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Chief Program Officer Jobs in Ontario (NOW HIRING)

WES

Chief Technology Officer (Remote)

Toronto, ON · Remote

CA$220K - CA$250K/yr

Chief Technology Officer Department: Technology Reporting to: Chief Business Officer Location ... From evaluating academic credentials to shaping policy, designing programs, and providing ...

MealSuite

CFO (Chief Financial Officer)

Cambridge, ON · On-site

Reporting to the CEO, you'll function as a true builder, owning financial strategy, strengthening operational discipline, and helping scale a high-growth software business across international ...

Phelps Group

Chief Financial Officer

Toronto, ON

About the Role The Chief Financial Officer (CFO) is accountable for setting the strategic direction ... Lead the development of financial frameworks, policies, and programs to enable consistent ...

Kensington

Group CFO

Toronto, ON

The CFO will oversee Corporate Development & M&A, Financial Operations, Treasury, and FP&A, with a ... Oversee insurance programs and related risk management practices. * Improve treasury processes ...

Welch LLP

Chief Operating Officer

Ottawa, ON · On-site

Experience leading organization-wide initiatives, performance management programs, and governance ... The COO will play a critical role in strengthening how Welch executes strategy, manages performance ...

Kensington

Chief People Officer (CPO)

Toronto, ON · On-site

Build leadership development programs that improve management capability and prepare high-potential ... Partner with the CEO and Executive Leadership Team to strengthen and sustain Kensington's culture ...

Harlem Grown

Lead the planning, implementation, and continuous improvement of Harlem Grown's Community Center in partnership with the Director of Youth Programs and Chief Program Officer, ensuring it operates as ...

Valsoft Corporation

Chief Operating Officer

Toronto, ON · On-site

The COO must identify, define, and execute the strategies required to achieve the growth plans and ... Develop and maintain competitive intelligence programs, generating industry trend reports to inform ...

Valsoft Corporation

Chief Operating Officer

Toronto, ON · On-site

The COO must identify, define, and execute the strategies required to achieve the growth plans and ... Develop and maintain competitive intelligence programs, generating industry trend reports to inform ...

Socket.dev

Chief People Officer (CPO)

Toronto, ON · On-site

$180 - $250/hr

Build leadership development programs that improve management capability and prepare high-potential ... Partner with the CEO and Executive Leadership Team to strengthen and sustain Kensington's culture ...

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Showing results 1-20

All JobsChief Program Officer JobsChief Program Officer Jobs in Ontario

Chief Program Officer information

See Ontario salary details

$47.5K

$121.9K

$179.5K

How much do chief program officer jobs pay per year?

As of Aug 12, 2026, the average yearly pay for chief program officer in Ontario is $121,872.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,000.00 and $144,500.00 per year, depending on experience, location, and employer.

What is a chief program officer?

Chief Program Officers (CPOs) are senior executives responsible for overseeing and guiding the development, implementation, and evaluation of an organization's programs and initiatives. They ensure that all program activities align with the organization's mission, goals, and strategic priorities. CPOs often manage program staff, coordinate across departments, and report outcomes to executive leadership and stakeholders. Their work is crucial in ensuring programs are effective, efficient, and produce meaningful impact.

What is the role of a chief program officer?

The role of the chief program officer (CPO) is to develop, implement, and oversee a non profit organization’s programming, such as designing outreach programs or job training courses for the homeless. You consult with the executive director, CEO, and other executive managers at an organization to improve the existing programming and services and plan or coordinate new programs. Other duties and responsibilities are to manage program implementation and funding, provide leadership to program coordinators, volunteers, and other staff, solicit feedback, and analyze the effectiveness of programs.

What are the key skills and qualifications needed to thrive as a chief program officer, and why are they important?

To thrive as a Chief Program Officer, you need expertise in program management, strategic planning, and organizational leadership, often supported by an advanced degree in business, public administration, or a related field. Familiarity with project management software, data analytics tools, and outcome measurement systems is typical, along with knowledge of relevant compliance standards. Exceptional communication, stakeholder engagement, and problem-solving skills set outstanding leaders apart in this role. These competencies are crucial for aligning programs with organizational goals, ensuring effective execution, and driving impactful results.

How does a chief program officer typically balance strategic oversight with hands-on program management in their daily work?

A Chief Program Officer (CPO) often navigates the challenge of overseeing organizational strategy while remaining engaged in the operational aspects of program delivery. This balance is achieved by setting clear goals, delegating day-to-day management to experienced program directors, and regularly reviewing performance metrics. CPOs also facilitate cross-departmental collaboration to ensure programs align with the organization's mission and strategic objectives. Effective communication and a strong leadership presence are essential, as CPOs serve as a bridge between executive leadership and program teams.
More about Chief Program Officer jobs
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What job categories do people searching Chief Program Officer jobs in Ontario look for? The top searched job categories for Chief Program Officer jobs in Ontario are:
What are popular job titles related to Chief Program Officer jobs in ON? For Chief Program Officer jobs in ON, the most frequently searched job titles are:
Chief Program Officer jobs near you
Infographic showing various Chief Program Officer job openings in Ontario as of August 2026, with employment types broken down into 89% Full Time, and 11% Part Time. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $121,872 per year, or $58.6 per hour.

