A good lifehack Orgazmo educated me on for when you're in Vegas (it's worked beautifully for me anytime I've tried):
Room Upgrades in Las Vegas Casino Hotels
What else... hmm... I dunno. I love lifehack tips that involve just being super cheap and getting things for free that you're supposed to pay for. Like I'll jew people around on random things sometimes and it works a lot more than your average square probably guesses it would. Random example: was at a Gap a while back, got up to the counter with like $60 in merchandise, and told them I had a 25% off coupon but I lost it. The girl behind the counter immediately made it into her problem and ran down a manager to see what kind of discount they could offer me. I ended up saving like $12 from whatever random coupon code crap she entered.
Another one is anytime you're a little upset at a restaurant or service, just explain the situation and ask for a discount (or even for the entire meal to be comped if it was bad enough). I used to be a huge pussy about stuff like this and just take everything on the chin and now I'm basically the completely opposite; if a restaurant messes up my order or if the service is inadequate I'll call over a manager and explain the situation. Just be really nice about it and ask them what they can do to make it right. I've had multiple completely free meals in the past year by causing a minor shit-fit.
A friend of mine once told me that everything in life is for sale and everything is negotiable. Once you internalize that you realize it's basically true.