If you don't mind me asking, what was your bet that makes you smile?
Just winding down after a very enjoyable long Saturday night out (feck me its past 6am), I came across your question, It's triggered so many happy memories of moments, days, months and even some things that produced profit for years. The smiles your question triggered, I've reached into the back of the drinks cabinet and poured myself generous measure of the YEEEEEEEEEEEEE HAAAAAAAA brandy, only usually imbibed on days of +£1,000 (in 2018 I had to raise that to +£2,500/day, but that's a story I'm not going to divulge)
To answer your specific question, I won the 6th (or was it 5th) biggest, and then 6 days later, the 3rd biggest poker tournaments in Europe of the year (sometime in the 90's).
Bare in mind poker was a much smaller pre internet eco system then, but all the top Euro players of the time were there, I trashed them, YEEEEEEE HAAAAAA. circa £10k and £15k in a week.
There was quite a funny moment with my boss, after winning £10k Monday night and celebrating late, I got up 2.5 hours later and went to work late after work I took loads of colleagues to the pub and continued spreading the joy, by wednesday morning I was fecked and phoned in telling my boss I'm taking the day off.
Few days later, Over the weekend I win the 2 day tournament for £15k and obviously go on another session. Mid Monday morning I surface, and much wiser than the previous win I phone my boss and tell him I'm I've won again, I'm not coming in.
Tuesday I go back to work, still a bit rough round the edges. My Boss calls me into his office, He's well p1ssed off that I have now taken 2 impromptu days off in a week and tries to give me a b0ll0cking for it, "YOU can't keep taking days off like this, if you do this again we'll have to have a strong discussion about your job" (He was never going to fire me, I was making him look great).
I Looked him straight in the eye and said "Of course, If I keep winning £25k a week we'll be talking about my job". The sudden moment of realisation on his face... priceless.
I went on to spin that up into Escapee (from 9to5) within a few years, and long after the £25k's or £250k's have lost significance, the actual moments of climbing to the top are still treasures.
If you cash in, you never get to the summit.