Chief Operating Officer (COO)

OTT Financial Group

Toronto, ON • On-site

Full-time

Medical, Dental, Vision, Life, PTO

Re-posted 3 days ago

Job description


OTT Pay Inc. is an established, fully funded fintech company focused on delivering streamlined financial payment solutions. With a strategic focus on both acquiring and issuing business, we are developing a mobile-first platform that offers a wide range of financial services, loyalty programs, and innovative products, including credit cards, payment solutions, e-commerce, gift cards, and more. We are a results-driven, forward-thinking organization that values goal orientation and continuous improvement.


At OTT Pay, you will find abundant opportunities for professional growth, working alongside a talented and diverse team from various industries. Our collaborative and innovative environment fosters learning and development, empowering you to excel and make a tangible impact. This is a unique chance to join a company dedicated to reshaping financial solutions for the future.


We are seeking an experienced, strategic, and results-drivenChief Operating Officer (COO) to serve as the operational engine of the company. Reporting directly to the CEO, the COO will oversee day-to-day administrative and operational functions, translate the company's vision and strategy into actionable, high-impact business processes, and ensure the organization scales effectively and efficiently to meet rapid growth objectives. A key component of this role includes evaluating, piloting, and embedding AI and Generative AI technologies into core business processes.

What'sin it for you:

  • Competitivesalarydepending on experience, plus performance bonus
  • Extended Health, Dental, and Vision Benefits
  • Life and Disability Insurance
  • Generous Vacation Leave
  • Centrallylocatedmodern and spacious offices close to Eglinton and Leslie
  • Free use of onsite Gym and Sports Facilities, and regular Company Social Events
  • Learning and Professional Development Support
  • Tremendous opportunities for Growth and Development

How you will contribute:


Strategic Operational Leadership & Scalability

  • Translate the company's vision and long-term strategy into clear, executable, and measurable operational plans across all departments.
  • Design, implement, and optimize processes and systems to maximize efficiency, productivity, and organizational scalability.
  • Establish KPIs and operational metrics, monitor performance, and take corrective actions to ensure company-wide targets are met.
  • AI & Generative AI Implementation Strategy
  • Develop and lead the strategy for identifying and implementing AI/GenAI tools across non-product departments (Marketing, Sales, Customer Support, HR, Finance).
  • Drive operational leverage by using AI to automate repetitive tasks, improve data analysis, and accelerate decision-making, defining KPIs for AI-driven productivity gains.
  • Oversee proof-of-concept projects, vendor management, and governance frameworks to ensure secure, ethical, and compliant use of AI technologies and data.
  • Collaborate with the CTO/Head of Engineering to ensure internal AI initiatives align with technical architecture and security standards.

Cross-Functional Management & Alignment

  • Partner with the executive team (CFO, CTO, CSO, etc.) to ensure resource allocation and departmental activities align with strategic goals.
  • Work with Product and Engineering to ensure operational processes support the product roadmap, development cycles (DevOps/CI/CD), and quality assurance.
  • Collaborate with Sales and Marketing leadership to optimize the end-to-end sales and customer lifecycle, including lead-to-cash processes, CRM utilization, and forecasting.

Customer Success and Service Delivery

  • Oversee Customer Success, Onboarding, and Support teams to ensure exceptional customer satisfaction, strong retention, and maximized customer lifetime value (LTV).
  • Implement best practices in customer support and professional services to ensure timely, effective resolution of customer issues.

Financial & Administrative Stewardship

  • Partner with the CFO to manage the operating budget, control costs, and lead initiatives that support financial health and profitability.
  • Ensure operational compliance with all legal, regulatory, and industry standards (SOC 2, ISO, GDPR), proactively managing risk.

Leadership and Culture

  • Lead, mentor, and inspire executives and managers, fostering a culture of accountability, continuous improvement, and ownership.
  • Champion OTT Pay's values, prioritizing an inclusive, positive, and engaging work environment that attracts and retains top industry talent.

What you bring to the table:

Experience & Expertise

  • 10+ years of progressive leadership experience, including 5+ years in an executive operational role (COO, VP Operations, etc.) within SaaS or high-growth tech environments.
  • Demonstrated experience scaling operations and optimizing processes during periods of rapid growth.
  • Proven track record leading digital transformation and AI/ML adoption initiatives in large or fast-scaling organizations.
  • Strong understanding of SDLC, product management, DevOps, and modern cloud technologies.
  • Experience managing P&L, developing budgets, and leveraging financial metrics for decision-making.

Education

  • Bachelor's degree in Business, Engineering, Computer Science, or related field; MBA or advanced degree preferred.

Skills

  • Strategic thinking and advanced problem-solving capabilities.
  • Highly effective decision-making abilities.
  • Exceptional verbal and written communication.
  • Strong technical fluency in AI, Machine Learning, and Generative AI applications (as a strategic leader, not necessarily a data scientist).

Office Location: 1123 Leslie Street, North York

Schedule: Mon - Fri, 9:00am to 5:30pm

OTT Financial Group is committed to fostering an inclusive and accessible environment where all employees feel valued and respected, and where every employee can realize their potential. We are committed to providing reasonable accommodation, ifrequired, and will work with you to meet your needs. We appreciate all applicants for their interest; however, only those candidates selected for an interview will be contacted.

Apply