Oluwajuwon Oluwole

Associate
Oluwajuwon Oluwole, Amundsen Davis LLC Photo

Overview

Juwon is a results-driven litigator with substantial experience handling high-exposure and complex civil matters from inception through resolution. She has successfully served as first chair at trial and has tried multiple cases in Cook County, demonstrating strategic command of courtroom procedure, evidentiary presentation, and witness examination. Juwon's practice spans a broad range of civil litigation matters, including complex contract disputes, motor carrier accidents, catastrophic injury claims, premises liability, and punitive damages exposure cases. She has litigated and defended high-risk slip and fall matters, aggressively challenged causation and damages claims, and navigated cases involving layered insurance coverage and indemnity issues.

In addition to her trial experience, Juwon has represented clients in arbitration and mediation proceedings, achieving favorable resolutions through strategic negotiation while maintaining full trial readiness. Her litigation approach combines detailed case analysis, tactical discovery planning, and persuasive advocacy in written motion practice and the courtroom. She has defended commercial entities and insured clients in motor carrier accident litigation, addressing liability disputes, regulatory compliance issues, and significant damages claims.

Known for her poised courtroom presence and meticulous preparation, Juwon brings both confidence and precision to every phase of litigation. She remains committed to protecting her clients’ interests while advancing cases efficiently toward resolution.

Experience

Membership & Involvement

Member: Black Women Lawyers' Association (BWLA); Women's Bar Association of Illinois (WBAI) 

Honors

  • Selected to Best Lawyers: Ones to Watch® in America in Transportation Law: 2026

Resources & Insights

Education

University of Illinois at Chicago Law School, J.D.

University of Illinois at Chicago, B.S. 

Admissions

  • Illinois
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