Biggest bet I've ever made (please don't crucify me), was $38,750 on a Baccarat Table. I came with only $2,000. Everyone (dealers) kept on pestering me to play on as I was really on a roll and never lost any hands in more than 30 hands. At that point, I actually decided to quit and go home but I ended up giving into the pressure from the dealers and etc.
I was on the Player's side... I took the Cards, passed the other 2 to the dealer. The dealer was asked to open up 1 card... it showed a 9 (NINE) and I was seeing an ACE on my 1st card. I was so totally devastated, thinking that I would definitely lose my money... the dealer flipped over another 9 (NINE), making him have a NATURAL 8. I thought to myself, I am not looking anymore and just walking out with nothing. I stood up, threw the cards to the dealer (they too thought I lost for sure), opened both cards up and what do you know, I got a NATURAL 8 as well... tieing up everything. I took the money and left directly after that game! LOL... that all happened in MGM and their table limit was $100,000.
Next day (I stayed in the Rio), I went down, withdrawal (from safe keeping), $10,000 played Blackjack at the Salon (High Roller Room) and again, I WON about $13,000 (total $23K in hand) in less than 30 minutes with $300 - $500 per hand. The Casino Host came in and was talking to me... and feeling all good and etc said it was going to be my last hand and thew $10,000 on the betting circle, even the host stood back, everyone stopped (dealers and all) and all eyes were on me. I got 2 Face Cards, dealer had a 4 showing. Feeling VERY EXTREMELY certain that I'm going to win, I stood at 20. Dealer flipped over a 7, my heart went into the drain at that point itself. Dealer drew a 2 and then another 3, I was so happy as it was 16, then the final card came... yeah, you guyz guessed it... she drew the most pathetic... most lonely number of them all... a 5 and took $10,000 out of my hands just like that.
On the whole, that single trip itself made me about $50,000 richer. Of course my heart grew along with it... and I also lost a TON of money other times. Now, my biggest hand is $100 (once a day at max).