Leads enterprise technology strategy and pre-sales services engagements for executive clients. Develops transformation roadmaps, conducts technology visioning workshops, advises on multi-practice solutions, publishes thought leadership, builds reusable intellectual property, models financial impact, and guides solution scaling. The role requires broad expertise across cloud, applications, data, security, infrastructure, DevOps, SaaS, and AI/ML, with responsibility for influencing senior stakeholders and aligning technology investments to business outcomes.
Description
Job Summary
As a Principal Enterprise Strategist, you serve as the foremost authority in Pre-Sales - Services Engagement, defining strategic vision and advising senior leadership. This role engages executive clients to deliver high-impact solutions, while driving innovation and thought leadership across CDW's technology portfolio.
What you will do
* Act as a segment-wide evangelist for transformational technologies (cloud-native platforms, automation, AI/ML).
* Publish white papers, build reusable IP (frameworks, templates), and deliver external presentations.
* Provide non-billable advisory oversight during delivery of multi-practice solutions to ensure architectural integrity and alignment with intended outcomes.
* Conduct executive-level workshops and multi-practice technology visioning sessions.
* Provide strategic advisory consulting to clients, translating business objectives into technology strategies and actionable roadmaps.
* Guide long-term IT transformation, ensuring scalability, interoperability, and alignment to business outcomes.
* Identify opportunities early by spotting emerging technical trends.
* Lead financial impact modeling to support new products, services, and partner-adjacent initiatives.
* Collaborate across Digital Infrastructure, Digital Velocity, Managed Services, and Global Security Strategy Office (GSSO).
* Support solution scaling and transition planning in partnership with R&D and delivery teams.
What we expect of you
* Bachelor's degree required and 10+ years of experience OR 14+ years of work experience required
* Experience designing multi-practice solutions for complex customer environments.
* Strong understanding of CDW's portfolio including Cloud, applications, data, security, modern infrastructure, DevOps, SaaS technologies, and AI.
* Proven ability to influence business and IT stakeholders at the executive level.
* Demonstrated success building and delivering enterprise technology roadmaps and digital transformation strategies.
* Certifications across multiple disciplines (AWS Solutions Architect, Azure Architect Expert) is a plus.
* Background in vertical-specific architecture (healthcare, financial services, manufacturing) is a plus.
* Strategic mindset with ability to translate vision into executable strategies is a plus.
* Executive presence with strong communication skills is a plus.
* Cross-domain expertise across integrated technology solutions is a plus.
* Innovation and agility in fast-paced environments is a plus.
* Collaborative leadership across sales, engineering, and delivery teams is a plus.
* Outcome-driven focus on measurable business impact is a plus. Pay range: $151,350 - $211,870 depending on experience and skill set Annual bonus target of 25% subject to terms and conditions of plan Benefits overview: [https://cdw.benefit-info.com/](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.
Job Summary
As a Principal Enterprise Strategist, you serve as the foremost authority in Pre-Sales - Services Engagement, defining strategic vision and advising senior leadership. This role engages executive clients to deliver high-impact solutions, while driving innovation and thought leadership across CDW's technology portfolio.
What you will do
* Act as a segment-wide evangelist for transformational technologies (cloud-native platforms, automation, AI/ML).
* Publish white papers, build reusable IP (frameworks, templates), and deliver external presentations.
* Provide non-billable advisory oversight during delivery of multi-practice solutions to ensure architectural integrity and alignment with intended outcomes.
* Conduct executive-level workshops and multi-practice technology visioning sessions.
* Provide strategic advisory consulting to clients, translating business objectives into technology strategies and actionable roadmaps.
* Guide long-term IT transformation, ensuring scalability, interoperability, and alignment to business outcomes.
* Identify opportunities early by spotting emerging technical trends.
* Lead financial impact modeling to support new products, services, and partner-adjacent initiatives.
* Collaborate across Digital Infrastructure, Digital Velocity, Managed Services, and Global Security Strategy Office (GSSO).
* Support solution scaling and transition planning in partnership with R&D and delivery teams.
What we expect of you
* Bachelor's degree required and 10+ years of experience OR 14+ years of work experience required
* Experience designing multi-practice solutions for complex customer environments.
* Strong understanding of CDW's portfolio including Cloud, applications, data, security, modern infrastructure, DevOps, SaaS technologies, and AI.
* Proven ability to influence business and IT stakeholders at the executive level.
* Demonstrated success building and delivering enterprise technology roadmaps and digital transformation strategies.
* Certifications across multiple disciplines (AWS Solutions Architect, Azure Architect Expert) is a plus.
* Background in vertical-specific architecture (healthcare, financial services, manufacturing) is a plus.
* Strategic mindset with ability to translate vision into executable strategies is a plus.
* Executive presence with strong communication skills is a plus.
* Cross-domain expertise across integrated technology solutions is a plus.
* Innovation and agility in fast-paced environments is a plus.
* Collaborative leadership across sales, engineering, and delivery teams is a plus.
* Outcome-driven focus on measurable business impact is a plus. Pay range: $151,350 - $211,870 depending on experience and skill set Annual bonus target of 25% subject to terms and conditions of plan Benefits overview: [https://cdw.benefit-info.com/](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.
CDW Vernon Hills, Illinois, USA Office
200 N. Milwaukee Ave., Vernon Hills, IL, United States, 60061
CDW Chicago, Illinois, USA Office
625 W Adams St., Chicago, IL, United States, 60661
Similar Jobs at CDW
Information Technology
Supports professional services engagements from solution alignment through delivery and support. Coordinates client relationships, project scope, schedules, resources, risks, KPIs, financial performance, and cross-functional execution. Partners with sales, pre-sales, technology, delivery, and project teams to ensure engagements meet timelines, quality, scope, financial, and customer satisfaction objectives while identifying expansion opportunities.
Information Technology
Supports professional services engagements from consultation through delivery, coordinating clients, sales, presales, technology teams, and project resources. Assists with scope, timelines, resourcing, risk mitigation, financial monitoring, KPI tracking, client reviews, documentation, and service expansion. The role helps ensure engagements meet quality, schedule, scope, client satisfaction, and financial expectations while identifying delivery risks and providing stakeholder updates.
Information Technology
Manage, troubleshoot, secure, and optimize government cloud and hybrid infrastructure across Azure Government, AWS GovCloud, and GCP. Responsibilities include incident and change management, compliance with government security frameworks, automation and infrastructure documentation, performance monitoring, root cause analysis, customer communication, and 24x7 on-call support. The role also involves cloud architecture guidance, operational improvements, customer service reviews, technical mentoring, and occasional travel.
Top Skills:
Amazon Web Services (Aws) GovcloudAzure Gcc HighCis BenchmarksCmmcDisa StigsFedrampFismaGoogle Cloud Platform (Gcp)Infrastructure As CodeItilMicrosoft Azure GovernmentNist 800-53Nist Cybersecurity FrameworkUnix/LinuxVirtualizationWindows
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
