Free money:
REDBOX money scam: rent as many video games as possible. Report your credit card stolen or lost and ask for a new one. Your old card will now be canceled and redbox will now be unable to charge you it’s fees.  Take games to gamestop, preferably when they have the special going on saying you get the same amount in cash as you would store credit. They don’t deduct money for games without a case.

KEEP AN EYE out for strays for possible cash: If there’s no owner around, do NOT hesitate and get that dog/ cat. For one it will now be safe from cars and whatnot, and would be better off under your protection. Then contact the owners and cross your fingers for a reward or some kind of compensation for your good deeds!
PUBLIX flu shot: Publix will pay you $10 to get a flu shot, visit all Publix’s in your area and get free money from multiple shots.

AMAZON and discover card scam: With the 5% cash back discover card, purchase items on amazon and then return them for amazon credit, discover won’t find out about it and you’ll make 5% whatever you spend!

AMAZON return scam: Find really cheap items on amazon, and return them to Walmart or wherever for profit via gift card. If the % of profit is high enough, then sell those cards to websites that sell em for a certain % cheaper than face value.
UNIVERSITY book donation bin: Most university’s have a donated books bin where students donate their books for other students in need. Some books in the bin can be sold back to the schools bookstore, for usually around $80. If not, sell em on eBay!

Free food/drinks:
POPCORN at movie theatre: Go to your movie, wait a little bit into the previews. Then search the trash cans for a bucket of popcorn, or the largest popcorn that theatre sells. (It’s almost always free refills for a large). Pull it out, put it on the ground and step on it. Go to the concession stand and say “Hey, can i get a new bucket, some asshole stepped on my popcorn”. Tested and approved by yours truly, it’s worked every time and i never pay for popcorn now.

KRISPY KREME dozen donuts: Go to Krispy Kreme and apply for a job. Just simply applying gets you a free dozen donuts!

ANY MEAL, at nearly any restaurant: Bring an already dead insect such as a fly, spider, beetle, moth, anything, and put it in your food when you are 3/4 of the way done with it. Act disgusted, saying you don’t want a new plate and you are grossed out and just want to leave with your refund. Obviously won’t work if you say were in a different culture and that insect was supposed to be part of the meal.

BREAKFAST food: if it’s early, and your hungry but broke, swing by your nearest hotel that has complimentary breakfast and eat up! Tested and approved by yours truly.

GUM from gum ball machine: put super glue on a quarter and glue that sucker in the quarter turn dial thing, let dry, it will now keep forever spinning and you get free gum balls!; This can potentially be used or free money as well, if you find a gum ball machine that has the plastic balls with money in it as well as gum balls.

COFFEE from a walk in coffee shop: Go inside, wait for a min, and then go to where the customers get their drinks from the barista and claim you’ve been waiting 15min for your beverage. They will now serve you first as you’ve already waited long enough and you’ll get a free coffee!
COFFEE from at least Starbucks. Bring a $100 bill with you, they do not accept 100’s but your coffee will be made and you’ll get it for free.

ALCOHOL/BOOZE from a mini bar at a hotel: open all vodka, Jin, or whatever is clear booze is available, replace with water and then return to fridge. Bring tea or food coloring for more options. Tested many times, and approved by yours truly.

Free stuff:
AIRLINE ticket from another country: When flying out of your own country and going to another for some vacay, don’t buy a ticket back. Look up the countries laws and do just barely enough crime to get in enough trouble to where they deport you back to your home country. But don’t do so much that you end up in prison! Careful!

AIRLINE tickets free 1 way: Have a buddy use his card to by you and/or your so or friend to buy the airline tickets. After you fly, making sure you buddy is staying behind, needs to then report the card stolen and get a refund. Have him wire you your money back for tickets home.

AMAZON item scam: if you order something costing less than 5$, you can receive the item, return it, get your money back and keep the product for free.

GOODWILL or Salvation Army & Kohl’s scam: Get any pair of pants you’d want at goodwill or Salvation Army, any size, as long as Kohl’s carries the brand. Return them for a pair of brand-new pants to the size of your liking.

