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Added 1 hour ago
BC
Vice President, Counterparty Credit Risk / XVA Quant
BMO Capital Markets
Toronto, ON
- Full-time
…Markets. The mandate is to provide traders, marketers, BMO CM senior management and our external control groups (Risk Reporting, Risk Oversight, Valuation Product Control, etc.) with the…
Added 3 hours ago
OT
Lead Automation Architect
Open Text Corporation
Mississauga, ON · Richmond Hill, ON · Waterloo, ON
- Other
This is a senior individual contributor role with strong technical leadership influence, ideal for someone who enjoys working at the intersection of platform development, SRE, and…
Added 4 hours ago
AA
Gestionnaire de projet en ingénierie / Project Manager, Engineering
Airbus Aircraft
Montreal, QC
- Full-time
Do you have experience in Project Management and Product Development, have you worked in
Added 4 hours ago
SI
Forward Deployed Engineer
SPERTON India - Where Great People Meet
Canada
- Full-time
You’ll be expected to operate like an engineer, product manager and technical operator at the same time - understanding the business problem, deciding what should be built, shipping it, and…
Added 5 hours ago
B
Vice President, Counterparty Credit Risk / XVA Quant
BMO
Toronto, ON · FCP
- Full-time
…Markets. The mandate is to provide traders, marketers, BMO CM senior management and our external control groups (Risk Reporting, Risk Oversight, Valuation Product Control, etc.) with the…
Added 6 hours ago
M
Senior Manager, Organic Growth
Mistplay
Toronto, ON
- $120,000 to $165,000 CAD / year
- Full-time
Strong cross-functional leadership. You can align partners across product, UA, brand, creative, analytics, and finance, influence without direct authority, and communicate recommendations…
Added 6 hours ago
M
Senior Data Analyst I, Product
Mistplay
Toronto, ON
- Full-time
The Senior Data Analyst I, Product within Mistplay's Data department will play a crucial role in enhancing Mistplay's business performance through insightful analysis and driving analytics…
Added 6 hours ago
T
Business Systems Analysis Specialist
TD
Toronto, ON
- Full-time
We are seeking a Senior Business Systems Analyst to join our team. This role plays a key part in bridging the gap between business operations and technology by supporting the design and…
Added 7 hours ago
A
Manager, Product and Industry Marketing
Autodesk
Montreal, QC
- Full-time
26WD101307, Manager, Product and Industry Marketing
Added 8 hours ago
LC
Associate Product Manager, President's Choice & no name
Loblaw Companies Limited
Brampton, ON
- Full-time
The Associate Product Manager, reporting to the Senior Product Manager, works in a fast-paced environment to support Loblaw Brands in bringing our beloved brands, including President’s…
Added 8 hours ago
M
Senior Software Engineer - Card Network Integration
Marqeta
Remote, Canada
- Full-time
- Remote
Marqeta is seeking a skilled Senior Software Engineer to join the Network File Integration team. In this role, you will help design and deliver scalable software solutions for batch and…
Added 8 hours ago
Principal Product Manager (Healthcare Solutions)
Open Text Corporation
Richmond Hill, ON
Job Title: Principal Product Manager (OpenText Business Network - Healthcare Solutions)
Added 9 hours ago
S
Senior Manager, Content & Brand (CAN/USA)
Solink
Remote, Canada
- Full-time
- Remote
Solink is looking for a Senior Manager, Content & Brand to build the narrative and content engine that establishes Solink as the leader of our category - and to arm our Sales and Marketing…
Added 10 hours ago
O
Principal Product Manager (Healthcare Solutions)
OpenText
Richmond Hill, ON
- Full-time
Job Title: Principal Product Manager (OpenText Business Network - Healthcare Solutions)
Added 10 hours ago
T
Senior Analyst, Margin Accounts Group (4583)
TD
Toronto, ON
- Full-time
…credit risk of TD Securities. A global, multi-faceted and cross product team, the primary objective of the Collateral Management department is the mitigation of counterparty credit risk…
Added 10 hours ago
T
Analyst, Margin Accounts Group (5576)
TD
Toronto, ON
- Full-time
…credit risk of TD Securities. A global, multi-faceted and cross product team, the primary objective of the Collateral Management department is the mitigation of counterparty credit risk…
Added 10 hours ago
M
Senior Product Delivery Manager
Manulife
Toronto, ON
- Full-time
Manulife is seeking a highly motivated Senior Product Delivery Manager to join our Global Wealth and Asset Management (GWAM) Technology team. This role sits at the intersection of business,…
Added 11 hours ago
SE
Room Management Systems Architect
Schneider Electric
Montreal, QC
- Full-time
…controls, energy management solutions, mobile applications, analytics platforms, and integrations with building and property management ecosystems. Working alongside experts in software,…
Added 11 hours ago
SE
Room Management Systems Architect
Schneider Electric
Montreal, QC
- $145,800 to $194,400 CAD / year
- Full-time
…controls, energy management solutions, mobile applications, analytics platforms, and integrations with building and property management ecosystems. Working alongside experts in software,…
Added 12 hours ago
TJ
Brand Manager
The J.M. Smucker Co.
Markham, ON
- Full-time
Reporting to the Senior Brand Manager on the business, assume a leadership role in the management of the brand(s), setting the annual strategic direction for the brand(s) including the…
Added 12 hours ago
T
Senior Manager, Engineering
TD
Toronto, ON
- Full-time
Work with senior business and Tech leaders to ensure our product capabilities and solutions are functionally aligned with requirements and that a fit for purpose solution is designed, with…
Added 13 hours ago
Senior Product Manager
Questrade Financial Group
Toronto, ON
We're looking for our next Senior Product Manager. Could It Be You?
Added 13 hours ago
T
Senior Operations Analyst
TD
Burlington, ON
- Full-time
This role will report to the Senior Manager Operations and act as a cross functional process analyst within TDEF Operations and provide product support including manuals, playbooks, SOPs.…
Added 13 hours ago
T
Senior Operations Analyst
TD
Burlington, ON
- Full-time
This role will report to the Senior Manager Operations and act as a cross functional process analyst within TDEF Operations and provide product support including manuals, playbooks, SOPs.…
Added 14 hours ago
B
Senior Manager, Marketing and Commercial Operations
BD
Mississauga, ON
- Full-time
As the Senior Manager, Marketing & Commercial Operations for Waters Advanced Diagnostics Canada, you will provide strategic leadership for the Canadian Advanced Diagnostics business,…

