- In 2016, multiple news sources (including the Hollywood Reporter, New York Magazine, TV Guide and People) reported that David Milch is a gambling addict who lost about $25 million between 2000 and 2011 (mostly through racetrack betting) and who owes the IRS $17 million. The financial collapse came as a surprise to Milch's wife Rita, who then sued their business managers for not informing her of the losses. The Milches put both of their houses (a six-bedroom, five bathroom, Brentwood, California, mansion and a 22-acre Martha's Vineyard estate) on the market and moved into a much-smaller rental property in Santa Monica, and Rita has placed David on a $40-a-week allowance to ensure that he can no longer gamble.
- After displaying symptoms for several years, he was diagnosed as suffering from Alzheimer's disease (2019).
- Was a fraternity brother with George W. Bush at Yale University.
- Owns and races Thoroughbreds. Has won two Breeders' Cup races.
- Attended and graduated summa cum laude from Yale University in New Haven, Connecticut.
- He has struggled with addictions to heroin, alcohol and gambling.
- Received his Master of Fine Arts degree from the Iowa Writers' Workshop at the University of Iowa.
- He was awarded a Star on the Hollywood Walk of Fame for Television at 6840 Hollywood Boulevard in Hollywood, California on June 8, 2006.
- Mentor was author Robert Penn Warren.
- Father introduced David to booze, painkillers and betting the ponies at the age of five.
- Was a member of the Delta Kappa Epsilon fraternity at Yale University.
- Father was a doctor who catered to gangsters, treating them when they were shot.
- Cousin of Noel Ashman.
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