Director, Strategic Initiatives
Director, Strategic Initiatives
We provide clarity in a world of trade complexity so that businesses can grow further, faster, smarter. Over 30,000 clients trust us with their customs brokerage, trade consulting, global trade management and freight needs.
JOB SUMMARY
In this role, you will work closely with the VP of Strategy & Transformation and executive leadership to identify and execute value creation initiatives – from driving top-line sales growth to enhancing cost efficiency and operational optimization. The role involves hands-on execution of strategic and operational improvements across various business verticals, with a focus on delivering significant business impact.
Additionally, the Director of Strategic Initiatives serves as a strategic integrator and leader for Livingston’s three business units, ensuring operational alignment, disciplined execution, and financial rigor across the portfolio. Partnering with the business unit SVPs, this role provides the connective tissue between strategy and execution, translating vision into actionable plans, driving progress across multiple projects, and ensuring financial, operational, and people metrics remain on track.
KEY DUTIES & RESPONSIBILITIES
- Strategic Execution & Initiative Leadership
- Translate strategic priorities into clear action plans, milestones, and outcomes.
- Drive cross-functional execution and enterprise transformation, including AI enablement and process improvement.
- Financial & Performance Management
- Partner with FP&A to deliver performance insights, dashboards, and ROI analysis.
- Identify cost efficiencies and G&A optimization while monitoring initiative performance.
- Project Governance, Structure & Change Leadership
- Establish governance, tracking, and operating rhythms.
- Serve as escalation point for risks and barriers.
- Embed change management to ensure sustainable adoption.
- Organizational Effectiveness & Talent Alignment
- Support workforce planning, org design, and leadership development.
- Drive communication, alignment, and engagement across leadership.
- Executive Communication & Business Partnership
- Prepare executive and board-level materials.
- Serve as a trusted advisor balancing strategy with operational realities.
KNOWLEDGE & SKILLS
- Pragmatic Problem Solver: Ability to digest complex problems, make recommendations and develop practical solutions and actions.
- Ability to Drive Change: Multiple examples of partnering with management to develop, scope and drive change. Includes adapting to dynamic personalities to drive change.
- Action-Oriented: Clear self-starter who takes pleasure in taking action, not the theoretical. Fast paced, self-motivated and results oriented.
- Structured Thinking & Framing: Skilled at organizing thoughts and insights into logical, actionable frameworks that guide decision-making and strategy development.
- Strategic Thinking: Proven ability to analyze market conditions, customer needs, and competitive landscapes to craft actionable growth strategies.
- Analytical Mindset: Expertise in data analysis to uncover growth opportunities, measure performance, and refine strategies.
- Collaboration: Ability to work effectively within cross-functional teams, adapting to various personalities and management styles.
- Flexibility: Adaptable in fast-paced environments, capable of managing multiple projects across different industries.
WORK EXPERIENCE – MINIMUM REQUIRED
EDUCATION
CERTIFICATIONS DESCRIPTION
MBA preferred, ideally from a top-tier institution
COMPETENCIES
We know that women and people of color may be less likely to apply if their professional experience does not exactly match the job description. Livingston is striving to build a culture where differences are celebrated; therefore, if you are excited about this position, we encourage you to apply even if your experience may not check every box.
Livingston is an equal opportunity employer and committed to creating and sustaining an inclusive environment in which all individuals are treated with dignity, respect and one which reflects the diversity of the community in which we operate. Accommodations are available for applicants and employees with disabilities throughout the recruitment process. If you require accommodations for interviews or other meetings, please advise when submitting your application.
Location: ON Toronto - CN030