Caseware

Technical Program Manager, AI Programs

Toronto, ON, Canada

The annual base salary for this position is between $110,000 and $130,00 CAD per year. · Full-time

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Job details

Pay: The annual base salary for this position is between $110,000 and $130,00 CAD per year.
Job type: Full-time
Posting language: English
Posted: Oct 2, 2026

Original 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!

We are seeking a Technical Program Manager (TPgM), AI Programs to drive the planning, coordination, and delivery of Caseware's AI roadmap across our Firm and Solution portfolios. This role sits at the center of our AI initiatives, turning a fragmented, hard-to-track view of AI work into a single trusted source of truth, and acting as the consistent unblocker that keeps AI programs moving from strategy through launch.

You will partner across product, engineering, design, and go-to-market teams to manage AI launch programs end to end, surface and resolve dependencies before they become blockers, and give leadership clear, current visibility into where every AI initiative stands. If you are energized by bringing order to complex, cross-functional programs and by being the person who makes AI delivery predictable, this role is for you.

This is an ideal opportunity for a program manager with strong technical fluency who wants to own high-visibility AI programs at scale and shape how a category leader builds and ships AI for assurance professionals.

❗This is a New Role

❗This is a full-time, permanent position.

📍 Location:

This position is available to all applicants eligible to work in Canada and residing in Toronto, Ontario. This is a hybrid role, working from office 3 days a week from our Downtown, Toronto office.

