Sidetrack Society

The dented car was only the beginning. Yessy now has an A/C leak and an entire hallway of squishy floors to explain to Ryan. Marriage is all about communication, right? Even when every conversation comes with a repair bill.

Previously on Don’t Tell Ryan… Yessy finally tells Ryan about his truck. Ten years of marriage, and they’re still discovering new things about each other. Romance is alive and well. Communication? Still a work in progress.

A secret I can’t tell ... at least for a few days. Advice Yessy may not have wanted to hear. And a conversation that took a few unexpected turns. What could possibly go wrong?

My 2-year-old broke his arm, made it through the follow-ups, and got the all clear. Well…mostly. Apparently, he just needs to “take it easy” for a month. Have you met a 2-year-old?

A TikTok ChatGPT prompt sparked some unexpected self-reflection—and the possibility of a solo podcast. Yessy and I break down the results, because apparently my life needed another project.

Life throws curveballs. Parenting throws more. Adulthood just keeps the scoreboard. We talk about managing all the unexpected nonsense before briefly touching on retirement, where things get a little heated. That conversation deserves its own episode.

In today’s episode, Yessy puts on her advocate hat for traditional school parents and asks the important question: Why are schools and 9-to-5 jobs acting like they’ve never heard of each other? Add in a last-minute weather dismissal email, and suddenly parents are expected to perform Olympic-level scheduling gymnastics.

Homeschooling: where you're the teacher, principal, lunch lady, janitor, and somehow still expected to have your life together. Yessy breaks down the ins and outs, ups and downs, and survival hacks of teaching kids from home.

Yessy gives us the full story behind her latest backyard addition: a Monarch butterfly enclosure. She and the kids learned a surprising amount while raising their little winged guests, and we hear all about it. Then we bid farewell to summer and welcome back school… because apparently fun has an expiration date.

From the Luau meet-and-greet to the emotional chaos of the first day, I’m breaking down my adventure in getting my daughter ready for kindergarten. Spoiler alert: she was fine. I was… questionable.