How old is too old when it comes to dating? And does the answer change as you get older?

This week, Sheridan is joined by her friend Symone in Washington, D.C. for a conversation that goes just about everywhere.

They talk age gaps and the double standards around older men versus older women dating younger, beauty enhancements and cosmetic procedures, spontaneous side quests, surrogacy, job interview etiquette, and the beauty standards women navigate along the way.

Plus, Sheridan and Symone leave everyone with one assignment for the week: go on a side quest.

The Sheridan Show is about raw, curious conversations without judgment, because sometimes the most interesting conversations happen when you’re willing to ask the question and see where it goes.

New episodes every Thursday. Catch the show LIVE Mondays at 8 PM CT / 9 PM ET on YouTube.

For the very first episode of The Sheridan Show, I sat down in Charlotte with some of my closest friends, Alexis, Brittney and Stevee, for the kind of conversation that happens when the people at the table really know you.

We get into AI and whether we're using it too much, career decisions other people didn't understand, the side quests making life more interesting, friendship, relationships, and whether you can genuinely be happy for a friend when they get something you desperately want for yourself.

We also pull questions from a hat and talk about things we've done for love, financial decisions we'd never make again, toxicity in relationships and friendships, and whether we've ever had to admit that maybe we were the toxic one.

Plus, a little pop culture, a few unexpected tangents, and plenty of opinions along the way.

Your homework this week: Find a side quest. Do something different. Explore.

Watch The Sheridan Show live every Monday at 8 PM CT / 9 PM ET on YouTube, with new podcast episodes every Thursday.

Just do the thing. Live audaciously. Be Untamed.