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Strategy And Operations Jobs in Ontario (NOW HIRING)

Strategy, Lead

Toronto, ON ยท Hybrid

  • PTO

Develop opportunity sizing, financial models, and operational scenarios for strategic initiatives. * Support leaders by translating strategic direction into clear insights and structured ...

Vantage is a wholly owned strategic platform of Investcorp Corsair Infrastructure Partners for ... The Director, Operations interacts with internal and external stakeholders to ensure that the ...

We bring brands to life wherever communities come together and shopping happens, connecting strategy, operations, people and performance across retail, assisted selling and experiential environments.

We bring brands to life wherever communities come together and shopping happens, connecting strategy, operations, people and performance across retail, assisted selling and experiential environments.

The Revenue Strategy and Operations Team Revenue Strategy & Operations sits at the heart of our organization, driving operational excellence across our entire revenue organization. As part of Okta ...

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Strategy And Operations information

What is a strategy and operations role?

Strategy and Operations roles focus on designing, implementing, and optimizing business strategies and processes to drive organizational growth and efficiency. Professionals in these positions analyze market trends, develop business plans, and coordinate cross-functional teams to achieve company objectives. They often work closely with senior leadership to identify opportunities for improvement and ensure that day-to-day operations align with long-term strategic goals.

What are some common challenges faced by professionals in strategy and operations roles, and how can they be effectively addressed?

Professionals in Strategy and Operations often encounter challenges such as aligning cross-functional teams, adapting to rapidly changing business priorities, and balancing long-term strategy with urgent operational needs. Effective communication and stakeholder management are key to overcoming these obstacles. Building strong relationships across departments, staying adaptable, and leveraging data-driven insights can help Strategy and Operations teams successfully implement initiatives and drive organizational growth.

What are the key skills and qualifications needed to thrive as a strategy and operations professional, and why are they important?

To excel as a Strategy and Operations professional, you need strong analytical skills, business acumen, and a relevant degree such as in business, economics, or engineering. Familiarity with data analytics tools (like Excel, SQL, or Tableau), project management software, and sometimes Lean Six Sigma or PMP certification is highly valued. Exceptional problem-solving, communication, and stakeholder management abilities set top performers apart. These skills are crucial for driving organizational efficiency, informed decision-making, and successful execution of strategic initiatives.

What are the most commonly searched types of Strategy And Operations jobs in Ontario?

The most popular types of Strategy And Operations jobs in Ontario are:

What are popular job titles related to Strategy And Operations jobs in Ontario?

For Strategy And Operations jobs in Ontario, the most frequently searched job titles are:

What job categories do people searching Strategy And Operations jobs in Ontario look for?

The top searched job categories for Strategy And Operations jobs in Ontario are:

What cities in Ontario are hiring for Strategy And Operations jobs?

Cities in Ontario with the most Strategy And Operations job openings:

Infographic showing various Strategy And Operations job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 77% Full Time, 18% Part Time, 1% Temporary, 2% Contract, and 1% Nights. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution.

Senior Manager, Product Strategy & Operations

Caseware

Toronto, ON โ€ข Hybrid

CA$115K - CA$130K/yr

Full-time

Medical, Retirement

Posted 13 days ago


Job description

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

As Senior Manager, Productย Strategy &ย Operations, you willย ownย howย driveย theย productย strategy work that decides where we play and how we win. Our strategy agenda is bigger than ever:ย an AI-native product transformation, major portfolio decisions, pricing and packaging, and market strategies across the globe.ย 

What the seat offers: Board-level narrative ownership, direct C-suite proximity, on a team that works AI-natively, with Claude in the workflow every day.ย 

ย This is a Full-time permanent positionย 

ย This is a new positionย 

ย Location:ย This is aย hybridย role requiring the successful candidate to workย 3 days a week in our Toronto office,ย locatedย atย 351 King St E, Suite 1100, Toronto, ON.ย 

ย 
ย 
What you will be doing:
  • Own the Product Board narrative end-to-end:ย build the storyline, synthesize theย insight, sharpen the message, and prepare the CPO and Product leadership to deliver it.ย 

  • Lead priority strategy initiatives end-to-end:ย Productย maintainsย a standing pipelineย of ourย highest-stakes strategy questions,ย and this role owns taking each from ambiguous problem to executive decision.ย 

  • Drive the strategy layer of annual planning:ย design the frameworks, synthesize inputs fromย our teamsย worldwide, and produceย the coreย strategyย artifacts leadership decides on.ย 

  • Turn ambiguity into decisions:ย structure multi-stakeholder questions into crispย narratives,ย and decision documents that executives act on.ย 

  • Operate as a trusted thought partnerย to the Director of Global Product Operations and the CPO's leadership team, in conversations that set Product's direction.ย 

What you will bring:ย 
  • 3-5 years of experience spanning top-tier management consulting and/or in-house corporate strategy of comparable rigor.ย 

  • Demonstrated leadership of strategic workstreams: analyses and storylines youย droveย and defended to senior executives yourself.ย ย 

  • Structured problem-solving fluency: hypothesis-driven storylines, top-down communication, synthesis of ambiguous inputs.ย 

  • Excellent written communication: decision documents and executive materials that stand on their own.ย 

  • Executive presence: comfortable presenting to, and pushing back on, C-level stakeholders.ย 

  • Hands-on fluency with modern AI tools (such as Claude).ย 

  • Experienceย withย B2B SaaS, fintech, audit/accounting, or another regulated software environment.ย 

  • Experience contributing to Board-level or C-suite materials.ย 

  • Familiarity with pricing & packaging or product lifecycle decisions.ย 

Salary range:
ย 
The salary range for this position would be between CAD$115,000 and CAD$130,000, depending on experience level.
ย 
This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.ย ย 

What's in it for you:

Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions.ย 
We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.ย 
Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance.ย 
We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans.ย 
We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.ย 
Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.ย 
We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.ย 

About Caseware:
Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments.ย Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.

With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.

One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at [emailย protected].

AI Usage:
The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness, transparency, and oversight.ย 

Background Check:
Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residingย in the Netherlands and Germany are excluded from undergoing background checks via Certn.coย 

Security and Fraud:
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.ย ย ย 
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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