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Principal Industry Strategist - State and Local Gov Transportation

CDW · IL · Remote available · $157,500–$182,000 a year · Full time

Posted Sep 28, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about your experience leading in state or local government transportation, and what you bring to customers from it.

What they are checking: Whether they have real industry leadership in transportation agencies, which this role is built around.

Tell me about a time you influenced requirements across several stakeholder groups with different priorities.

What they are checking: Whether they can align operations, IT and leadership around a shared solution direction.

Tell me about mentoring someone who was new to an industry.

What they are checking: Whether they can develop junior strategists' industry knowledge and judgment.

What would you do

A transit agency wants to modernize its systems but has a small IT staff. How would you guide them?

What they are checking: Whether they give practical advice that fits the customer's real capacity.

How would you help CDW sellers have credible conversations with transportation leaders?

What they are checking: Whether they can turn their industry knowledge into sales enablement that works.

How would you run an advisory session with agency leaders who disagree on priorities?

What they are checking: Whether they can facilitate executive discussions and guide decisions without taking sides.

About the work

What are the biggest technology challenges facing state DOTs and transit agencies right now?

What they are checking: Whether they have current, specific knowledge of the segment's problems and priorities.

How would funding cycles and public procurement rules affect the way you advise a transportation agency?

What they are checking: Whether they understand how government budgets and procurement shape technology decisions.

What cybersecurity concerns are specific to transportation systems, and how would you raise them with a customer?

What they are checking: Whether they understand operational technology risks in traffic and transit environments.

How would you decide which transportation solutions CDW should invest in building?

What they are checking: Whether they can weigh customer demand and CDW strengths when shaping solutions.

Practice this interview out loud.

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The full job description

As published by CDW.

