Direct Counsel is looking for Executive Compensation & Employee Benefits Attorney (2-4 Years) in Chicago, IL. This local job opportunity with ID 3724099466 is live since 2026-06-23 08:10:27.

Executive Compensation & Employee Benefits Associate Attorney (2-4 Years)
Chicago, New York, Los Angeles, or Washington, D.C.
Direct Counsel is partnering with a nationally respected law firm to identify a mid-level associate for its Executive Compensation and Employee Benefits practice. This role offers the rare chance to work on a mix of transactional deal work and day-to-day advisory matters, including ESOPs, retirement plans, welfare plans, and executive compensation issues. If you're looking for a career path that combines high-impact client work, mentorship, and early responsibility, this opportunity deserves your attention.
About the Role

This associate will support a broad range of matters, including:

• Structuring and negotiating employee stock ownership plan (ESOP) transactions
• Advising on retirement plans (including compliance and corrections)
• Drafting executive compensation agreements and incentive plans
• Counseling clients on welfare benefit plans and regulatory compliance

You'll work closely with shareholders and receive tailored feedback and development support while managing your own matters and contributing directly to the firm's clients and growth.
Ideal Candidate Profile

• 2-4 years of experience focused on executive compensation, employee benefits, or related transactional work
• Exposure to ESOP transactions and/or compliance is preferred (but not required)
• Excellent communication skills, both written and verbal
• Strong academic credentials and J.D. from an accredited law school
• Admitted (and in good standing) or seeking admission in one of the following jurisdictions: IL, NY, CA, or D.C.

Why Join This Firm

• Opportunity to handle complex and varied work within a supportive and collaborative team
• Clear path for career growth and direct client exposure from day one
• Hybrid work model: three days in office, two days remote
• Transparent compensation, promotion structure, and business development training

Compensation & Benefits

• Base Salary: $230,000 - $255,000 depending on experience
• Discretionary annual bonus
• Comprehensive healthcare (medical, dental, vision), wellness programs, and firm-paid life/disability insurance
• 401(k) with pre-tax and Roth options (administered by Vanguard)
• Competitive PTO policy (vacation, sick leave, personal days, and paid holidays)
• Additional perks such as commuter benefits, backup child and elder care, EAP, and more