In this episode, we unpack what it means to expect the unexpected in today’s unpredictable economy, reflect on the all-too-relatable regret of past hookups, and talk about the importance of sticking it out when times get tough. We also debate whether dating would be easier if there were an actual rule book and explore the tug-of-war between optimism and pessimism when it comes to life and relationships. It’s honest, reflective, and just messy enough to be real.