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11 Jul 2018

Know Your Neighbors: Meet Wayne Sinclair, a Semi-Retired Attorney With a Love of Travel—and a Passion for Service

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Wayne Sinclair. Wayne Sinclair.

Wayne Sinclair didn’t intend to spend most of his professional life as a medical-malpractice lawyer.

Born and raised in Leechburg, Pa., the Palm Springs resident, now 72, started higher education at West Virginia University.

“I wanted to go to Pitt (the University of Pittsburgh), but the tuition was too high,” he said. “I had originally thought of being a minister, until I was about 21, and explored the seminary twice—once in high school, and once in college. I finally figured out it wouldn’t be a good thing for me. I ended up majoring in political science and minored in history and Russian.

“There were six grad-school slots open when I graduated, so I went into the law school. I was fortunate that a leading national firm, Steptoe and Johnson, had an opening. I started in accident claims, and I remember my first case was a $1,000 accident. I won the thing. We were also required to take court-appointed criminal cases, pro bono. I wasn’t enamored of that type of law. I had about 150 to 200 cases, and almost everyone I represented was guilty.

“I only tried two of those cases in court, one a murder that even made True Detective magazine. Someone once came up to me in a store and said, ‘I was on your first case, and we thought you were so cute that you should win.’

“I moved on to insurance defense and medical malpractice. I represented hospitals and doctors. There’s a need for such a thing as malpractice insurance. Although most doctors are good, there is such a thing as negligence. It becomes a battle of expert witnesses. I learned that when people say, ‘It’s not about the money,’ it is.”

Sinclair’s 42 years of practicing law include being a senior officer and principal with MMI Companies, Inc., an international health-care and professional liability insurance company, which he helped take public. After leaving MMI, Sinclair, along with other principals, formed R2H Herrington, dedicated to medical-malpractice reinsurance audits. He was also general counsel for the Clarity Group, a Chicago-based health-care insurance company, and presently does independent consulting work.

About 26 years ago, while in Chicago, Sinclair met John Di Napoli, 55.

“We met in a bar on a Saturday,” recalls Sinclair. “The next day, I had a Presbyterian lesbian and gay caucus. John came to the picnic with me, and it went from there. When I moved to Washington, D.C., he followed me. He has a degree in community organizing, and once made peace among 12 Wiccan groups! John was on the pride commission that held the first trans pride event in the country, and he won their Engendered Spirit Award.”

Wayne and John have been married for the past 9 years.

Sinclair says he knew he was gay when he was in junior high school.

“Boy, from the Tarzan movies, was my first crush! I was trying to figure it out, but it was all a mess,” he said. “I did a lot of things while I was in college, including drinking too much. I was always asked why I had no girlfriend, and I always said I was too busy. I finally came out at 31, after my father had passed away. I told my mom, and her response was, ‘Why didn’t you tell me earlier so I could have helped you?’

“I’ve worked with gay homeless youth for a long time, and my advice is it’s great to come out when you can, but if you’re going to get thrown out, it’s better to wait. If you’re questioning and have problems, find someone to talk to. Schools have counselors, and there are resources available. But everybody has to do it at their own pace.”

Wayne and John have been in Palm Springs for six years, and Sinclair has brought his expertise to the board of JFK Memorial Hospital in Indio.

“I’ve found out that in the past, they didn’t have the greatest reputation around here. The new CEO has made big changes, including knowing how to hire really good people,” Sinclair said. “All their evaluation scores are now up to A’s, and they’ve put incredible emphasis on patient safety.”

Sinclair is now also serving on the board of the local affiliate of the American Civil Liberties Union.

“I got involved primarily because of Elaine Meyerhoffer, the president,” he said. “She and I go to the same church. She knew I was a screaming liberal, so she asked me to join the board.

“In Chicago, I was on the board of The Night Ministry, working with homeless gay youth, which at that time were about 40 percent of those on the streets. I have a real interest in protecting gay youth, and John has been very involved with the trans community. The ACLU here focuses on both of those issues, so I’m pleased to be able to serve.”

An avid traveler, Sinclair has visited 35 countries. Among his favorite places are the Angkor Wat temple complex in Cambodia; the island of Palau; and Istanbul, Turkey, with a particular focus on an area in central Turkey, Cappadocia, where a volcano erupted 15 million years ago.

“We went down 1,500 feet and stayed in an underground cave where a city of 25,000 people hid from the Hittites,” he said. “They have about a thousand sandstones that look like upside-down conical hats. And one of the frescoes is of a man praying, wanting to become a woman, and in the next panel, he is a woman. We try to take a trip every year. It’s amazing what you can find.”

Sinclair’s advice for others? “Be comfortable with yourself. Be kind to yourself. I learned from my law firm to be ethical. My main thing is to be honest and have integrity. As RuPaul says, ‘If you can’t love yourself, who can you love?’”

Wayne Sinclair has had a life full of work, discovery and service. What’s not to love?

Anita Rufus is also known as “The Lovable Liberal.” Her show That’s Life airs weekdays from 11 a.m. to noon on iHubradio, while The Lovable Liberal airs from 2 to 4 p.m. Saturdays. Email her at This email address is being protected from spambots. You need JavaScript enabled to view it.. Know Your Neighbors appears every other Wednesday.

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