Established 1998 · Chicago, Illinois
When everything is on the line,
you need a firm that fights.
Attorneys at Law
For over 25 years, Sterling & Associates has represented individuals, families, and businesses in their most critical legal moments — delivering results with precision, tenacity, and discretion.
What We Do
We practice in the areas where precision matters most — where outcomes change lives and where mediocre representation is never an option.
Car accidents, medical malpractice, workplace injuries — we fight for every dollar you deserve.
Contract disputes, breach of fiduciary duty, partnership conflicts — we protect what you've built.
State and federal criminal defense with an aggressive, evidence-first approach at every stage.
Divorce, custody, support modifications — compassionate counsel through life's most difficult transitions.
Wills, trusts, powers of attorney — comprehensive planning that protects your legacy for generations.
Notable Results
Our Team
Northwestern Law, J.D. 1997. Former federal prosecutor. 25 years of trial experience across personal injury, business litigation, and criminal defense.
University of Chicago Law, J.D. 2003. Recognized by Super Lawyers® for six consecutive years. Known for compassionate, strategic family law representation.
Harvard Law, J.D. 2007. Former Cook County public defender. Nationwide criminal defense practice with a 94% dismissal or reduced-charge record.
We don't just take cases. We take on causes. Every client who walks through our door deserves the same ferocity we'd bring if it were our own family.
James Sterling — Founding Partner
How It Works
We review your situation in complete confidence — no fees, no obligations, and no pressure. Just honest counsel.
Our team conducts a thorough review of the facts, evidence, and legal strategy before we agree to take your case.
We handle everything — filings, negotiations, depositions, and hearings — so you can focus on your life.
Whether at trial or the settlement table, we pursue the best possible outcome with everything we have.
Get in Touch
Your first consultation is always free and completely confidential. Reach out today — waiting rarely works in your favor.