In 2003, Demi Moore and Ashton Kutcher sent shockwaves through Hollywood when they debuted their unlikely romance. What was originally thought of as a cougar publicity stunt, turned into one of the most serious celebrity couples of the 2000s.

Join Jill as she deeps dives all the twist and turns of one of the most notorious couples of the 21st century. From "MOD" to Kabbalah, we cover every corner of this wild ride. And some layers are so unbelievable, you may feel like you're being punk'd.

Follow the podcast on Instagram @DivingBoredPod!

Before fashion influencers, before Instagram, before sponsored posts...there was Rachel Zoe.

Rachel Zoe didn’t just style celebrities, she helped shape how fame, fashion, and visibility worked in the 2000s. Join Jill as we unpack Rachel’s rise from behind-the-scenes stylist to cultural power player, the paparazzi era she mastered, the Zoebots, the weight-scandal scapegoating, and how her clients became the original influencers before influencer culture even existed.

From Nicole Richie's iconic image makeover to The Rachel Zoe Project and her full circle return on The Real Housewives of Beverly Hills, we'll deep dive into legacy, blame, power, and why we’re still talking about Rachel Zoe decades later. It's going to be "bananas!"

Follow the podcast on Instagram @DivingBoredPod!

This is a story about a girl named Britney...and Kevin.

Join Jill for Part 2 of the Britney and Kevin saga. No stone goes unturned as we discuss Britney's journey through 2007 and 2008, her conservatorship, and how she persevered to gain freedom. She's stronger than yesterday, and now it's nothing but her way.

We also ask Kevin to put his thinking fedora on to answer some hard hitting questions! Don't miss it!

Follow the podcast on Instagram @divingboredpod