Rachel Bilson: From 2000s Nostalgia To Her Mom Era

This week, I’m sitting down with one of my favorites, Rachel Bilson, for a fun, honest, girl-chat. From growing up in L.A. and sneaking into Hollywood clubs as a teenager to getting into trouble, Rachel shares how she somehow managed to stay grounded through it all. She talks about getting the partying out of her system early — long before the job that turned her into an early-2000s icon.
We dive into that whole era of fame, including the harder parts: the public relationships, the headlines, and how they’ve made her censor herself today. Rachel opens up about dating now and what she’s genuinely looking for — including whether marriage or more kids are still on the table.
We break down co-parenting, her relationship patterns, and the surprising peace that comes from being completely content on your own. Rachel also shares the mindset she wishes she’d had in her 20s (and what she hopes younger women hear today).
Plus, Rachel on Broadway, Dancing With the Stars, and the mom conversations we all have: wanting our kids to actually come to us in high school, and why she’s holding off on giving her daughter a phone for as long as possible.

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Dear Media is the largest podcast network focused on amplifying women’s voices and audiences. Founded in 2018, DM hosts 80+ podcasts fronted by top-tier talent and has a following of more than 60M across social channels. DM is building the podcast incubator of the future through a 360-degree business model, providing unparalleled support from concept to editorial, production, distribution, and commerce extensions. Due to its highly engaged and vast consumer audience, the network attracts global brands and digital savvy partners.