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Estates Associate Jobs in Illinois (NOW HIRING)

Trusts & Estates / Tax Planning Associate - Chicago 5-10 Years | High-Level Planning, Structuring & Administration Direct Counsel is partnering with a growing, full-service law firm to add a senior ...

Real Estate Associate Attorney

Chicago, IL · On-site

$240K - $420K/yr

Direct Counsel is seeking a Real Estate Associate Attorney to join a leading Am Law firm's nationally recognized Real Estate Practice Group. This opportunity is available in the following offices:

We're actively seeking talented Real Estate Associates to join our Real Estate Commercial Mortgage team in metro Chicago (Oak Park, IL). Hybrid schedule is in office Monday-Thursday and work from ...

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Trusts and Estates Associate

Direct Counsel

Chicago, IL

$160K - $230K/yr

Full-time

Retirement, PTO

Re-posted 26 days ago


Job description

Trusts & Estates / Tax Planning Associate – Chicago

5–10 Years | High-Level Planning, Structuring & Administration

Direct Counsel is partnering with a growing, full-service law firm to add a senior-level Associate to its Tax, Benefits & Estate Planning Group in Chicago. This is an excellent opportunity for an experienced trusts and estates attorney who enjoys sophisticated planning work and wants to play a meaningful role in a collaborative, expanding practice.

About the Practice

This group advises a broad and sophisticated client base, providing tax planning and business structuring services for:

  • High-net-worth individuals and families

  • Public and private corporations

  • Pass-through entities

  • Trusts and estates

The work is intellectually rigorous and varied—ideal for attorneys who enjoy combining technical depth with practical, client-focused solutions.

What You’ll Do
  • Draft and implement comprehensive estate plans

  • Advise on trust and estate administration, including probate matters

  • Handle or support probate litigation, as needed

  • Provide tax-efficient planning and structuring advice for individuals and closely held businesses

  • Work directly with clients and collaborate closely with partners and team members

Who They’re Looking For
  • 5–10 years of experience in:

    • Estate planning

    • Trust & estate administration

    • Probate (litigation experience is a plus)

  • Active Illinois Bar admission

  • Strong drafting and writing skills with excellent academic credentials

  • LL.M. in Taxation or Estate Planning strongly preferred

  • A collaborative mindset and comfort handling matters with a high degree of independence

Compensation & Benefits
  • Base Salary Range: $160,000 – $230,000

  • Bonus Potential: Up to $106,000

  • Competitive bonus structure

  • Unlimited PTO

  • 401(k)

  • Full benefits package

Why This Role Stands Out

This is a rare chance to join a growing estate planning practice where senior associates are trusted with meaningful responsibility, client contact, and long-term growth opportunities—without sacrificing work-life balance or collegiality.



About Direct Counsel

Direct Counsel partners with leading law firms and in-house legal departments nationwide to connect talented attorneys with outstanding opportunities. We take pride in matching professionals with roles that align with their expertise, values, and long-term career goals.


Apply confidentially by sending your resume to sagan@directcounsel.net