Jim Olson's experience is extensive as a litigator. He became a Certified Civil Trial Advocate by the National Board of Trial Attorneys in 1987. He has achieved great success handling products liability and personal injury cases. His accomplishments include obtaining the first personal injury jury verdict in excess of $1 million in Dane County, the first personal injury verdict in excess of $1 million in Juneau County and the largest verdict, about $5.5 million, in the history of Dodge County. In addition, he was lead counsel on a case that recovered $6.7 million for Tri-State homeowners - a case that involved six appeals and two reported opinions.

In addition to obtaining numerous substantial jury verdicts and settlements for plaintiffs, Jim Olson has been a tireless advocate on behalf of consumers who have been injured or whose rights have been otherwise violated. He recognized a need and, in conjunction with the University of Wisconsin Madison, helped found the Consumer Law Clinic/Center for Public Representation. The Clinic handles cases that would not otherwise be brought to court because either the plaintiffs have limited financial resources or the potential financial recovery for the attorneys and plaintiffs is small. He served on the Advisory Board from 1996 to 1999.

Jim Olson served two terms on the Board for the Wisconsin Academy of Trial Lawyers and served on the Public Intervenor Board of Directors for approximately ten years.

Jim Olson was a finalist in 2000 for the Wisconsin Trial Lawyer of the Year and was rated by Madison Magazine as one of Madison's Top Lawyers in Products Liability and Environmental Law in January 1994.