ANY SUPERSTORE item scams: Go to your desired superstore and pick out your desired merchandise. Go to the dog food isle and find a big bag of dog food that you can most easily open and reseal. Open, put merchandise inside, buy dog food. For extra safety, get a cart, and get 2 of each desired item that you want. Get dog food and put one of each inside the bag. This way it’s not nearly suspicious as say you picked up $100 headphones went to the dog food isle and it disappeared, your still buying it and is hard to tell on camera how many you actually grabbed. Make sure put the merchandise in the bag of dog food in the dog food isle, no one steals dog food and it has minimal camera coverage and security measures compared to the whole store. Purchase your dog food and merchandise, now if an alarm goes off they won’t even check. If hey do, you have merchandise that could possibly go off anyway. Return your duplicates of your desired merchandise for a full refund whenever you feel like it. I’ve worked at many superstores, they won’t check the dog food haha. Tested and approved by yours truly.

BATTERIES from amazon: Purchase batteries on amazon. Once received, return the item. They will give you a full refund and let you keep the merchandise.

WINDSHIELD repair/ new windshield: Find one of those trucks that says “How’s my driving? Call 1-800-blahblahblah”. Call the number and say the truck launched a hug rock at your windshield and it needs to be replaced, they will replace it free of charge and the driver will not get penalized.

SENDING MAIL: No need to buy stamps, just put it in the mailbox with the return address as the location where you want it to go. It will then get “returned” to the address for free.

VIDEO GAMES by redbox: Rent your desired games from redbox, report card stolen. Pretty much a one time use.

LAUNDRY MAT service: Coin operates washers and dryers can be manipulated for free use by taking a cue tip, ripping off the cotton, and pushing it into the coin slot repeatedly and it’ll read it as quarters.

PARKING at some airports and parking lots: Basically works anywhere that has a unmanned ticket station. Before leaving, walk to the entrance and get a new ticket. Your time is now reset.

AMAZON PRIME .edu email scam: Get a free 6 months of prime by applying to online community colleges, possibly enrolling in a free class if needed so your able to have your own .edu email. Or just figure out how to make one haha. Amazon gives college student a free 6 months. Do this twice a year, free prime for life.

FREE MARIJUANA!!!: Go to an app/website to where you can search for people needing roommates and whatnot. Find any that say 4/20 friendly. Call and say your interested and would like to check it out. Guaranteed, those guys will get you utterly stoned, they want you to rent out that room! Then leave and go to the next 4/20 friendly house, and get even more hi!!!

ADDITIONAL tips for free money, food and the goods, all from the comments. Keep in mind that they don’t all have to be good, and highly practical, there’s still a chance to get caught just like every tip I’ve listed. Please don’t criticize other people’s top ideas, just criticize mine. Oh and my spelling and grammar!
Free food and drinks continued:

ANY MEAL DISCOUNTS, best case scenario free it’s free, but you could get a discount or a coupon: Politely tell your waiter/waitress “I have been here many times, and never had a problem. (maybe some compliments as well). But this is the worst food I’ve ever tasted”. This will get you what you want.

CHICK-FIL-A free extra food(probably works in some other places): CFA has a policy to where they can’t take back food that a client opened. If you nicely complain that they didn’t make it right, toppings, ect.. If your an asshole they will take it back and throw it in the trash though. APPROVED by me, as i used to work there and saw it done many times.

GOOD CHANCE FOR FREE fast food, especially @ CFA]: Go through the drive through, and when you approach the window (edit from OP, just adding to make sure the fast food place doesn’t have a pay window and a food pickup window for best chances) act like you forgot your wallet, and you should get free food! APPROVED by me, especially since my boss specifically told us to do it.

MORE FREE FOOD, sounds obvious, but people tend to frown upon it: Obtain your free food by going to soup kitchens, food banks, food pantry, and many churches also have potlucks. Some smaller churches also have free food after each service.

STARBUCKS FREE coffee, improved] Starbucks employee here. The simplest way to scam the system for a coffee, is to walk into starbucks, preferably when it’s super busy, and stand at the end of the bar where the drinks are being handed off. A lot of the time, we will have to call out somebody’s drink more than once because they didn’t hear their name called, their in the bathroom, etc... Really all you have to do is wait until you see a drink you like, and just take it if nobody else has.