I personally do not feel any pressure at all about the fact that I have some small tiny amount to gamble. I usually gamble with 100 satoshi each on my bets, it is tiny compared to everyone else and yet I am having a lot of fun with it. Maybe I won't get rich, nor will I become huge name here and win big things, but I am happy.
"I am happy because I am having a lot of fun." - Yes, having the right attitude is the key. Enjoy it for what it is, the challenge, the sheer enjoyment of gambling, and see it as just a way to pass the time! Neither do I feel any pressure about winning huge sums of money or to do a lot of big bets. I have a nice sized stack to wager and I enjoy wagering as a means to pass the time. I think I can safely say this is the proper mindset for a gambler.