Winning big is definitely a good feeling. It's hard to explain, it's almost as if all your problems just fall off your shoulder. The next day, you feel as if money is no longer a problem, because you still live the same lifestyle, but now you don't have to worry whether your dinner costs $5 or $100.
The feeling you have with the amount you win definitely correlates with how much money you have in the bank. When I won my first $20k, I was on cloud nine because I basically had nothing. Fast forward a few months later and won $110k, my oh my what a feeling. I couldn't even comprehend it on the drive home.
Several months later, when I had a significant roll, I won $11k which felt like nothing. The win was great and all but I didn't have the same feeling as I did because a tournament series cost me near $6k.
So basically, the feeling you get on a win is dependent on how it affects your lifestyle. If it doesn't change, then the win is more about the title than the cash. On the other hand, if the win changes your livelihood, it's honestly one of the best feelings I've ever experienced