Attorney / Senior Associate - Trusts and Estates

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Job Description

? Estate Planning Attorney ?⚖️ Sophisticated HNW Work | High Growth Boutique | Real Origination Opportunity ? Chicago (Hybrid) ? 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


? Collaborative, “Givers Gain” Culture

• 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


? High-Quality, Sophisticated Client Base

• Work with:

o Family-owned businesses; Entrepreneurs; High-net-worth individuals

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

? Notable firm successes include:

• Appellate victory securing $700K+ in damages

• 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

• 20% origination credit on new business

? 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

• Work across:

o Gift & estate tax (706 / 709 exposure)

o Probate matters

o 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


? Interested?

For a confidential no obligation conversation please email your resume to ? [email protected]

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