Attorney / Senior Associate - Trusts and Estates

We Are Legal Revolution; Chicago (IL); Hybrid; USD 180,000 - 220,000; Full time

Job summary

We Are Legal Revolution in Chicago is seeking an experienced estate planning attorney to handle sophisticated wills and trusts for high-net-worth clientele. You will manage direct client relationships and contribute to complex estate planning strategies in a collaborative, hybrid work environment.

The role requires 5+ years in estate planning, strong drafting across wills and trusts, and familiarity with gift/estate tax and probate.

Qualifications

• 5+ years' experience in estate planning.
• Strong drafting experience across wills, trusts, and estate structures.
• Exposure to gift/estate tax and probate.

Responsibilities

• Draft sophisticated wills and trusts (full lifecycle estate planning).
• Handle high-net-worth client relationships directly.
• Apply advanced planning strategies.

Skills

Estate planning

Wills & trusts

Client relations

Advanced planning

Job description

I’m working closely with a rapidly growing Chicago boutique that is quietly becoming one of the most exciting platforms in the market for attorneys looking to combine high-quality work, strong earning potential, and genuine career progression.

• Sophisticated estate planning work (not basic wills)


• A firm where business development is genuinely rewarded


• A collaborative environment with no internal politics or silos

Why This Firm Stands Out

• The firm has doubled in size and office space in recent years


• Continued expansion across corporate, real estate, and niche sectors


• Strong internal referrals = immediate cross-selling opportunities


• No silos — attorneys actively share work and clients


• Leadership is hands-off but highly supportive


• Hybrid model tailored to individuals (not one-size-fits-all)


• A genuinely adult environment where you’re trusted to perform


• Work with:
  
  
  
  • Family-owned businesses; Entrepreneurs; High-net-worth individuals
  
  
  
  


• Exposure to complex estate planning strategies and tax-sensitive matters


• Significant fraud recovery judgments for business clients

Clear Path to Growth & Earnings

• Strong mentorship from recognised attorneys (including “40 Under 40” talent)


• Huge demand in estate planning = significant runway for growth


• Described internally as: “shooting fish in a barrel” for building a book

The Role

This is a hands‑on estate planning position with real responsibility:

• Draft sophisticated wills and trusts (full lifecycle estate planning)


• Handle high‑net‑worth client relationships directly
  
  
  
  • Advanced planning strategies
  
  
  
  

What They’re Looking For

• 5+ years’ experience in estate planning


• Strong drafting experience across wills, trusts, and estate structures


• Exposure to gift/estate tax and probate


• Up to $200K base (DOE)


• Bonus + 20% origination credit