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Supervisor Project Manager

CDW · IL · Remote available · $72,000–$100,000 a year · Full time

Posted Sep 30, 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 a time you ran several projects at once for different sales managers. How did you keep each one moving?

What they are checking: Whether they can juggle concurrent projects without one quietly falling behind while they focus on another.

Tell me about a time a schedule change hit several people at once. How did you communicate it?

What they are checking: Whether they explain the impact of changes clearly so stakeholders are not surprised later.

Tell me about a project that slipped. What did you see first, and what would you do differently?

What they are checking: Whether they catch warning signs early and can honestly learn from a project that went wrong.

As a supervisor, how would you help a newer contributor who is struggling to meet their deadlines?

What they are checking: Whether they support and coach people, not just track them, since the title includes supervision.

What would you do

A sales manager keeps missing their deliverables for Account Representative Onboarding. They do not report to you. What do you do?

What they are checking: How they get results through influence and follow-up when they have no direct authority.

How do you decide when an issue is something you should solve yourself and when it needs to go to leadership?

What they are checking: Their judgment on escalation, since this role resolves routine problems and escalates only real risks.

Capacity Planning and Book Delivery both need the same subject matter expert the same week. How do you resolve it?

What they are checking: How they handle resource conflicts between projects and whether they bring tradeoffs to the right person.

About the work

Leadership gives you a one-line direction like launch a new onboarding program next quarter. How do you turn that into a workplan?

What they are checking: Whether they can translate vague direction into owners, due dates, handoffs and clear completion criteria.

Walk me through how you build a workback schedule. Where do you start?

What they are checking: Their basic planning discipline, working backward from a fixed date and spotting dependencies early.

What tools do you use for trackers and operating calendars, and how do you keep project data accurate when many people touch it?

What they are checking: Whether they keep resources and data reliable, which leaders depend on for decisions.

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The full job description

As published by CDW.

Job Summary The Supervisor, Project Manager Sales coordinates the planning and execution of projects supporting Academy and Residency sales teams. The role translates program direction into organized workplans, keeps managers and contributors aligned, maintains accurate project resources and data, monitors progress, resolves routine execution issues, and escalates risks or decisions when leadership support is needed. Assigned work may include Account Representative Onboarding, Kickstart, Capacity Planning, Book Delivery, Team Alignment, reporting, and related sales enablement initiatives. What You Will Do Project Planning and Coordination • Build and maintain project plans, workback schedules, trackers, task lists, and recurring operating calendars for multiple concurrent sales projects. • Translate program requirements and leadership direction into clear activities, owners, due dates, handoffs, and completion criteria. • Coordinate work across Academy and Residency sales managers, project contributors, subject matter experts, and support partners. • Monitor milestones, dependencies, and deliverables; follow up with owners and escalate risks, delays, or unresolved decisions to leadership. • Coordinate changes to schedules, assignments, resources, or deliverables and communicate the impact to affected stakeholders. Program and Sales Manager Support • Coordinate the execution of AR and Manager onboarding and enablement programs, including class timelines, manager activities, seller assignments, learning sessions, shadow experiences, and required resources. • Prepare and distribute instructions, timelines, checklists, templates, and reminders that make project expectations easy to understand and complete. • Organize book delivery, scoring, team alignment, Account Representative training review, and other assignment-based processes; validate inputs and resolve routine data or ownership questions. • Coordinate destination manager participation for overview sessions, panels, and other program activities. • Maintain accurate rosters, project lists, distribution lists, assignments, and resource links so managers have a reliable source of current information. Communications, Reporting, and Resources • Plan and facilitate project meetings and check-ins, including agendas, materials, decisions, action items, and follow-up. • Provide concise updates on progress, upcoming milestones, open items, risks, and decisions needed. • Draft project communications and create or update presentations, job aids, guides, templates, and onboarding resources. • Gather, validate, and reconcile data used for assignments, forecasting, readiness tracking, dashboards, scorecards, and status reporting. • Maintain organized project files and resources in SharePoint or Teams with clear naming, version control, and access. Process Consistency and Team Support • Document repeatable workflows, roles, handoffs, and standard work to improve consistency across teams and project cycles. • Identify practical improvements to project coordination, communication, tracking, and resource management; recommend changes to the manager. • Promote consistent use of approved project tools, templates, and processes. • Support workload planning and provide project coordination guidance to team members supporting Academy and Residency initiatives. What We Expect of You • Bachelor's degree or equivalent work experience. • At least 3 years of experience in project coordination, program coordination, sales support, operations, or a related role; or at least 2 years of CDW Sales experience. • Demonstrated ability to coordinate multiple projects, maintain detailed plans, and drive timely follow-through across stakeholders. • Strong organization, attention to detail, problem solving, and ownership of accurate project information. • Excellent written, presentation, facilitation, and verbal communication skills. • Ability to identify risks, dependencies, and gaps; resolve routine issues; and escalate appropriately. • Working knowledge of project management practices and proficiency with Microsoft Outlook, Teams, Excel, PowerPoint, Word, and SharePoint or comparable tools. • High confidence in gathering, validating, organizing, and presenting data for project reporting and decision support. • Ability to build productive relationships, manage sensitive information, adapt to changing priorities, and meet deadlines. • Experience with project tracking, dashboard, customer relationship management, or business intelligence tools is a plus. Pay range: $72,000 - $100,000 depending on experience and skill set Annual bonus target of 10% 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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