Everyone likes to win money. This is part of why anyone gambles. People have strong memories of winning, how this feels and what it means to them. They gamble to repeat this experience.
Some remember the euphoria of their first win or talked about how winning made them feel good.

I never had an interesting gambling. I just loved watching Chelsea. I’m a Chelsea fan. At the time, I had a season ticket at Chelsea. My first bet was on teletext. Remember teletext? Chelsea beat Arsenal 2-1. It was the Champions League. I thought, wow, this is easy, easy money.
Many people describe a win that is particularly memorable to them. This could be because the win was large. Or it may not be large to many people, but it is more than what they usually earn.

It could also be memorable because of what the win meant to them and what they could do with the money, for themselves or someone close to them.

Sometimes, people have winning steaks, winning multiple times in a row. Because of this they get used to winning and they believe they will keep on winning.
He took me under his wing, not to learn about the computer that I had gone down to learn about. I was down there for six weeks and in that six weeks, he taught me how to read form, taught me how to use time from the black book. Basically, when I came back I was betting nearly every day, just small bets, small multiple bets and that went on for a while. To be quite honest, I had a lot of luck. I had quite a few wins, not massive wins but big enough to definitely wet my interest and so it went on.
I didn’t think it was a problem because I was winning a lot. I always remember when I passed my driving test and I put a £20 bet on, and that was like a 10-15 football team accumulator and the return was like £800… I won this £800 and I bought my first car with it. I just kept on winning and winning as well and I was just buying stuff and it was unbelievable. I just didn’t know what to do with the money. I just kept gambling it. In my account I had like a grand, and then it went to five grand, went to 10 grand. This as an apprentice bricklayer that’s on £170 a week. I couldn’t believe the money that I was winning.