Commercial Litigation Associate

A premier Chicago commercial litigation boutique with a niche, sophisticated litigation practice is adding a senior attorney due to sustained growth and an exceptionally busy docket. The team handles cutting-edge contract disputes for large, sophisticated clients, with meaningful responsibility and direct client contact.

This is a hands-on practice. If you want to do the work, own the work product, and grow quickly through real reps (briefing, depositions, court appearances, strategy), this is worth a conversation.

What You’ll Do

• Handle a mix of commercial litigation and insurance coverage matters
• Draft and argue dispositive motions , manage discovery, and drive case strategy
• Take and defend depositions and handle court appearances
• Contribute to appeals work (where applicable)
• Communicate directly with sophisticated business clients
• Work in a lean, team-based environment with strong oversight and development

What They’re Looking For

• Approximately 8–9 years of litigation experience
• Ability to work independently and take ownership of matters
• Strong judgment, initiative, and excellent writing
• Experience with insurance coverage , complex commercial litigation, government litigation, or sophisticated insurance defense backgrounds (including complex matters) is welcome
• Illinois bar preferred; open to strong candidates who can waive in

Culture, Training, and Growth

• Team-oriented, healthy culture in a small-firm environment where people work hard and support each other
• Hybrid schedule and flexibility when life requires it
• Substantial mentorship and feedback, with the expectation that attorneys want to improve and take on more
• Clear opportunity to expand skills, gain meaningful involvement in sophisticated disputes, and build toward long-term growth

Hours, Compensation, and Benefits

• Billable expectation: 1500 billed for bonus eligibility (most attorneys land around 1500–1600)
• Compensation (base) : $150,000–$180,000
• Bonus: Discretionary bonus after 1500 billed
• Benefits: 401(k) with profit sharing; bar dues; professional memberships/associations supported (timing varies); PTO policy is flexible with responsible use, paid sick leave where applicable by state law.

Equal Opportunity Employer/Veterans/Disabled

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Interested? For a confidential conversation, message me directly or send your resume, transcript, and a brief writing sample and I will share full details.