\nWhat you will be doing:

Own the AI Roadmap and its Single Source of Truth

Maintain one authoritative, always-current view of the AI roadmap across Firms and Solution products, so leadership and teams know status, priorities, sequencing, and risk at any time without chasing updates.

Establish and run the operating cadence (planning reviews, status reporting, roadmap updates) that keeps stakeholders aligned by default.

Work with the team to translate AI strategy into sequenced programs with clear milestones, owners, dependencies, and measurable success criteria.

Drive AI Launch Programs

Manage AI feature and capability launches end to end, coordinating product, engineering, design, marketing, enablement, and support.

Build and maintain launch plans, readiness checklists, and go/no-go criteria, and track execution against them.

Own cross-functional sequencing and dependency management so launches ship on time and at quality.

Be the Consistent Unblocker

Proactively identify dependencies, risks, and blockers across AI programs and drive them to resolution before they slow delivery.

Act as the point of connection between AI initiatives and the teams they depend on, escalating with clear context and options when decisions are needed.

Reduce friction in decision-making by keeping trade-offs, owners, and open questions explicit and visible.

Operational Excellence and Reporting

Maintain program documentation, dashboards, and reporting that give real-time visibility into AI roadmap health.

Define and track program metrics such as delivery predictability, launch readiness, and adoption.

Continuously improve the AI program management operating model, templates, and tooling.

What you will bring:

3+ years in technical program management, product operations, or a related discipline in SaaS or platform environments, including cross-functional program delivery.

A track record of orchestrating complex, cross-functional programs from strategy through launch, on time and at quality.

Strong technical fluency: able to engage credibly with engineering on AI/ML, APIs, data, and cloud architecture, and to translate between technical and business audiences.

Demonstrated ability to create clarity and a single source of truth in ambiguous, fast-moving environments.

Excellent stakeholder management, communication, and risk and dependency management skills.

Proven ability to drive outcomes across multiple teams without direct authority.

Preferred Qualifications:

Experience managing AI/ML product or platform programs.

Familiarity with feature flagging, experimentation, or launch tooling (for example, LaunchDarkly).

Program management certification such as PMP, SAFe, or equivalent.

Degree in Computer Science, Engineering, or equivalent technical field.

Experience in fintech, audit, or regulated industries.

Salary Range:

The annual base salary for this position is between $110,000 and $130,00 CAD per year.

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.

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.

▪️We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.

▪️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.

▪️We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans.

▪️We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.

▪️Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.

▪️We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.

About Caseware:

Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. 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 talent@caseware.com.

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.

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 residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co

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.

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More about this job

Responsibilities

The Technical Program Manager will own the AI roadmap and act as a central unblocker to ensure the predictable delivery of AI initiatives across product and engineering teams. They are responsible for maintaining a single source of truth for program status, managing cross-functional launches, and driving operational excellence through reporting and metrics.

Requirements

Candidates must have at least 3 years of experience in technical program management or product operations within SaaS environments. Strong technical fluency in AI/ML, cloud architecture, and APIs is required, along with a proven track record of managing complex, cross-functional programs.

Skills

Technical program management
AI/ML
Product operations
SaaS
Cloud architecture
Stakeholder management
Risk management
Dependency management
APIs
Data analysis
Launch planning
Cross-functional leadership
Strategic planning
Program metrics
Communication

Benefits

Health insurance
Retirement plans
Performance bonuses
Flexible work options
Generous time-off policies
Career growth opportunities

Visa sponsorship

Not detected in the job text

Keywords

Technical Program Manager
AI
Fintech
SaaS
Product Operations
Machine Learning
Cloud Architecture
APIs
LaunchDarkly
PMP
SAFe
Roadmap Management
Cross-functional
Stakeholder Management
Risk Management
Dependency Management
Data Analytics
Audit Software
Accounting Software
Operational Excellence
Feature Flagging
Experimentation
Software Development
Program Metrics
Strategy Execution

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