Jobs › Cushman & Wakefield

Assistant General Counsel, Labor & Employment

Cushman & Wakefield · Chicago, IL · $174,250–$205,000 a year · Full time

Posted Aug 4, 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 misconduct investigation you oversaw. How did you make sure it was fair and defensible?

What they are checking: Whether they know what makes an investigation hold up if it is later challenged.

How do you translate a complex employment law issue into advice an HR partner or business leader can act on today?

What they are checking: Whether they give clear, practical guidance instead of long memos full of caveats.

Tell me about a time you spotted a legal risk before it became a claim.

What they are checking: Whether they are proactive about risk, which the posting stresses.

How would you build trust with HR so they bring you in early instead of after a decision is made?

What they are checking: Whether they can earn the relationships that make early legal input possible.

What would you do

HR wants to terminate an employee who complained about discrimination two weeks ago. Walk me through how you'd advise them.

What they are checking: Whether they can assess retaliation risk and still give practical guidance on a legitimate termination.

An employee is now represented by counsel and their lawyer sends a demand letter. What are your first steps?

What they are checking: Whether they know how to preserve documents, assess exposure and manage communication once counsel is involved.

A regional business attorney and HR disagree about how to handle a separation. Where do you fit?

What they are checking: Whether they can work as the connective link in a matrixed legal and HR structure.

A senior business leader wants to fire someone right away for a social media post. What questions do you ask?

What they are checking: Whether they consider protected activity and consistency before giving advice under pressure.

About the work

How do employment law considerations differ between the U.S. and Canada for a termination?

What they are checking: Whether they understand that Canadian notice and severance rules are very different from at-will employment.

What do you look for in a separation agreement for an employee who has raised claims?

What they are checking: Whether they know the releases and terms that make a settlement enforceable, including age discrimination rules.

How do you decide when a matter should go to outside counsel versus stay in-house?

What they are checking: Whether they manage legal spend and risk with sound judgment.

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The full job description

As published by Cushman & Wakefield.

Job Title Assistant General Counsel, Labor & Employment Job Description Summary The Assistant General Counsel, Labor & Employment operates as a key legal partner inside a matrixed organization, advising on labor and employment matters across the U.S. and Canada in close partnership with the People (HR) team and the company’s regional and service line business attorneys. The role focuses on matters carrying elevated legal risk, including terminations and separations involving asserted discrimination or retaliation claims, employees represented by counsel, threatened litigation, and employment-related misconduct investigations. This role calls for sound judgment and pragmatic, proactive problem-solving — anticipating risk, translating complex employment law into clear and actionable guidance, and building the trust needed to drive alignment across HR, Legal, Risk, Compliance, Operations, and business stakeholders. Job Description Key Responsibilities • Advise on labor and employment matters across the U.S. and Canada, working within a matrixed structure alongside HR and regional and service line business attorneys. • Operate as a connective link between Legal, HR, Risk, Compliance, Operations, and business units. • Own the company’s legal position on elevated-risk employment matters, including terminations and separations involving asserted discrimination or retaliation claims, employees represented by counsel, or threatened or active litigation. • Serve as accountable legal owner for investigations into employment-related misconduct, including discrimination, harassment, retaliation, workplace violence, and wrongful termination, coordinating with Ethics & Compliance where a matter also implicates the Code of Conduct. • Provide consulting support to HR on routine employee-relations matters without a misconduct component, including accommodation logistics, attendance, benefits administration, and non-misconduct workplace conflict. • Provide compliance-focused legal advice on HR programs, including ERISA, NLRA/RLA, and securities law considerations. • Partner with the People team to proactively manage employment risk through training initiatives, process improvements, and data analytics. • Prepare executive-level litigation reports, KPIs, trend analyses, and risk assessments that inform senior leadership decision-making. • Provide timely advice to the company and its leaders on all aspects of employment law, including hiring, performance management, compensation, benefits, accommodations, investigations, and terminations. • Partner with the People team to proactively manage risk related to labor and employment matters (such proactive management could include training initiatives, process improvements, and/or data analytics). • Monitor legal developments and emerging risks in employment law, advising business partners on practical implications and proactive measures. • Prepare executive-level litigation reports, KPIs, trend analyses, and risk assessments to support senior leadership decision-making. • Deliver clear, concise legal guidance on complex matters while balancing risk, operational impact, and business objectives. • Partner cross-functionally with Legal, HR, Risk, Compliance, Operations, and business units on legal strategy and issue resolution. • Manage multiple priorities and projects independently, while staying aligned with business objectives and evolving legal requirements. • Support other legal initiatives and special projects as assigned Qualifications Education • Juris Doctor (JD) from an accredited law school required. • Active membership in good standing with at least one U.S. state bar. Experience • 7+ years of relevant labor & employment law experience, preferably with a blend of law firm and in‑house corporate practice. • Strong knowledge of U.S. employment laws (Title VII, FMLA, ADA, FLSA, etc.) and U.S. labor laws (NLRA/RLA). • Expierence leading or co-leading investigations, arbirations, and administrative agency proceedings (e.g., NLRB, EEOC) is highly valued. • Experience presenting to and counseling senior leaders, which includes the ability to deliver reasoned advice that is both commercially minded and appropriately protective of the Company’s interests. • Experience with matter management and e-billing systems to manage outside counsel. • Experience operating within a formal decision-rights or RACI framework alongside HR/People teams, with the judgment to apply lead criteria consistently in ambiguous situations. Skills & Competencies • Exceptional written and verbal communication skills, with the ability to condense complex legal issues for business audiences. • Comfortable with using technology, including AI tools, to deliver high-quality work product in a time-efficient manner • Learning agility • Strong negotiation capabilities and sound business judgment. • High‑level analytical, problem‑solving, and critical-thinking abilities. • Resilient, composed, and decisive under pressure. • Commitment to integrity, confidentiality, and professionalism. • Ability to build trust, influence stakeholders, and collaborate in a matrixed environment. Work Environment & Expectations • Standard corporate office environment with hybrid collaboration. • Ability to travel up to approximately 10% based on business needs. 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: $ 174,250.00 - $205,000.00 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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