience in program management and leadership certifications.Usually requires a bachelor’s degree, project management certifications (e.g., PMP), and relevant experience.
Work EnvironmentSenior leadership setting, often in non-profit, government, or corporate sectors, with strategic planning responsibilities.Operational environment, working closely with project teams, stakeholders, and clients to deliver specific projects.

The Head Of Programs focuses on strategic oversight and leadership of multiple programs, while the Program Manager handles the day-to-day management of individual projects. Both roles require strong project management skills, but the Head Of Programs has a broader, more strategic scope.

Infographic showing various Head Of Programs job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 18% Part Time, and 3% Contract. Highlights an 84% Physical, 1% Hybrid, and 15% Remote job distribution.

Head of Construction

Liberty Mutual Canada

Toronto, ON • On-site, Remote

Full-time

Medical, Dental, Life, Retirement

Re-posted 3 days ago


Job description

Department:

Underwriting

Location:

Toronto, Calgary, Vancouver or Montreal

Reports To:  

Head of Field Underwriting & Distribution and General Manager, North American Construction

Company Overview:

Liberty Mutual Canada is the Canadian operation of Liberty Mutual Insurance Company. We offer a broad suite of commercial insurance products and solutions to mid-size and large Canadian companies with Canadian, North American and/or multinational risks. Liberty Mutual Canada has over 300 employees and services its clients coast-to-coast from our regional offices in Vancouver, Calgary, Toronto, Montreal and Halifax.

At Liberty Mutual Canada, diversity is about all of us. Our promise to you is a culture that is collaborative, rewarding and empowering. We are committed to attracting and retaining employees across all dimensions of diversity and believe that recognizing, appreciating, and applying the unique insights, perspectives and backgrounds of each person cultivates an atmosphere of trust and respect. At Liberty Mutual Canada, our values are to foster a high-performing, equitable and inclusive culture where the best talent of all backgrounds can bring their whole selves to work and succeed.

If you are unsure whether or not your experience matches every requirement below, we encourage you to apply anyway. We are looking for varied and diverse perspectives and experiences that we can add to our team!

Our core values guide all of our decision-making and come to life through our benefits and employee programs. We offer:

       A premier flexible work environment (a combination of on-site & remote work) supporting our employees in their pursuit of a healthy work-life balance

       Competitive health & dental benefits plan

       Market-leading pension plan

       Competitive time off policy

       External education & tuition reimbursement programs

       Employee & Family Assistance Programs

       An opportunity to get involved and become a member of one of our national employee committees - social responsibility, employee engagement, diversity, equity & inclusion

The Opportunity:

The Head of Construction will build and lead a national, multi-line Construction industry vertical with a region-first go-to-market operating model. This role carries national profit and loss accountability across a Construction portfolio spanning property and casualty lines on an annual and project basis - including property, GL, automobile, contractors equipment/inland marine, builders risk, wrap-up and US workers compensation. The Head of Construction will work closely with Surety and Specialty leaders to maximize cross-line success across surety, professional liability, contractors pollution liability, management liability, cyber, and marine, and will partner with aligned functional leads across risk control/engineering, operations, claims, and technology.

At the core of this role is field underwriting execution - translating the underwriting strategy developed in partnership with the Office of Underwriting into disciplined, consistent risk selection and portfolio outcomes across Canada. The Head of Construction will own the go-to-market and distribution strategy, manage strategic broker partnerships at a national level, and embed regional underwriting pods that bring the vertical to life in market. This leader is accountable for driving profitable growth, maintaining portfolio quality, and ensuring the field operates with the risk selection discipline and appetite alignment required to build a top-quartile Construction book.

This leader will also serve as Liberty Mutual Canada's (LMC) primary connection into the North American Construction vertical - contributing Canadian market insights and portfolio performance strategies into North American strategy discussions, activating cross-border capabilities within the Canadian market, and ensuring LMC's Construction go-to-market approach is informed by and aligned with the broader NA Construction strategy where relevant.

