$50 million wrongful death lawsuit filed in Highway 97 crash that killed Portland-area family of four

January 2025 KTVZ News report on sentencing in fatal Highway 97 crash

(Update: Adding statements by Rutledge family, attorney, copy of lawsuit)

BEND, Ore. (KTVZ) — Relatives of a Troutdale family of four killed by a drugged, sleep-deprived driver in a fiery head-on crash on Highway 97 north of Redmond two years ago have filed a $50 million wrongful death and negligence lawsuit against the driver, his employer and an insurance company.

Jesse Carl Ross,44, was sentenced last January to 24 years in prison for the October 2023 crash that killed Gary Rutledge, 57, wife Michelle, 53, and their two children, Reynolds High School students Kate, 15, and Ryan 17, as the family was heading to Central Oregon to watch an annular eclipse…

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