In a drawing or a sweepstakes or raffle? I’m not talking about small things like a Tupperware set or a new VCR. I’m talking about winning a car or money or something big.

I used to work with a girl that won a new truck in a drawing that her sister entered her in as a joke. As for me, I ain’t ever won a dang thing.

I won a round of golf at Tempest

I won a roller tackle box for crank baits one time.

my wife won $300 on the only scratch off she ever bought. I won a huge bag of wings from chickenman in a biggest looser contest a few years back.

Went to look at motorcycles and won an all expense trip to a road race up in Wisconsin. Pretty cool too.

I worked with a guy in the early 70s that won a Ford Mustang in a national Sears contest. It was a pretty basic and did not change his life.

I won $1000 on 97.1 the eagle for being the tenth caller. I can’t remember the dudes name who answered but he used to announce at mavs games too. They recorded the call and played it on air, I ended up having a few buddies call me right after asking if it was me on the radio

never

Hit 5 out 6 on Texas Lotto before the added they Extra and took home $2500

was on ranger pregame show with Bill Merrill back in mid 70's . i was picked out of the crowd coming in randomly .won six flags ,whatever the water park around there and the wax museum .was . some ranger tickets and 2 nights at ft worth hilton . they were shooting the movie soylent green (i think) across the street at the water garden . there was other things i don't remember. it was fun at that age .
would have been more because there was a voucher for drinks, but i was only 17.

No. I worked for everything as God intended.

A few times at the casino. Also won a couple of TVs in the past.
I get comped concert tickets from time to time. But that's more about knowing the right people.

In college, me and a bunch of other drunk college punks went to the greyhound track in Corpus. I hit almost $7,000 gross, they paid me my net on the spot. I was the hero that night, managed to only spend a couple hundred at a topless joint later that night. Called my dad the next day to share the news and see if he’d help me get a newer vehicle for college. He chewed my rear off for gambling as a broke college kid, then he matched my winnings and I got a decent 6 year old pickup that carried me through college and more.

I won a lifetime VIP membership at the Blue Planet back in 1997. Of course, the bloody club shut down about a year or so later ...

Back when the sub was in Portsmouth, NH, in the shipyard, we had a raffle about once a month. I never won anything. Then they had one for a canoe, but I didn't buy any tickets. I was begged to buy tickets when they were desperate to finish selling them and bought 3 tickets right before they pulled to see who won. I won a Sportspal Canoe. The thing was awesome, it would not roll/capsize unless you actually stood up in it and rocked it like crazy.

http://sportspalcanoes.com/pointed_canoes.htm

Later, while recruiting in Chicago on radio station call ins I won tickets to see Charlie Pride at a concert, also won tickets to see Sha Na Na.

Since those days, nada.