Join Caitlin and her first celebrity guest Chelsea Handler as they talk about childhood, parenting styles, ambition, cultivating a strong sense of self, and how to raise cool kids. What we love about Chelsea Handler is how loud and proud she is in her beliefs - agree or disagree, and she is not afraid to speak up, which can be hard for women, even in this day and age. Her viral videos extolling the luxury of her freedom, solitude, adventure, pleasure, sleep, and carefree living are frankly, mom porn. We can’t get enough of it. We fell in love with Chelsea in 2004 on Girls Behaving Badly and watched her rise to fame on her late-night show Chelsea Lately. She’s published numerous bestsellers like the college cult classic, Are You There Vodka? It's Me, Chelsea.  Today, Chelsea is living the dream of performing stand-up on her nationwide Little Big Bitch tour while staying grounded and humbled on the ski slopes. In this fun and heartfelt interview, Chelsea reflects on her upbringing and how her mom and dad’s parenting shaped her. She discusses how her relationship with her mom strengthened after her death and still serves as a positive guiding force. She offers parents her take on how to raise cool and respectful kids and suggests resisting the temptation to lose your entire identity in parenthood because no one wants to hang out with someone who only talks about their kids. She kinda gets it, because for a long time, Chelsea’s identity and self-worth were wrapped up in her career and she thanks therapy for helping her cultivate a strong sense of self beyond her ambition. Follow along with us as Chelsea gives us the gift of a positive attitude! See Chelsea Handler LIVE in a city near you on her Little Big Bitch Tour! Connect with us: @bigtimeadulting @chelseahandler This episode was made possible by Perfect Bar - Now go get yourself a snack!