Director of Strategy and Transformation

CAI•,

3d•$175,000 - $200,000•Remote

About The Position

We are looking for a motivated Director of Strategy and Transformation ready to take us to the next level! If you have experience driving enterprise transformation strategy and overseeing a portfolio of high-value initiatives and are looking for your next career move, apply now. We are looking for a Director, Strategy & Transformation to lead the Transformation Management Office, drive enterprise transformation strategy, oversee a portfolio of high-value initiatives, and partner with executive leadership to deliver strategic business outcomes This position will be full-time and remote.

Requirements

Bachelor's degree in Business Administration, Finance, Economics, or a related field
7+ years of experience in strategy, transformation, management consulting, or a related discipline
Experience leading large-scale enterprise transformation programs and strategic initiatives
Demonstrated ability to oversee complex portfolios of projects and programs with significant organizational impact
Experience building, coaching, and scaling high-performing teams
Executive-level communication, influence, and stakeholder management skills
Strong expertise in program and portfolio management disciplines, including roadmap development, RAID management, governance, and delivery oversight
Exceptional analytical, problem-solving, and strategic thinking skills, with the ability to leverage data to drive decision-making
Ability to build trust and credibility with executive leaders and stakeholders across the organization
Demonstrated success aligning diverse stakeholder groups around shared business objectives
Strong organizational skills with the ability to manage competing priorities in a fast-paced environment

Nice To Haves

Master's degree in Business Administration or a related field
Experience leading a Transformation Management Office, Enterprise PMO, or similar strategic function
Management consulting experience supporting enterprise transformation efforts
Experience driving organizational change and business process modernization initiatives
Knowledge of change management frameworks and organizational effectiveness practices
Experience implementing governance structures and operating models within complex organizations
Relevant certifications in project management, portfolio management, strategy, or change management

Responsibilities

Execute CAI's transformation strategy and multi-year roadmap, ensuring alignment with enterprise strategic objectives and translating them into an actionable portfolio of programs
Serve as a trusted advisor to the Executive Leadership Team, influencing decisions and building credibility across competing priorities
Anticipate enterprise-level risks across the transformation portfolio and drive proactive mitigation efforts
Establish governance standards, operating models, and delivery frameworks that define how transformation work is executed across the organization
Continuously advance the maturity, effectiveness, and strategic impact of the Transformation Management Office
Provide strategic oversight of a portfolio of complex, high-value enterprise initiatives, ensuring successful coordination, adoption, and measurable business outcomes
Oversee the Intake Prioritization Center, ensuring effective intake, evaluation, and prioritization of enterprise business enhancement requests
Guide stakeholders through complex business, technical, and operational tradeoffs to ensure decisions support enterprise objectives
Align cross-functional and cross-departmental stakeholders around shared goals, resolving competing priorities and promoting organizational agility
Lead, coach, and develop Transformation Management Office team members while establishing high standards for performance and delivery quality
Create an environment that enables team members to build stakeholder credibility, lead initiatives independently, and develop professionally
Promote continuous improvement, innovation, accountability, and operational excellence across the Transformation Management Office
Perform other critical projects and strategic assignments as directed by executive leadership