Strategy Lead Jobs in Maryland
Strategy Lead jobs in Maryland are open across Annapolis, Baltimore, and Columbia and other Maryland metros, with employers like CVS Health, Havtech, and University of Maryland, Baltimore hiring at every experience level. Find a role that fits below and apply directly.
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INTRODUCTION
This is not a typical program management role. We’re looking for a Strategic Execution Lead who takes ownership, cuts through ambiguity, and delivers real outcomes across a complex transit environment. Embedded within the agency’s Customer Experience office, you’ll work across all levels of the agency to drive high-impact improvements from concept through implementation and ensure they stick.
WSP is seeking a hands-on operator who can translate strategy into action and deliver measurable improvements to the transit rider experience. This individual will serve as a fully embedded partner within the transportation agency, operating as an extension of agency leadership to drive customer experience innovation, real-time information improvements, and operational performance initiatives from concept through execution.
This role is ideal for someone who thrives in ambiguity, takes initiative without waiting for direction, and is motivated by seeing real-world impact—not just producing plans or presentations.
Success in this role is defined not by plans created, but by improvements delivered.
This role will be based out of Baltimore, MD.
YOUR IMPACT
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Strategic Leadership & CX Execution
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Serve as a strategic partner and embedded advisor supporting the Chief Customer Experience Officer (CXO) within MTA.
- Translate leadership priorities into clear, actionable strategies, roadmaps, and implementation plans.
- Lead development and continuous refinement of the agency-wide Customer Experience (CX) Action Plan.
- Drive alignment between customer experience goals and core operational functions including bus operations, service planning, operations control, communications, IT, and maintenance.
- Ensure initiatives are not only designed well, but are operationally feasible, scalable, and embedded into day-to-day practice.
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Act as a connector across executive leadership, frontline teams, and external partners to ensure cohesive execution.
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Execution & Delivery
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Translate priorities into structured, actionable plans with defined timelines, ownership, and measurable outcomes.
- Drive implementation across cross-functional teams, removing blockers and maintaining momentum.
- Lead end-to-end delivery of initiatives, from early concept through launch and adoption.
- Proactively identify risks, solve problems in real time, and adapt quickly to keep work on track.
- Act as the connective tissue across teams ensuring alignment, accountability, and clear communication.
- Partner with teams across marketing, data analytics, customer feedback, operations, and IT to ensure initiatives are integrated and impactful.
BASIC QUALIFICATIONS
We’re looking for a structured problem-solver and self-starter who can operate independently, influence without authority, and consistently deliver in complex, fast-moving environments.
- Bachelor’s degree in Transportation, Public Policy, Business, Planning, Engineering, or related field.
- 3–5 years of experience in transit, transit operations, transportation consulting, public sector strategy, or program delivery roles.
- Demonstrated experience supporting executive leadership and driving initiatives from strategy through implementation.
- Strong understanding of transit operations, customer information systems, service performance, and public agency environments.
- Proven ability to manage complex, multi-stakeholder initiatives in dynamic and politically sensitive environments.
- Exceptional communication skills with the ability to engage both executive leadership and frontline teams.
- Strong analytical and structured problem-solving skills, with the ability to turn ambiguity into clear action.
- Ability to operate independently and exercise sound judgment in a fully embedded, client-facing role.
PREFERRED QUALIFICATIONS
- Master’s degree in a related field (MBA, MPP, MPA, MS in Transportation, etc.).
- Experience working within or directly supporting a public transit agency or customer experience function.
- Experience building or scaling new programs or organizational capabilities.
- Familiarity with frontline transit operations and workforce engagement.
This is a fully embedded role requiring hybrid on-site presence at a location within Baltimore, MD. The consultant will function as a trusted advisor and operational partner to agency leadership while maintaining alignment with WSP standards and reporting structures.
COMPENSATION
- Expected Salary (all locations): $90,000 - $160,000
WSP USA is providing the compensation range that the company in good faith believes it might pay and offer for this position, based on the successful applicant’s education, experience, knowledge, skills, abilities in addition to internal equity and specific geographic location. WSP USA reserves the right to ultimately pay more or less than the posted range and offer additional benefits and other compensation, depending on circumstances not related to an applicant’s sex or other status protected by local, state, and/or federal law.
WSP provides a comprehensive suite of benefits focused on providing health and financial stability throughout the employee’s career. These benefits include coverage related to medical, dental, vision, disability, and life; retirement savings; paid sick leave; paid vacation (or other personal time); paid parental leave; and paid time off for purposes of bereavement, voting, and/or attendance at naturalization proceedings.
WSP USA (and all of its U.S. companies) is an Equal Opportunity Employer Race/Age/Color/Religion/Sex/Sexual Orientation/Gender Identity/National Origin/Disability or Protected Veteran Status.
The selected candidate must be authorized to work in the United States.
NOTICE TO THIRD PARTY AGENCIES:
WSP does not accept unsolicited resumes from recruiters, employment agencies, or other staffing services. Unsolicited resumes include any resume or hiring document sent to WSP in the absence of a signed Service Agreement where WSP has expressly requested recruitment/staffing services specific to the position at hand. Any unsolicited resumes, including those submitted to hiring managers or other business leaders, will become the property of WSP and WSP will have the right to hire that candidate without reservation – no fee or other compensation will be owed or paid to the recruiter, employment agency, or other staffing service.
See All 5 Strategy Lead Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
Find Strategy Lead JobsStrategy Lead Jobs by City in Maryland
Where Maryland roles are concentrated, by current openings.
Strategy Lead Job Market in Maryland
A snapshot from current Maryland openings, updated as new roles post.
Who's Hiring
- CVS Health2

- Havtech1

- University of Maryland, Baltimore1

- WSP1

Top Industries Hiring
- Healthcare & Medical Services2
- Consulting & Professional Services1
- Education1
- Manufacturing1
What Maryland Employers Look For
The qualifications that appear most often in strategy lead jobs across Maryland.
- 5 or more years of experience in corporate strategy, management consulting, or business operations
- Proven ability to build and present executive-level strategic recommendations
- Strong financial modeling and quantitative analysis skills
- Experience facilitating cross-functional alignment across business units
- Bachelor's degree required, MBA or equivalent advanced degree strongly preferred
- Proficiency with presentation tools and data visualization platforms such as PowerPoint and Tableau
Strategy Lead Jobs in Maryland: Frequently Asked Questions
How many strategy lead jobs are there in Maryland?
There are 5+ strategy lead openings in Maryland on Migrate Mate as of June 2026, with the most roles in Annapolis, Baltimore, and Columbia. New positions post regularly as employers across Maryland hire.
Which Maryland cities have the most strategy lead jobs?
Annapolis, Baltimore, and Columbia have the most strategy lead openings in Maryland right now, with additional roles spread across smaller metros statewide.
Which companies hire strategy leads in Maryland?
Employers hiring strategy leads in Maryland include CVS Health, Havtech, and University of Maryland, Baltimore, based on current listings on Migrate Mate as of June 2026.
Are there remote strategy lead jobs in Maryland?
Yes. About 40% of strategy lead openings tied to Maryland are remote or hybrid as of June 2026. The rest are on-site roles based in Maryland metros.
How do I apply for strategy lead jobs in Maryland?
You can apply to strategy lead jobs in Maryland directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Maryland location, then apply to each one that fits.
See All 5 Strategy Lead Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
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