Establish and lead the firm's learning and development function

Develop and execute a firm-wide learning and development strategy aligned with business and talent objectives

Identify current and future capability requirements across lawyers and business services professionals

Establish a multi-year learning roadmap supporting career progression, leadership development, digital capability, and business performance

Develop learning frameworks, standards, and governance

Advise leadership on development priorities and learning investments

Design structured, staged development frameworks and tailored learning pathways from onboarding through senior leadership

Build development experiences combining formal learning, coaching, mentoring, stretch experiences, and on-the-job development

Design and oversee leadership development initiatives for practice group chairs, people leaders, and emerging leaders

Support coaching, mentoring, succession planning, and high‑potential development initiatives

Partner with the AI committee, AI facilitator, Technology, and Career development teams on digital fluency and AI capability development

Personally design, develop, and facilitate selected high‑impact learning programs

Engage and manage external facilitators, coaches, and learning partners

Build and maintain a network of internal subject matter experts

Partner with Professional Development, Legal Talent, and HR teams on development planning and career growth

Support onboarding, performance development, succession planning, mentorship, and talent acceleration

Establish learning metrics, success measures, and reporting frameworks





Evaluate program effectiveness and continuously improve offerings

Track participation, engagement, capability growth, and business impact

Manage learning budgets, vendors, and technology platforms

Provide leadership, coaching, and direction to learning resources, including the Training Coordinator, internal subject matter experts, and external learning partners

Report to the Chief People Officer and collaborate with firm leadership, practice group leaders, People & Culture, Marketing, Technology, and subject matter experts

Requirements

8+ years of progressive experience in learning and development, organizational development, talent development, leadership development, or a related field

Demonstrated experience designing and implementing enterprise-wide learning strategies

Demonstrated facilitation experience with leadership, professional services, or corporate audiences

Experience building learning programs from the ground up rather than operating within a mature learning function

Experience leading and developing employees, project teams, or cross‑functional stakeholder groups

Strong curriculum design, facilitation, and stakeholder management skills

Ability to balance strategic thinking with hands‑on execution

Experience influencing senior leaders and driving change across complex professional environments





Strong project management and program evaluation capabilities

Experience within a professional services, legal, accounting, consulting, or knowledge‑based organization

Experience leading leadership development and high‑potential programs

Familiarity with digital capability development, AI adoption, and workforce transformation initiatives

Experience managing learning technologies and external learning providers

Ability to work from the office a minimum of 3 days per week

Resume and cover letter required for application

Core Competencies Demonstrates expertise in developing and executing comprehensive learning and development strategies that align with business objectives, while effectively managing learning technologies and external providers. Proven ability to lead leadership development initiatives and evaluate program effectiveness to drive organizational growth.

Highest-signal resume keywords

Learning And Development Strategy

Curriculum Design

Leadership Development

Project Management

Stakeholder Management

ATS Optimization Keywords Hard Skills

Learning Frameworks

Program Evaluation

Digital Capability Development

AI Adoption

Talent Development

Soft Skills

Coaching

Mentoring

Influencing Senior Leaders

Strategic Thinking

Hands‑On Execution

Industry Keywords

Professional Services

Organizational Development

Knowledge‑Based Organization

Corporate Audiences

Succession Planning

Tools & Technologies

Learning Technologies

Performance Development Tools

Budget Management Software

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📌 Senior Manager, Learning & Development (Winnipeg)
🏢 Jobtailor
📍 Winnipeg