Insurance Transactional & Regulatory Associate (2-6 yrs) – Am Law 50 Firm
McCormack Schreiber Legal Search
Chicago, IL · Posted October 15, 2026
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November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about legal jobs
- Best cities for legal jobs #1 New York (854 openings)
- Best cities for legal pay after cost of living #1 San Mateo ($238k)
- Most requested AI skills in legal jobs #1 AI tools in daily work (3.9%)
- Employers with the most legal jobs #1 Morgan & Morgan (195 roles)
How AI is used in this kind of work
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Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
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About the job
About the Position:
Our client, a global, Midwest-based law firm, is actively seeking an insurance transactional attorney to join its Chicago office as an associate. The firm’s multidisciplinary practice advises property, casualty, life and health, and insurers and reinsurers on matters spanning their entire business, from M&A to intellectual property.
Highlights:
· Ranked as a top law firm in the Midwest
· Ranked as one of the country’s best law firms by U.S. News – Best Law Firms
· Firm is a leader in leveraging technology to support clients
· Partner closely with attorneys across offices and practice disciplines
Responsibilities:
· Represent insurers, reinsurers, brokers, and third-party administrators on mergers, acquisitions, investments, restructurings, and joint ventures
· Prepare and negotiate deal documents while assessing the insurance regulatory implications of each transaction
· Guide clients through regulatory approvals, licensing, governance, and diligence issues
· Collaborate with attorneys across the firm’s national offices
Required Qualifications:
· 2-6 years of transactional experience involving insurance companies, plus substantive exposure to insurance regulatory work
· Superior drafting, analytical, and communication skills, with the judgment to balance several matters at once
· Strong academic credentials
Location:
Chicago, IL (Hybrid)
Compensation:
The anticipated base salary range for this position is $240,000 – $390,000.