Episode 27: Making Progress on Chloe Tucker Caine

Episode 28: Making Progress on Divorce

This week we’re making progress on one of the messiest and loaded topics: divorce. Is divorce a failure… or sometimes the healthiest, most emotionally regulated decision you can make? We’re talking why people really get divorced, why some stay too long, when leaving makes sense, and when people might be walking away too fast. From therapy language and modern relationship pressure to the “stay or go” framework everyone needs, this episode is honest, nuanced, and a little spicy. Because progress isn’t staying or leaving—it’s knowing why you’re choosing either.

Episode 27: Making Progress on Chloe Tucker Caine

Reality TV meets real life. We’re joined by Chloe Tucker Caine for a behind-the-scenes look at visibility, identity, and building a life that actually feels good. From navigating the darker side of being in the public eye to her “progress over perfection” path into motherhood, real estate, and success, Chloe keeps it honest, funny, and highlights the power of consistency. Plus, Whitney takes a bold fashion risk (that Madison absolutely roasts), and we all reflect on how far we’ve come—from LA chaos to NYC moms and professionals… it’s a true Progress Girls reunion.

Episode 26: Making Progress on Mother’s Day

Today we’re talking all things Mother’s Day—expectations (keep them low, like basement level low), dream Mother’s Day fantasies, and the reality of what actually happens. Whitney shares simple ways to make the day feel good, whether you’re celebrating, overstimulated, avoiding everyone, or just trying to survive brunch. We also talk about what Mother’s Day can bring up if you’ve lost your mom or don’t have the relationship you wish you did. As always, we keep it honest, funny, slightly unhinged, and very Progress Girls-coded. This episode feels extra personal to both Whitney and Madison, with plenty of laughs and a few “are we okay?” moments. Basically: healing, humor, and managing expectations… with cute outfits.

Episode 25: Making Progress on Vacations, Trips, Relocations & Spirals

We’re back from our vacations  and… obviously laughing about it. Whitney breaks down why vacations aren’t indulgent—they’re essential for getting your nervous system out of survival mode (think: better sleep, less reactivity, actual clarity). We talk about how stepping away helps you see patterns, make better decisions, and reconnect with yourself beyond the day-to-day chaos. And in peak Progress Girls fashion, Madison’s ongoing feud with a fake olive tree sends Whitney and Remy into a full hysterics.

Episode 24: Making Progress on Hot Girls Who Clean Their Energy

"Protect your energy” sounds cute—until you realize it actually requires changing your behavior. In this episode, we unpack the difference between aesthetic healing and real emotional boundaries: why you feel drained, why cutting people off is so hard, and what doing the work actually looks like in everyday life. Of course, we spend just as much time laughing as we do reflecting—so much so that we (unsurprisingly) run out of time. We also both watched the Manosphere doc on Netflix and share our thoughts on that. Plus, Madison opens up about a very big (okay… ballerina-sized) appointment she has coming up.