Digital Strategy & Transformation Manager

Role Overview

We are seeking an experienced Manager, Digital Strategy & Transformation to join a Digital organization on a 6-month contract. This role supports the Digital Strategy & Transformation Director in shaping, communicating, and executing digital strategy initiatives while enabling strong day-to-day team operations.

The ideal candidate is a strategic thinker who is highly organized, an exceptional communicator, and comfortable working in ambiguity. This role blends strategy support, executive storytelling, operating model enablement, and execution rigor, with occasional hands-on support for digital product initiatives.

Key Day-to-Day Responsibilities

Strategy & Transformation Support

* Support digital strategy development, refreshes, and prioritization

* Structure ambiguous problems and synthesize insights into clear options and recommendations

Executive-Ready Storytelling

* Develop and refine executive-level presentations, briefing materials, and one-pagers

* Ensure clear narratives, decision points, and concise messaging for leadership audiences

Meeting Preparation & Follow-Through

* Prepare agendas, pre-reads, meeting decks, and logistics

* Capture decisions, track action items, and escalate risks or issues as needed

Operating Model & Ways of Working

* Support operating model evolution, governance discussions, and ways of working improvements

* Document processes, frameworks, and operating principles

Reporting & Financial Support

* Consolidate status updates, metrics, and reporting across workstreams

* Assist with budget tracking, forecasting inputs, and leadership reporting

Team Enablement & Operations

* Maintain core team assets (org charts, onboarding materials, team sites)

* Support onboarding, access setup, and tool coordination

* Enable consistent use of templates, tracking, and operating cadence

Change Management & Communications (as needed)

* Support communications and adoption activities for organizational or process changes

Product Support (as needed)

* Provide hands-on support for product-related work such as research synthesis, roadmap inputs, prioritization, or data analysis

Must-Have Qualifications

* Experience: 5+ years in strategy, transformation, management consulting, chief of staff, product operations, or digital program roles

* Strategic & Analytical Skills: Strong problem-solving ability with experience structuring ambiguity into actionable plans

* Executive Communication: Proven ability to create executive-ready materials; advanced PowerPoint skills essential

* Stakeholder Management: Ability to collaborate and influence across functions and seniority levels

* Organization & Execution: High attention to detail with strong coordination, prioritization, and follow-through skills

* Education: Bachelor’s degree required

Nice-to-Have Qualifications

* Experience supporting digital strategy or digital transformation initiatives

* Background in a product-led or agile environment

* Familiarity with agile tools (e.g., Jira, Rally, Confluence)

* Experience in digital product lifecycle (discovery to delivery)

* Experience in financial services or regulated environments

* Change management or operating model design experience

The expected base salary range for this position is $70 – $80 per hour, depending on experience, skills, and internal equity.

The Company offers a total rewards package in accordance with all applicable federal, provincial, and local laws and requirements. Benefit eligibility and offerings vary based on role, employment status, and work location.

For contractor positions, benefits are limited to those entitlements and protections required by applicable law, which may include (as applicable) vacation pay, public holidays, leaves of absence, and other legally mandated benefits or payments.

We may use AI-enabled and/or automated tools to support parts of our recruitment process, including application screening, interview scheduling, and candidate communications. These tools are used to enhance consistency and efficiency. All hiring decisions involve human review and are not based solely on automated processing.