Can you ever be cool in your teenager’s eyes? Anna is trying to pinpoint the exact moment she become “Uncool”! (:17)

Britney Spears new book is already at #1 because of some shocking revelations! But Anna even more curious about the stuff she left out! (3:05)

Bumper stickers are a fun way to personalize your car, but if the number gets excessive, that’s all I need to know about you! (6:42)

Anna has three crazy news stories but Raven can only pick one! Today, all three stories are about teachers who bent the rules a little too much! (10:21)

Have you ever lost something on the highway? Anna was driving on a major highway when she saw a man in the breakdown lane risking his life to find something! (14:20)

What place has the best people watching? Anna got scientific and looked up a list of the top 4! (21:48)

Are you up to date on this week’s biggest news stories? Anna and Raven will get you caught up on what’s trending, including the long awaited conclusion of a murder mystery! (28:33)

Do you own a Peloton? Anna bought one years ago and has finally moved it into her new home! (32:22)

Hank and Charlotte are getting married, it is both of their second marriages, and they have two children each. Charlotte would like to take a “family honeymoon” with the kids to celebrate the blending of families. Hank does not. He says that they’re all under 10, it won’t be a relaxing honeymoon, it’ll be chaos. She says she feels really bad about not including them in the trip. What do you think? (36:22)

Briana has got a shot at $800! Can she beat Raven in pop culture trivia and claim the prize? (43:50)

Email solicitors are getting more creative, and Anna doesn’t know how to feel about it. (0:30)

Raven has an issue with a recent doctor’s visit, but is it for a ridiculous reason? (3:53)

If you put this condiment on your hot dog, that’s all I need to know about you! (7:37)

If you’re rich, what do you dream about? Anna & Raven asked comedian Lisa Lampanelli what she dreams about now that she has a fine amount of wealth. (10:48)

Couples Court: Corey and Melissa are planning their son’s sixth birthday. It’s the school’s policy to invite the entire class if invitations are being sent to school. Melissa thinks it’s just kind to invite the entire class. Her husband disagrees. He says it’s expensive, and their son barely knows everyone in the class, just pick five kids, text the parents, and that’s it. Melissa thinks that it will make classmates feel left out and the school has really urged against that. What do you think? (21:36)

Suzanne Sommers may be gone, but she left behind a legacy that’ll live forever, including the Thigh Master. (29:41)

Are you finding yourself hooked to foods and can’t understand why? Dr. Jennifer Wider has the reasoning. (33:42)

Does Matthew have what it takes to win the $700 jackpot in Can’t Beat Raven?! (37:42)

Do you have an irrational fear? What is it?! (41:33)

How much do you pay your babysitter? Producer Sean let go of his babysitter recently because of how much she was charging and because she was unreliable. Was he being fair? Catch up with the podcast and find out, and also how much do you pay your sitters hourly?!
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Anna has diagnosed herself with a new syndrome! After listening to a podcast, she realized that she fit the symptoms perfectly! (:30)

Are you up to date on this week’s biggest news stories? Anna and Raven will get you caught up on what’s trending, including the passing of a TV and fitness legend! (3:55)

Street parking is a necessary part of daily life for many people and if you can’t fit your car into a spot, that’s all I need to know about you! (7:35)

Did you have a dumb argument this week? Raven had a heated exchange about what constitutes a “S’more”! (10:47)

How well do you know modern teenage slang? Raven likes to consider himself an expert, so Anna had her teenage daughter put him to the test! (14:38)

Are you superstitious? Last week, Anna had the whole show put their superstitions to the test and now she gets to hear the results! (18:52)

What’s the strangest sleeping habit you’ve ever seen? Raven went on a camping trip with a few friends, but after they went to bed, Raven could’ve sworn that one of them was possessed! (22:37)

What’s the most unique thing you’ve seen at a wedding? Vogue put out a list about how to make your wedding stand out and Anna is fascinated! (29:34)

Claire and Larry have been engaged for two years and live together. Larry’s mother moved in “temporarily” last year and has never left. Claire wants her to either help pay rent, or move out, it’s been a year! Plus, she has a job now. Larry doesn’t think it’s right. It’s his mom, she’s lonely, and she doesn’t bother them, what’s the big deal? What do you think?  (37:07)

Jackie has a shot at $500! All she has to do is beat Raven in pop culture trivia! (45:33)