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Manager, Strategic Initiatives

June 3, 2026

Job Description:

Lead strategic, cross-functional programs for Government ITS, serving as project manager for near-term priorities (including the Secure Enclave initiative for our Federal business) by defining scope, building integrated plans, and driving delivery through key milestones and sustainment/continuous improvement
Establish and maintain program governance across strategic initiatives (e.g., operating cadence, integrated plans, RAID logs, decision tracking, and executive-ready status reporting), ensuring clear accountability, predictable execution, and timely escalation
Coordinate stakeholders across Government ITS, GIS/security, product/engineering, Sales, Operations, and external partners/vendors to remove blockers and deliver compliant outcomes that support Federal workflows (including requirements related to CUI/CMMC)
Partner with leadership to identify, prioritize, and execute additional strategic projects across the Government business (including government GTM work), translating strategy into measurable deliverables, timelines, and success metrics
Create, implement, and provide visibility to senior leadership on ITS engagement with Sales, Marketing, PPM, and OEM partners—establishing best-in-class engagement practices, action plans, and mechanisms to track progress and outcomes
Represent ITS as the “voice of our technical practices” on key cross-functional initiatives, interfacing directly with stakeholders from Sales, Orchestration, R&D, PPM, Analyst Relations, and other corporate functions to align priorities and remove friction
Create and deploy layered GTM across ITS practices, including communication, messaging, and enablement strategies (training, office hours, readiness materials) that help coworkers execute effectively—especially as processes and tools change
Support ITS executive leaders in executive reporting, communications, and strategy documentation, ensuring concise narratives, clear metrics, and decision-quality materials
Manage and lead teams of program/project management and GTM/enablement professionals in the execution of programs that support cross-functional and cross-practice initiatives
Lead efforts to infuse consistency across ITS practices to implement GTM and enablement strategies more effectively
Support consistent and structured partner engagement within the practices where required with partner leadership ensuring alignment, action planning and execution

Requirements:

Bachelor’s degree and 5+ years of progressive leadership experience OR, 9 years of progressive leadership experience
Proven approach to build and execute strategic plans
Ability to drive change and execute large-scale initiatives
Ability and willingness to travel as needed to various CDW locations, meetings, or partner sites
Demonstrated program/project management experience delivering cross-functional initiatives end-to-end (planning, milestones, dependencies, risks/issues, stakeholder management, and executive reporting)
Experience operating in or supporting regulated / security-forward environments (e.g., compliance-driven processes, secure environments, auditability, change control), a plus
8+ years’ experience within ITS organization or closely related practice, a plus
Experience supporting Federal/government customers or internal teams; familiarity with concepts like CUI and CMMC/NIST-aligned requirements, a plus
Experience leading or partnering on GTM / enablement motions (internal communications, training/readiness, playbooks, rollout adoption), a plus
Experience driving outcomes through influence without authority across Product/Engineering, Security, Sales, and Operations, a plus

Benefits:

Annual bonus target of 25% subject to terms and conditions of plan
Health insurance
401(k) matching
Flexible work hours
Paid time off

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

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When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

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4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

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5. HOW DO YOU PROCESS INFORMATION?

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Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

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8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

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Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...