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Added 1 month ago
MC
Financial Services Representative - Full Time - 16 Month Contract
Meridian Credit Union
St. Catharines, ON
- $50,000 to $53,000 CAD / year
- Full-time
Continued individual learning and development to align with Meridian core competencies and values while delivering on action plans aligned with Employee Engagement results.
Added 1 month ago
GT
Senior Representative, Passenger Care (Term Opportunity - One Year)
Greater Toronto Airports Authority
Toronto, ON
- Full-time
Reporting to the Manager, Passenger Care, this role leads the development, implementation, and continuous improvement of accessibility and passenger care programs across Toronto Pearson…
Added 1 month ago
MT
Manager, Instructional Design
McCarthy Tétrault LLP
Vancouver, BC
- Full-time
We are recruiting for a Manager, Instructional Design to join our team in our Toronto, Vancouver or Montreal office. The successful candidate must have a minimum of 5 years of experience in…
Added 1 month ago
MT
Manager, Instructional Design
McCarthy Tétrault LLP
Toronto, ON
- Full-time
We are recruiting for a Manager, Instructional Design to join our team in our Toronto, Vancouver or Montreal office. The successful candidate must have a minimum of 5 years of experience in…
Added 1 month ago
MT
Manager, Instructional Design
McCarthy Tétrault LLP
Montreal, QC
- Full-time
We are recruiting for a Manager, Instructional Design to join our team in our Toronto, Vancouver or Montreal office. The successful candidate must have a minimum of 5 years of experience in…
Added 1 month ago
J
Account Executive, Full Cycle
Jobber
Remote, Canada
- Full-time
- Remote
This OTE is just one part of a total compensation package that will include equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health…
Added 1 month ago
FB
Assistant Chef Manager
Farm Boy Inc.
London, ON
- From $21 CAD / hour
- Full-time
You’ll work alongside the Department Manager to help deliver standout service and operational excellence that reflect Farm Boy’s commitment to the best fresh shopping experience. Through…
Added 1 month ago
S
Head of Discount Operations – East
Sobeys
Mississauga, ON
- Full-time
We offer a Total Rewards package designed to support teammates at work and in life. Depending on role and eligibility, teammates may receive health and dental benefits, retirement and…
Added 1 month ago
FB
Assistant Chef Manager
Farm Boy Inc.
London, ON
- $21 CAD / hour
- Full-time
You’ll work alongside the Department Manager to help deliver standout service and operational excellence that reflect Farm Boy’s commitment to the best fresh shopping experience. Through…
Added 1 month ago
S
Produce - Clerk Produce
Sobeys
Toronto, ON
- Full-time
We offer a Total Rewards package designed to support teammates at work and in life. Depending on role and eligibility, teammates may receive health and dental benefits, retirement and…
Added 1 month ago
SD
Senior Manager, Learning, Development and Engagement
Shoppers Drug Mart
Toronto, ON
- $100,000 to $132,000 CAD / year
- Full-time
The Senior Manager, Learning, Development & Engagement will help strengthen leadership, collaboration, communication and engagement across Central Pharmacy Services. This role shapes and…
Added 1 month ago
FB
Assistant Department Manager - Southwest Ontario
Farm Boy Inc.
Brantford, ON
- $21 CAD / hour
- Full-time
You’ll work alongside the Department Manager to help deliver standout service and operational excellence that reflect Farm Boy’s commitment to the best fresh shopping experience. Through…
Added 1 month ago
S
Head of Discount Operations – West
Sobeys
Calgary, AB
- Full-time
We offer a Total Rewards package designed to support teammates at work and in life. Depending on role and eligibility, teammates may receive health and dental benefits, retirement and…
Added 1 month ago
Produce - Clerk Produce
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Summerside, PE
We offer a Total Rewards package designed to support teammates at work and in life. Depending on role and eligibility, teammates may receive health and dental benefits, retirement and…
Added 1 month ago
CO
Job ID #32090: Organizational Change Management Lead, Enterprise Time and Attendance System - REPOST
City of Hamilton
Hamilton, ON
- Full-time
- Temporary
Reporting to the Manager, HR Technology & Analytics, the Organizational Change Management (OCM) Lead will drive end-to-end change strategy and execution for enterprise-wide implementation…
Added 1 month ago
C
Technical Program Manager, AI Programs
Caseware
Toronto, ON
- Full-time
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…
Added 1 month ago
D
Release Train Engineer, Deloitte Global Technology
Deloitte
Toronto, ON
- Full-time
Responds proactively to both business and program issues and escalates appropriately
Added 1 month ago
CN
Director, Site & Decommissioning Projects
Canadian Nuclear Laboratories
Pinawa, MB
- Full-time
Leading the development and planning of major decommissioning projects while maintaining accountability for scope, schedule, cost, risk, and technical performance.
Added 1 month ago
CN
Maintenance Engineering Specialist
Canadian Nuclear Laboratories
Pinawa, MB
- Full-time
Supporting the development of project scopes, technical specifications, work packages, schedules, and cost estimates.
Added 1 month ago
CT
Associate Manager, Store Operations (18 Month Contract)
Canadian Tire Corporation
Toronto, ON
- $68,000 to $75,000 CAD / year
- Full-time
Lead the creation of operational plans and best practices for national implementation, including scope, timelines, resource requirements, process design, and stakeholder analysis. Make…
Added 1 month ago
B
Senior Manager, Credit Policy & Industry Programs
BMO
Toronto, ON · BMOPLACE
- Full-time
The Senior Manager, Credit Policy & Industry Programs is responsible for the development, enhancement, and optimization of Canadian Business Banking credit policies and specialized industry…
Added 1 month ago
B
Senior Manager, Journey Enablement, Acquire and One Client
BMO
Toronto, ON · BMOPLACE
- Full-time
We are seeking a well-rounded Senior Manager to join the Acquire and One Client, Journey Enablement team within Business Banking to drive performance and strategic outcomes in partnership…
Added 1 month ago
B
Business Banking Relationship Manager Trainee
BMO
Surrey, BC
- Full-time
Supports the development and promotion of a business/group program.
Added 1 month ago
FT
Part-Time Professor, Electrical Techniques St. Thomas/Elgin Regional Campus
Fanshawe Toronto@ILAC
St. Thomas, ON
- Part-time
…practices, wiring methods, electrical installation, troubleshooting, and industry standards. Program discussions emphasize the importance of strong electrical fundamentals while…
Added 1 month ago
Sourcing Manager
The Canada Life Assurance Company
Winnipeg, MB · Toronto, ON
Career Development: Opportunities for career advancement, access to industry-leading learning programs and up to $2,000 annually towards education reimbursement.

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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