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Sr. Transformation Analyst, Finance

Cushman & Wakefield · Chicago, IL · $80,750–$95,000 a year · Full time

Posted Sep 18, 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 documented a process and found a gap nobody had noticed.

What they are checking: Whether they can map processes carefully and surface real problems.

Tell me about an automation or simplification you helped deliver. What was the measurable result?

What they are checking: Whether they connect their work to time saved, errors reduced or cost avoided.

Describe a time you had to work through a lot of detailed data under a deadline.

What they are checking: Whether they stay accurate in hands-on execution work.

What would you do

You're validating migrated data and the totals are off by a small amount. What do you do?

What they are checking: Whether they investigate small discrepancies thoroughly, since they often signal bigger mapping errors.

Finance users in another country follow a different process than the U.S. How do you approach standardizing it?

What they are checking: Whether they respect local requirements while pushing for global standardization.

How do you keep a transformation milestone on track when you depend on IT and Finance teams who have day jobs?

What they are checking: Whether they can coordinate and follow up across teams without direct authority.

About the work

Walk me through the main steps in record-to-report, procure-to-pay and order-to-cash. Where do you usually see the most pain?

What they are checking: Whether they understand core finance processes well enough to spot improvement opportunities.

How would you plan user acceptance testing for a new finance system module?

What they are checking: Whether they know how to write test cases, track defects and confirm readiness for go-live.

How do you gather requirements from users who aren't sure what they need?

What they are checking: Whether they can ask the right questions and turn pain points into clear requirements.

What makes operational readiness for a go-live, beyond the system working?

What they are checking: Whether they think about training, procedures and support so users can do their jobs on day one.

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The full job description

As published by Cushman & Wakefield.

Job Title Sr. Transformation Analyst, Finance Job Description Summary Job Description Position Summary The Senior Analyst, Finance Transformation supports the execution of global Finance Transformation initiatives, with a focus on process optimization for R2R, P2P, and O2C Finance processes across the globe, along with broader program delivery, process improvement, and system support across the Finance organization. This role partners with U.S. Finance, Technology, and global Finance Transformation leadership to support system implementations, testing, and operational readiness activities. The Senior Analyst plays a critical role in ensuring accurate execution, strong coordination, and timely delivery of transformation milestones. This is a hands-on, execution-focused role responsible for supporting project delivery, data validation, system testing, and ongoing process improvements across Finance workflows. Key Responsibilities • Support execution of Finance Transformation initiatives across R2R, P2P, and O2C processes, including process-specific implementation tasks and deliverables • Assist in process improvement and transformation activities through automation, standardization, and process simplification • Partner with Finance, IT, and cross-functional business teams to gather requirements, document processes, and identify gaps and pain points • Support project lifecycle activities, including requirements gathering, project planning, user acceptance testing (UAT), and deployment coordination • Perform data validation, reconciliation, and issue tracking to ensure accuracy and completeness of financial information • Track project milestones, risks, and issues, and provide regular status updates to project leads and senior leadership • Support system configuration, troubleshooting, and coordination with Technology teams (e.g., Workday or similar Finance systems) • Assist with preparation of project metrics, reporting, and documentation for leadership and stakeholders • Assist with special project work for Finance as needed, at the direction of Finance Transformation leadership Required Qualifications Education & Experience • Bachelor's degree in Accounting, Finance, Business, or related field • 3–6 years of experience in Finance, Financial Systems, or Transformation • Experience supporting projects, system implementations, or process improvement initiatives Technical & Professional Skills • Basic understanding of Finance processes (R2R, P2P, O2C exposure) • Experience with ERP or Finance systems (Workday or similar preferred) • Strong data analysis skills and attention to detail • Project coordination and organizational skills • Effective communication and stakeholder management abilities • Familiarity with accounting principles and internal controls (SOX exposure a plus) Core Competencies • Strong attention to detail and data accuracy • Execution focus and ability to follow structured processes • Effective collaboration across teams, functions, and geographies • Problem-solving mindset with ability to escalate issues appropriately • Ability to manage multiple priorities in a fast-paced environment Cushman & Wakefield also provides eligible employees with an opportunity to enroll in a variety of benefit programs, generally including health, vision, and dental insurance, flexible spending accounts, health savings accounts, retirement savings plans, life, and disability insurance programs, and paid and unpaid time away from work. In addition to a comprehensive benefits package, Cushman and Wakefield provide eligible employees with competitive pay, which may vary depending on eligibility factors such as geographic location, date of hire, total hours worked, job type, business line, and applicability of collective bargaining agreements. The compensation that will be offered to the successful candidate will depend on factors such as whether the position is covered by a collective bargaining agreement, the geographic area in which the work will be performed, market pay rates in that area, and the candidate’s experience and qualifications. The company will not pay less than minimum wage for this role. The compensation for the position is: $ 80,750.00 - $95,000.00 Cushman & Wakefield is an Equal Opportunity employer to all protected groups, including protected veterans and individuals with disabilities. Discrimination of any type will not be tolerated. In compliance with the Americans with Disabilities Act Amendments Act (ADAAA), if you have a disability and would like to request an accommodation in order to apply for a position at Cushman & Wakefield, please call the ADA line at 1-888-365-5406 or email Accommodations@cushwake.com . Please refer to the job title and job location when you contact us. INCO: “Cushman & Wakefield”

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