The Industry Strategist - Principal is a former industry leader that serves as trusted advisors to customers and internal teams, helping CDW anticipate industry needs and deliver differentiated value. Industry strategists are customer-facing experts who help build and maintain relationships with customers and their leaders and help shape CDW’s strategic direction and solutions within a specific industry segment. This role blends deep industry knowledge with technology insight to strengthen customer relationships, drive growth and influence solution development. What You Will Do Customer Relationship Engagement & Advisory • Build and maintain trusted relationships with customer executives, program leaders, operational stakeholders, and technical teams. • Lead strategic discussions that shape customers’ long-term vision, technology posture, and organizational maturity. • Design, present and demonstrate industry aligned strategies, solutions, architectures, and partner technologies. • Participate in onsite meetings, executive briefings, business reviews, and advisory sessions to guide customer decision making. • Influence customer requirements by collaborating across stakeholder groups and helping define solution direction. • Mentor associate and staff level industry strategists in their responsibilities. Sales & Enablement Support • Serve as subject matter expert during customer presentations, sales cycles, solution briefings, and large opportunity pursuits. • Articulate CDW’s value proposition clearly to customers, partners, and sellers. • Build the strategy for training and mentoring CDW sellers on industry trends, competitive insights, solution messaging, and customer engagement strategies. • Support sellers in navigating complex procurement environments and identifying additional opportunities. • Participate in customer webinars, conference calls, and internal enablement activities to drive team readiness. • Shape customer’s board level vision into strategic sales opportunities. Industry Solution Development • Lead the process to translate industry problems into scalable, repeatable solution offerings aligned with CDW’s portfolio. • Partner with engineering, services, product, and logistics teams to design complete solution packages. • Coordinate many technology partners participation, ensuring solutions integrate capabilities that address real industry use cases. • Assist with qualifying and scoping solution opportunities within target accounts. • Support the development of new offerings that incorporate emerging technologies, regulatory needs, and customer demand patterns. Industry Thought Leadership & Strategic Insight • Serve as a recognized industry thought leader within CDW’s strategist organization, guiding how technology can positively impact the segment. Mentor other industry strategists in these efforts. • Monitor emerging trends, regulatory shifts, competitive movements, and technology innovations relevant to the industry. • Evaluate and build the strategy to bring to market new technology approaches to understand their value, the problems they solve, their market potential, and alignment with CDW’s strategic roadmap. • Lead the identification of target markets and high-value account segments where CDW can expand its influence. • Represent CDW at conferences, industry events, briefings, and professional forums to strengthen brand presence and credibility. Industry Briefings Support (as assigne d) • Strategist participants represent relevant industry expertise with capacity/availability to actively participate in all sessions and events of the briefing and participates in one or more agenda sessions. • Builds and facilitates one or more sessions/panels. • Acts as an Ambassador to customer attendees. • Supports the role of the Strategist Lead as required. • Strategist Lead represents relevant industry expertise with capacity/availability. • Drive agenda design and thematic development. • Drive attendee recruitment. • Drive partner recruitment. • Drive session content development. • Coordinate session deliverables (e.g., panel materials, meeting participation); enforces partner compliance with event guidelines, etc. • Informs Briefing Committee of status, issues requiring mitigation, etc. What We Expect of You • Bachelor’s degree or 15+ years of experience working in the specific industry or equivalent experience • Excellent customer-facing skills with experience building trusted executive-level relationships. • Understanding and influence on technology trends and solution architecture within the industry. • Experience leading enterprise-wide technology implementations including integration, configuration, troubleshooting, training, and adoption. • Excellent leadership, facilitation, strategic planning, and problem-solving abilities. • Excellent communication, presentation, negotiation, and collaboration skills. • Proven ability to influence across organizational boundaries and manage multiple priorities. • Experience navigating procurement processes and uncovering new opportunities. • Ability to travel as needed. • Experience as an IT C-Level, or IT Vice President, is a plus. • 5+ years experience as a consultant, is a plus. • Experience leading IT strategy and operations in a regulated, complex ecosystem, is a plus. • 15 or more years’ experience in assessing business drivers and translating them into qualifiable, quantifiable and tactical solutions, is a plus. • Understanding technologies and the challenges of implementing new technologies into a highly regulated and complex technology ecosystem, is a plus. • Industry-relevant or technology-specific certifications, is a plus. • Strong knowledge and understanding of standard industry regulations i.e. FERPA, HIPAA, GDPR, CPRA, is a plus. Pay range: $157,500 - $182,000 depending on experience and skill set Annual bonus target of 43% subject to terms and conditions of plan Benefits overview: https://cdw.benefit-info.com/ Salary ranges may be subject to geographic differentials CDW is committed to being an AI-fluent organization We’re looking for people who bring curiosity, a learner’s mindset, and a willingness to engage with ever-evolving technology and tools. We value adopting AI as a partner, openness to experimentation, and a shared interest in learning together on AI. Our goal is to create a culture where AI enhances—not replaces—human creativity and decision-making. You don’t need to be an expert today; what matters is your readiness to explore, adapt, and grow with us as we integrate AI responsibly and effectively into our work. Additionally, CDW is committed to fostering an equitable, transparent, and respectful hiring process for all applicants. During our application process, our goal is to understand your experience, strengths, skills, and qualifications. As an AI forward company, we see AI not just as a tool, but as a catalyst for new ways of thinking, creating, and communicating. We encourage candidates to embrace an AI mindset, one that’s curious, adaptive, and ready to explore what’s possible. We welcome thoughtful use of AI to expand your perspective and elevate how you share your story, while ensuring your application remains rooted in your own background, judgment, and voice. About Us CDW is a Fortune 500 technology solutions provider that helps businesses, government, education, and healthcare organizations achieve what’s possible through technology. What makes CDW different isn’t just what we do—it’s how we do it. At CDW we act as one—building trust, speaking candidly, and working together to achieve more. We play to win—focusing on what matters most and delivering for our customers. And we think forward—staying curious, moving fast, and continuously learning. We believe meaningful work happens when people feel supported, heard, and empowered to contribute. That’s why we think of ourselves as coworkers, not just employees—working together to solve complex challenges and deliver real impact for our customers and communities. As a full‑stack, full‑lifecycle technology partner, CDW brings deep expertise, strong relationships, and broad industry knowledge to help turn ideas into outcomes. When you join CDW, you become part of a collaborative environment where your work matters, your growth is supported, and your contributions help shape what’s next. Together, we deliver the full promise of what technology can do. Together, we Make Amazing Happen. CDW is an equal opportunity employer. All qualified applicants will receive consideration for employment without regards to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status or any other basis prohibited by state and local law.

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