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This position has closed. CDW removed this listing from their careers page on Oct 6, 2026. The interview prep below is still useful, and there are similar open roles at the bottom of this page.

Financial Services Senior Sales Executive

CDW · IL · Remote available · $135,000–$175,000 a year · Full time

Posted Aug 21, 2026 · We last checked this listing on Oct 4, 2026

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 complex deal you structured with a sales team.

What they are checking: Whether they can partner with sellers and add real value to the final proposal.

Describe how you build a pipeline when you support sellers across all regions.

What they are checking: Whether they can create opportunities across a wide sales team rather than waiting for referrals.

Tell me about a deal you lost. What did you learn?

What they are checking: Whether they reflect honestly on losses and change their approach for the next deal.

What would you do

A CDW seller doesn't think financing fits their customer. How do you change their mind?

What they are checking: Whether they can show sellers how financing helps close and grow deals instead of slowing them.

A client's CFO pushes back on your financing terms. How do you respond?

What they are checking: Whether they can talk finance with senior executives and handle objections with numbers.

About the work

How would you use a client's 10-K and annual report to decide what financing option to recommend?

What they are checking: Whether they can read financial statements and spot cash, debt and budget needs that shape a deal.

Walk me through the difference between a lease and a loan for a large technology purchase.

What they are checking: Whether they can explain financing tradeoffs clearly, including accounting and cash flow effects.

How would you include managed services in a financing proposal?

What they are checking: Whether they understand technology and services well enough to build combined offerings.

What is re-marketing of IT assets, and when does it help a client?

What they are checking: Whether they understand end-of-life equipment value and how it lowers total cost for clients.

How do you stay up to date on lease accounting rules?

What they are checking: Whether they understand how accounting standards affect what clients want from financing deals.

Practice this interview out loud.

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The full job description

As published by CDW.

Job Summary : The Financial Services Sales Executive identifies, structures, and sells CDW Financial Services options to clients across all regions, working closely with the CDW sales team. The Financial Services Sales SR Executive provides presales support including positioning, creating financial alternatives and assisting in the development of the proposal to deliver to the client. This role demonstrates strong financial, acumen in evaluating the key aspects of our clients’ business through review of their Annual Reports, 10K’s, investor calls and related information. In addition to the financial acumen, this role also needs to have technology and manage services acumen to understand the client’s overall technology needs with the ability to include managed services where applicable. This role serves as the subject matter expert in the designated financial solution focus area and provides Financial Services sales support from opportunity identification through the completion of the sales cycle. What you will do: . • Sells CDW Financial Services offerings, such as leasing, loans, managed services and re-marketing services, working closely with the CDW sales team • Evaluates clients’ internal financial information to develop and recommend CDW Financial Services solutions • Advises the CDW sales team on complex deal structures, and provides Financial Services sales support and expertise throughout the sales cycle, from opportunity identification to close • Provides training and knowledge transfer on Financial Services solutions and vendor offerings to the CDW sales team • Develops strong relationships with manufacturer financing organizations and other relevant vendors • Remains current with developments in the Financial Services industry through professional associations, networking and formalized training • Contributes to developing Best Practices, strategies, policies, and documentation for the Financial Services sales team • Collaborates with CDW sales team on highly complex situations involving multiple areas of our offerings- Services, Product and Financial. • Develops business use cases to enable the sales team to position several options to their client based on client’s needs and how they want to pay for solution. The use cases could include financing solutions and/or up front sale solution. What we expect of you: • Bachelor’s degree with at least five years of experience in Financial Services sales and technology sales within the Information Technology industry, or nine years of equivalent experience in Financial Services sales and technology sales within the Information Technology industry Knowledge of financial statement evaluation, general accounting principles • Ability to understand complex variables and develop appropriate financial solutions • Ability to run financial calculators in the areas of NPV, amortization, and lease structuring • Presentation skills, sales skills, and ability to propose creative financial solutions • Ability to build and maintain strong working relationships within all levels of an organization, and to influence a sales team to include financial services solutions in proposals to clients • Demonstrated problem solving, customer service, negotiation, and follow up skills • Ability to manage a number of ongoing, diverse projects and multiple priorities effectively in a fast-paced environment Pay range: $ 135,000 - $ 175,000 depending on experience and skill set Benefits overview: https://cdw.benefit-info.com/ 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.