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About Chester Gilmore

Chester Gilmore represents medical and legal professionals, healthcare institutions and other clients in all stages of complex litigation. A proven trial lawyer, he has extensive knowledge of how to communicate complicated medical, legal, and technical issues to juries and judges. Chester’s extensive experience with health care institutions and hospitals allows him to provide advice and counsel in regulatory compliance and peer review matters. Having clerked at the Alaska Supreme Court, Chester was a felony team leader at the Alaska Public Defender Agency, winning statewide honors as a trial practitioner, and acquittals in high profile murder cases.

In private practice, he has successfully represented clients in arbitrations, appeals and trials, including the only medical malpractice trial held during the pandemic, where he won a full defense verdict for his client via Zoom. As one of Alaska’s top trial lawyers, Chester represents many different types of clients in high stakes commercial disputes and contract litigation. He has a particular expertise in legal and medical malpractice and advises hospitals on peer review and fair hearings.

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Proven verdicts and settlements from other Anchorage firms

Atkinson, Conway & Gagnon, Inc.
Atkinson, Conway & Gagnon, Inc.
$21,100,000 settlement · She Went to the Alaska Native Medical Center Three Times With a Worsening Infection and Was Sent Home With a Shingles Diagnosis Each Time. She Came Back in Septic Shock and Lost All Four Limbs.
Banker Law Group, P.C.
Banker Law Group, P.C.
$3,000,000 settlement · A State Trooper Slammed on His Brakes and Swung a U-Turn Across the Seward Highway in Front of Him. Troopers Blamed the Drivers Behind. Depositions Showed the Academy Never Required U-Turn Training.
Barber & Associates, LLC
Barber & Associates, LLC
$300,000 judgment (25 percent of a $1,200,000 noneconomic verdict after 75 percent comparative fault, affirmed) · He Was Helping a Friend Hang a Crucifix From Homemade Scaffolding When the Wire Snapped. The Jury Said $1.2 Million and 75 Percent His Own Fault. The Alaska Supreme Court Then Settled Which Comes First, the Fault or the Cap.
Reeves Amodio LLC
Reeves Amodio LLC
$2,847,000 ($1,672,000 economic plus $1,000,000 capped noneconomic to Dietrich Mael and $175,000 to his family; over $3.5 million with interest, costs and fees) · The Boiler in a Chefornak Home Started Whistling. When He Went to Look, It Exploded. The Housing Authority That Promised to Inspect It Said Its Contract Had Expired Years Earlier, and Lost.
The Law Offices of David Henderson
The Law Offices of David Henderson
$22,000,000 judgment · Her Doctors Saw at Least Three Signs of a Heart Infection, Called It Something Else, and Stopped Her Antibiotics After Four Days. She Had a Stroke. A Federal Judge Found Recklessness and Refused to Cap the Award at $400,000.