Attorney - Trust and Estate - Chicago - $200k

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

Job summary

We Are Legal Revolution, a Chicago-based boutique firm, is seeking an experienced Estate Planning Attorney to join a fast-growing team. This fully remote role offers sophisticated estate planning work with significant client exposure and strong earning potential.

The ideal candidate has 5+ years in estate planning, with a track record drafting wills and trusts and handling tax-sensitive matters for high-net-worth clients. DOE, up to $200K base + bonus.

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 for high-net-worth clients.
• Manage high-net-worth client relationships directly.
• Apply advanced estate planning strategies to complex tax-sensitive matters.

Skills

Estate planning

Wills & trusts drafting

HNW client handling

Job description

Estate Planning Attorney Sophisticated HNW Work | High Growth Boutique | Real Origination Opportunity Chicago (Remote) Up to $200K Base + Bonus

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

Serious Growth - Not Just Talk

• 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
• Fully Remote

A genuinely adult environment where you’re trusted to perform

High-Quality, Sophisticated Client Base

• Work with:
  • Family-owned businesses; Entrepreneurs; High-net-worth individuals
• Exposure to complex estate planning strategies and tax-sensitive matters

Notable firm successes include:

• 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

Compensation

Up to $200K base (DOE)

Bonus + 20% origination credit

Strong long-term earning potential