Top 5 Jacks of Legend
5. Jack be Nimble - Not exactly the coolest Jack but at least he has some hops. Jumping over candlesticks can be a form of good luck if you don't blow out the candle, but the fact that it isn't mentioned makes me think he didn't jump high enough to keep the candle lit.
4. Jack the Giant Killer/ and the Beanstalk - If it was just the Giant Killer he'd rank higher cause that's pretty cool. However, he's also the same guy who traded a vow for three beans cause a stranger said they were magic. The most gullible Jack by far, even if he has some bad ass fighting skills.
3. Jack Sprat - I mean what can I say, the man could eat no fat. Pictures show he was still healthy though so he probably has some really good meal prepping. Good mental health behavior. Not to mention he has a wife he loves who can eat no lean so they compliment each other beautifully. Probably the happiest Jack on the list.
2. Jack of all Trades - Look he's kinda good at everything. That alone puts him pretty high up. Unfortunately the fact that he's a master of none keeps him from number one.
1. Stingy Jack - By far the coolest Jack. Very drunk all the time but still clever enough to trick the Devil twice. It also takes a very rad person to be banned from both heaven and hell. The rest of us could only dream. Not to mention he's the reason we carve Jack-o'-lanterns and is the closest thing we have to a Halloween mascot.
HM. Jack from Jack and Jill - Look I gotta respect him for volunteering to fetch a pail of water but literally everything goes wrong after that. I honestly don't know how he could've messed that up more.