Home / Our Team / Jonathan Hollan
Managing Partner, Lexington

Jonathan B.
Hollan

Trial Attorney & Trucking Litigation Authority

A Lexington-based trial lawyer who has built his career on complex litigation against large commercial entities — bringing relentless preparation and a deep East Kentucky work ethic to every case.

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Jonathan hollan, attorney
Ttl top 10
Ntl top 100
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About Jon

Attorney Jon Hollan is a highly accomplished trial lawyer based in Lexington. He has spent his career representing individuals in Kentucky and beyond who have been injured by others’ wrongful acts. He has exclusively handled personal injury cases from the outset of his career, with a primary focus on complex litigation involving large-scale commercial entities.

Jon is a passionate litigator with a proven record at trial. His Kentucky career has spanned from courtrooms in Pikeville to Paducah. He has tried numerous injury cases to verdicts throughout the Commonwealth, quickly becoming one of the most prolific plaintiffs’ lawyers in Kentucky. In 2019, Jon made history as one of the youngest attorneys in Kentucky to secure a seven-figure jury verdict.

Nationwide Trucking Authority

Over the last several years, Jon has established himself as one of the country’s top legal authorities on cases involving CSP and DSP models, including Amazon delivery vehicle crashes and FedEx Ground contractor accidents. Lawyers throughout the country have sought Jon’s experience and guidance on all matters related to trucking.

His dedication to identifying the root causes of tractor-trailer accidents has resulted in some of the largest known pre-trial trucking settlements obtained in the region. He is recognized as one of the NTL’s Top Ten Trucking Lawyers.

Truck talk with jon hollan on wkyt

Truck Talk on WKYT

Jon is a regular contributor on WKYT’s Everyday Kentucky, where his Truck Talk segments break down critical trucking safety topics for Kentucky drivers and families. From hours-of-service regulations and black box evidence to Amazon delivery driver liability and how truck accident lawsuits work, Truck Talk covers the topics that matter most when commercial vehicles cause serious injuries. See more Truck Talk episodes here.

Experience & Approach

Jon is a perpetual learner, constantly seeking to expand his knowledge and skills. He studies trials nationwide to stay at the cutting edge of representation. Each case presents a unique opportunity for Jon, who embraces the challenge of complex cases and uses technology and creativity to tell each client’s story in a way that ensures full results.

He is a frequent speaker at national legal conventions, including the NTL Big Truck & Auto Convention and the Kentucky Justice Association annual seminars.

Personal

Outside the law, Jon enjoys reading, golfing, and traveling with his wife and their young son. No destination is dearer to him than the mountains of his hometown in Eastern Kentucky. This connection to his roots fuels his dedication to serving the people of the Commonwealth with integrity and relentless drive.

Credentials

Education
UL Brandeis Law School (JD, 2013)
Georgetown College (BA, 2009)
Admissions
Kentucky · EDKY · WDKY · 6th Circuit
Recognition
NTL Top 10 Trucking Lawyers
TTLA Top 10
Super Lawyers 2026
NTL Top 100
Multi-Million Dollar Advocates Forum
Primary Focus
Semi-Trucks, Commercial Vehicles, Amazon/FedEx DSP, Brain Injuries
Get Started

Trucking Accident?

Talk to Jon directly. He is a national authority on delivery and commercial vehicle crashes.

(859) 888-8000
Downtown lexington, kentucky

Jon’s Notable Case Results

$14,000,000
Insurance Bad Faith
$12,000,000
Wrongful Death
$6,250,000
Commercial Vehicle
$6,100,000
Commercial Vehicle
$6,000,000
Wrongful Death
$5,200,000
Wrongful Death
$4,500,000
Commercial Vehicle
$4,100,000
Auto & Injury
$4,000,000
Commercial Vehicle
$3,750,000
Trucking Accident
$3,000,000
Auto & Injury
$3,000,000
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