1.6: Pretty Woman | Big Mistake. Huge. (The Career Crisis Episode)

Let’s be real: Pretty Woman might be a romantic comedy, but behind the thigh-high boots and shopping montages is a surprisingly sharp look at power, class, and reinvention — themes that hit different when you’re a Millennial raised to chase your dream job and figure it all out by 18. In this episode, we unpack the pressure to plan your entire future in high school, the glamorized grind of “success,” and how Vivian Ward's transformation story reflects the very real desire to escape systems that don’t always serve us.