Thursday, May 21, 2026: Annas Awkward Celeb Interactions; Dogecoin Regret; Pool Chair Hogs!

Chair hogs. Yikes. A German tourist won a lawsuit after vacationing to a hotel that denied him a spot by the pool. Dibs doesn't work here. Which pool person are you?  

Anna had a few questionable interactions this weekend at a very prestigious award shows this weekend. They classified themselves as E list celebrities, especially in this room. Raven was one of 12 men in the entire place, but could be heard across the room, per usual. 

Raven made a very poor financial decision that he regrets to this day. He expected it to make him a millionaire. Anna and Raven discuss more financial decisions they have made in their lifetimes. What is your biggest regret?  

Are they close? Producer Justin informs and questions Anna and Raven on their knowledge on the upcoming holiday, the unofficial kick off to summer, Memorial Day! How much do you know about the day?  

At the award ceremony this weekend, Anna was taken aback by the celebrities she was face to face with. She had quite an embarrassing moment when she was shut down and will never get over it. 

What experience did you have with a celebrity? Good or bad, anna was shut down by one this weekend and now needs to some reassurance, or... to hear good stories to make her feel worse.  

Sara goes on a friend's trip with three of her friends every year. This year they went to Cabo. One of her friends asked her to borrow $1000 for the trip because she was running short on cash. Now, it’s three months later, she still hasn’t paid her back, she keeps saying “she just needs a little more time”, BUT she just bought a used car for her deadbeat boyfriend. Her husband, Tom, is pissed and says that they should take the car she bought for the boyfriend until she comes up with the 1k to pay them back. He thinks that’s a perfect solution, plus, they could use an extra car to save the miles on their current lease. Either that, or she has to pay them back plus interest, $1200 within 30 days. How would you handle the situation? 

Vivian has a chance to win $1,000! All he has to do is answer more pop culture questions than Raven in Can’t Beat Raven!