Duties & Responsibilities:

  • Champion and model our Liberty Values and Guidelines for Inclusion to drive market leading culture and ensure positive employee engagement.
  • Own national profit and loss accountability for the multi-line Construction vertical; set portfolio objectives, monitor execution against plan, and ensure performance visibility in collaboration with the Office of Underwriting (OOU).
  • Develop and execute a region-first go-to-market strategy - deploying regionally-embedded underwriting pods to win mid-to-large annual contractor and project business, supported by centralized centres of excellence where efficiency and consistency demand it.
  • Execute the underwriting strategy developed in partnership with the OOU - translating appetite, risk selection criteria, portfolio limits, and aggregation controls into consistent field-level decisions; partner with OOU on governance, wordings, tools, and referral frameworks.
  • Lead, recruit, develop and retain a national Construction team including national resources and oversight of regionally-embedded underwriters in Western Canada, Ontario, Quebec and Atlantic Canada.
  • Drive bilingual capabilities and regional responsiveness in Quebec and other provinces as required.
  • Own the national broker strategy for Construction - building and managing strategic broker partnerships that improve hit rates, retention, and multi-line share of wallet; serve as primary liaison with Surety leadership to amplify contractor insights and maximize bid success.
  • Partner with Specialty leaders (Environmental, Cyber, Financial Lines, Marine) to identify and capture multi-line opportunities; ensure the team is actively pursuing and tracking cross-line wins within the vertical.
  • Coordinate with Regional Leaders to ensure Construction underwriters are integrated into regional servicing models and aligned with broader P&C activity across industry segments.
  • Engage actively with the North American Construction vertical - contributing Canadian go-to-market insights, broker dynamics, and portfolio performance into NA strategy and planning discussions; leverage NA capabilities, cross-border products, and distribution resources to accelerate profitable growth within the Canadian vertical.
  • Collaborate with Risk Control/Engineering to shape pre-bind surveys, post-bind service plans and hiring and prioritization of national risk control/engineering resources in support of the vertical's risk selection and loss mitigation objectives.
  • Work with Claims leadership to appoint Construction claims liaisons, ensure effective large loss reviews, subrogation approaches and claim trend monitoring that inform underwriting action.
  • Support program development (e.g., Master Builders Risk) and operational readiness (Account Analysts, Underwriting tools etc.).
  • Provide input into financial planning and monthly reporting for Construction results and support the development of five-year growth plans to achieve 2030 portfolio ambitions.
  • Represent Liberty Mutual Canada in market forums and act as a senior ambassador for the Construction vertical with brokers, clients, and industry stakeholders.

Skills & Qualifications:

  • 15+ years of commercial underwriting experience with meaningful exposure to Construction lines of business. Significant prior leadership and people management experience required.
  • Proven track record of building, scaling and managing profitable multi-line portfolios - with demonstrated ability to execute against an underwriting strategy and contribute meaningfully to its development.
  • Strong people leadership capability - demonstrated success recruiting, developing, and retaining high-performing underwriting teams across geographies; ability to set direction, hold teams accountable, and build a culture of disciplined risk selection and portfolio ownership.
  • Experience operating within a North American or multi-jurisdictional insurance platform - ability to navigate a matrixed organization, contribute to broader North American strategy discussions, and activate enterprise-level capabilities locally while preserving Canadian market nuance.
  • Established track record managing strategic broker relationships at a national level - ability to develop and execute a broker strategy that drives hit rates, retention, multi-line penetration, and preferential submission flow.
  • Experience leading regionalized operating models, balancing locally embedded underwriting teams with centralized technical resources and governance.
  • Strong commercial acumen with P&L responsibility experience; ability to translate portfolio analytics into actionable field-level decisions and go-to-market adjustments.
  • Sound working knowledge of Construction lines including surety interplay, contractor finance/WIP, JVs, and PPP exposures - sufficient to lead credibly in market and provide strategic direction to the team.
  • Excellent cross-functional collaboration skills - proven relationship-building skills with brokers, clients and internal partners; proven ability to partner across Specialty lines, Claims, Risk Control/Engineering, Operations, and Surety to deliver integrated client and portfolio outcomes.
  • Strong communicator, active listener and critical thinker - with the commercial negotiation skills to win in a competitive market.
  • Appetite for data-driven decision making; familiarity with portfolio tracking, data coding, and using analytics to steer execution.

This posting is for an active, current vacancy. We do not use AIbased screening tools in our hiring process. Candidates who complete an interview and remain under consideration may request, and will receive, feedback within 45 days.

Liberty Mutual Canada is committed to fostering an inclusive, accessible environment where all employees feel valued and supported. We are committed to building a workforce that is representative of the communities we operate in and serve. If you require an accommodation for the recruitment/interview process due to a disability (which may be invisible or visible, temporary or permanent), please let us know and we will work with you to meet your needs.