Jean Smart, founder of Penelope, discusses her motivation for creating a retirement savings platform. The podcast explores the challenges of entrepreneurship, lack of representation in the financial industry, and the importance of purpose and appreciation. It also touches on the impact of racism on opportunities and the significance of representation in entrepreneurship.

Jean Smart and Pat Regan join the creators to discuss Deborah's character development and the challenging writing process. They explore the complex relationships and emotions between characters, hinting at underlying feelings. The conversation also includes insights from Pat Regan on 'Hacks' writing and the humor of securing a Tostitos sponsorship.

Jean Smart joins the podcast to discuss meeting heroes, pickleball, and advocating for oneself. They also chat about comedy challenges, setting big goals, publicity stunts, character growth, music appreciation, emotional depth, character backstory, and the hilarious cheese vs. bananas debate.