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CIBC

Director, Investment & Digital Enablement

Toronto, ON, Canada

Full-time

Apply on cibc.wd3.myworkdayjobs.com About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Nov 18, 2026
Posting language: English
Posted: Nov 10, 2026

Original job description

We’re building a relationship-oriented bank for the modern world. We need talented, passionate professionals who are dedicated to doing what’s right for our clients.

At CIBC, we embrace your strengths and your ambitions, so you are empowered at work. Our team members have what they need to make a meaningful impact and are truly valued for who they are and what they contribute.

To learn more about CIBC, please visit CIBC.com

What you'll be doing

As a Director, Investment & Digital Enablement, you will be a strategic voice on the Savings, Investments and Advice team. You will support defining the business intent and outcomes, author business cases, groom roadmaps and initiative-level direction for some of our most complex, highest-impact client journeys, working 1–3 quarters ahead to ensure squads always have a business-justified pipeline to execute against. You will regularly extend your expertise across multiple squads, partnering and advising stakeholders and Sr. Executives, while mentoring emerging talent across the team.

At CIBC we enable the work environment most optimal for you to thrive in your role. You’ll have the flexibility to manage your work activities within a hybrid work arrangement where you’ll spend 1-3 days per week on-site, while other days will be remote.

How you'll succeed

Own the business case and roadmap for high-impact initiatives - Lead the development of the squad-level roadmap, business cases and benefit forecasts for highly visible initiatives in the Saving, Investments & Advice domain, ensuring every initiative entering the backlog is grounded in a clear, quantifiable business rationale.

Lead discovery and business direction - Author and facilitate discovery with your Product Owner & stakeholders, establishing the business direction, journey context and initiative framing that sets the direction for requirements and overall squad success.

Author epics that set squads up to win - Defining business objectives, success metrics and scope before a single story is written. Hold the quality bar for Epics across the team.

Be the senior business voice with stakeholders - Act as the interface between your squads and senior business stakeholders, translating progress into compelling business narratives and representing the squad wherever investment and prioritization decisions are made.

Own benefit realization - Define KPIs and success metrics at the outset of every initiative, and partner with measurement and analytics teams post-launch to track performance against the original business case.

Extend your expertise across squads - Provide advisory support to multiple squads, bringing consistency and best practice to business execution planning throughout.

Mentor and elevate team talent - Coach junior and intermediate members of the Investment & Digital Enablement team and contribute directly to team standards, tools and ways of working.

Who you are

You can demonstrate experience. 10+ years of experience in leading large, cross-functional, complex initiatives, business analysis, client/product strategy, or a closely related discipline, ideally within financial services or another regulated environment. You have a proven track record of owning Epics, business cases, or equivalent initiative-level artifacts, and translating them into roadmaps that Product Owners and squads can execute against.

You can demonstrate knowledge. You bring working knowledge of agile delivery - Jira, Epics and Stories, story-writing standards and INVEST principles - and apply it fluently across a multi-squad environment.

You are a strategic storyteller and influencer. You are able to distill complex, ambiguous business problems into a clear narrative and business case that earns buy-in from Product Owners, technology partners and senior executives alike.
You are a systems thinker with commercial instinct. You connect client needs, business objectives and platform capability, and know how to sequence work so today's results sets up tomorrow's opportunity.
You are a credible communicator. You are able to effectively communicate with senior business stakeholders, capable of building and defending a business case at the executive level.

You are comfortable with ambiguity. You can hold a long view of the roadmap 1–3 quarters ahead, while still bringing the discipline to translate strategy into a well-scoped, buildable Epic.
You are a trusted advisor. You build credibility through the quality of your thinking and the consistency of your judgment rather than a reporting line, and you use that credibility to guide Product Owners and shape team standards. You have experience mentoring or informally guiding colleagues. This role does not carry formal people-management accountability, but team-level mentorship is core to the mandate.
You live your values. You bring high standards, genuine care to your relationships, and want to grow with an employer that shares your values and brings out your best.

What CIBC Offers

At CIBC, your goals are a priority. We start with your strengths and ambitions as an employee and strive to create opportunities to tap into your potential. We aspire to give you a career, rather than just a paycheck.

We work to recognize you in meaningful, personalized ways including a competitive salary, incentive pay, banking benefits, a benefits program*, defined benefit pension plan*, an employee share purchase plan, a vacation offering, wellbeing support, and MomentMakers, our social, points-based recognition program.
Our spaces and technological toolkit will make it simple to bring together great minds to create innovative solutions that make a difference for our clients.
We cultivate a culture where you can express your ambition through initiatives like Purpose Day; a paid day off dedicated for you to use to invest in your growth and development.

*Subject to plan and program terms and conditions

What you need to know

CIBC is committed to creating an inclusive environment where all team members and clients feel like they belong. We seek applicants with a wide range of abilities and we provide an accessible candidate experience. If you need accommodation, please contact Mailbox.careers-carrieres@cibc.com
CIBC is committed to clarity in our hiring process. All roles posted are opportunities we’re actively recruiting for, unless stated otherwise.
You need to be legally eligible to work at the location(s) specified above and, where applicable, must have a valid work or study permit.
We may ask you to complete an attribute-based assessment and other skills test (such as simulation, coding, French proficiency).
We use artificial intelligence tools during the recruitment process. Our goal for the application process is to get to know more about you, all that you have to offer, and give you the opportunity to learn more about us.

Job Location

Toronto-81 Bay, 25th Floor

Employment Type

Regular

Weekly Hours

37.5

Skills

Business Objectives, Business Planning, Client Counseling, Decision Making, Executive Communications, Leadership, People Management, Prioritization, Strategic Planning Initiatives, Teamwork

Apply on cibc.wd3.myworkdayjobs.com About employer

More about this job

Responsibilities

The Director will lead the development of business cases, roadmaps, and initiative-level direction for complex client journeys within the Savings, Investments, and Advice domain. They will act as a senior business voice, facilitating discovery sessions and ensuring alignment between squad execution and strategic business objectives.

Requirements

Candidates must have 10+ years of experience in leading large, cross-functional initiatives, preferably within financial services or a regulated environment. Proficiency in agile methodologies and the ability to distill complex business problems into clear, quantifiable narratives for senior stakeholders is essential.

Skills

Strategic planning
Business analysis
Product strategy
Agile delivery
Jira
Story writing
Stakeholder management
Business case development
Financial services
Mentorship
Systems thinking
Commercial instinct
Data analytics
KPI definition
Executive communication

Benefits

Competitive salary
Incentive pay
Banking benefits
Benefits program
Defined benefit pension plan
Employee share purchase plan
Vacation offering
Wellbeing support
MomentMakers recognition program
Purpose Day

Visa sponsorship

Not detected in the job text

Keywords

Investment
Digital Enablement
Savings
Advice
Agile
Jira
Epics
Stories
INVEST principles
Business Case
Roadmap
KPI
Financial Services
Cross-functional
Strategic Storytelling
Systems Thinking
Stakeholder Management
Mentorship
Product Owner
Backlog
Benefit Realization
Client Journeys
Regulated Environment
Business Analysis

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Work requirements

Jobs in Canada