Finally! That new brain teaser you have been waiting on to stump your mind and challenge your friends and family! Be the first “riddler” in your group to take a crack at these new puzzles! Check back often for new riddles!

Riddle: I am not your boss but I guide your decisions, I am not your trainer, but I dictate your pace, I am not a Judge but I measure your success. Who Am I?
Answer: The riddle "I am not your boss but I guide your decisions..." is unanswered. Do you know the answer? If so, click ANSWER and add your answer in the comments section.
Riddle: My head is in the clouds but I cannot fly. The fruity flavor is inside of me; I’m packaged long but not fat you see. What am I?
Answer: Air heads!
Riddle: I’m a tale that sounds grand, but on this day, don’t take a stand. What am I?
Answer: Fake news! Fake news stories are a modern April Fools' tradition, designed to mislead for fun.
Riddle: Babies born on March 31st are easy to prank the next day. Why?
Answer: They were born yesterday. A literal twist ties to April 1st, emphasizing the holiday’s timing and trickery.
Riddle: I’m a monster who loves to jest, playing tricks is what I do best. Who am I?
Answer: Prankenstein. This playful monster embodies the spirit of April Fools' pranksters.
Riddle: When a trick is revealed, this person feels naive; on April 1st, they’re easy to deceive. Who am I?
Answer: A fool. “Fool” is central to the holiday’s name and theme of being tricked.  
Riddle: My first is a number, my second another, And each, I assure you, will rhyme with the other. My first you will find is one-fifth of my second, And truly my whole a long period reckoned. Yet my first and my second (nay, think not I cozen), When added together will make but two dozen. How many am I?
Answer: Four Score.
Riddle: You have 52 playing cards, 26 red, and 26 black. You draw cards one by one. A red card pays you a dollar. A black one fines you a dollar. You can stop any time you want. Cards are not returned to the deck after being drawn. What is the optimal stopping rule in terms of maximizing your expected payoff? Also, what is the expected payoff following this optimal rule?
Answer: The solution to this problem is, in my opinion the most difficult to understand of all the puzzles. Indeed I was unable to solve it and didn't receive a complete solution until two years after originally posting it. The final solution, in the form of the spreadsheet was sent to me by Han Zheng. For this reason I have left on the page the thoughts i had before I had the final solution as they represent an easier to understand and more simplistic approach. Also the reasoning may help you arrive at the final solution by yourself or help you understand it. I would recommend reading that answer before you dive into the full answer. But an important thing to note are that as the player we can't lose this game as we can gamble till all the cards are drawn and our net position is zero. From our earlier analysis it is clear we need a dynamic quit rule. A singal value is not sufficent. We must, at each stage consider what cards are remaining, and therefor the probability of a positive or negative outcome from drawing again. For the explanation i will ask you first to consider a deck containing only 6 cards, 3 +ve & 3 -ve (note i'm no longer calling the cards black and red, it confuses me.)
Riddle: I’m filled with air and hide under your seat; sit down, and I’ll give you a treat. What am I?
Answer: A whoopee cushion. A classic prank tool, it’s a staple of April Fools' Day mischief.
Riddle: What is it that goes through the woods and never touches a twig?
Answer: Sound.

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