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effective weight loss tips?

how many times a week should i work out?
what kind of foods should i eat? (baked, grilled, sauteed, etc)
how often should i weigh myself?

i don't drink 8 glasses of water. instead i drink 2-3 1L bottles of Smart Water a day, is that okay?

Is it safe to drink juice? gatorade? vitamin water?
what key foods should i avoid during a diet?
how long should a diet last?

i feel that the answers to these questions would be my key to help me lose weight that i'd wanna lose.

another thing is, if i monitor my weight by keeping a log of my progress and foods i eat, how do i know the amount of calories i'm intaking?

for example; the foods we eat are normally homecooked so i wouldn't know what the calories of grilled steak, sauteed asparagus, with mashed potatoes and/or green beans is.

does chewing gum satisfy hunger cravings?

i'm quickly trying to get my eating habits back on track as i am going to be going back to school soon and beginning a job. if allowing to splurge, how often should be allowed? i have a thing for caffeine that i've been slowing breaking as well.

thanks for all advice! any extra tips are welcome.