“Money doesn’t solve your problems, it just makes them prettier.”
Lindsay (Britt Rentschler) and Jack (Michael Tennant) are in a rut. Lindsay’s dreams of becoming a fashion designer have been put hold while she works a menial boutique job to pay back her student loan debt. Jack’s on probation and disbarred from being a working attorney putting him in a career limbo. As life continues to drag them down, Lindsay and Jack go through the motions of their everyday lives, losing their romantic spark and any desire for intimacy.
Everything changes when one day Cat (J.J. Nolan) waltzes into Lindsay’s work. Cat is instantly taken with Lindsay and wants to boost her self-esteem and help her manifest her dreams. But Cat and Lindsay are from completely different worlds. Cat has more money than she knows what to do with and Lindsay can’t afford to do anything other than what she’s doing. Cat invites Lindsay and Jack for a weekend away in Sonoma County and the couple are thrust into a world of outrageous privilege. $300 bottles of wine, privately distributed tequila, a 1920s murder mystery game and a drug fueled disco party has the couple torn between their plebeian existence and the lifestyles of the rich and jaded. Fun is there to be had but not everything is as it seems.
Directed by Kestrin Pantera, Pretty Problems is a gratifying comedy with a decidedly poignant message. Its endlessly fascinating to watch how different social classes come together and ultimately clash because of their vastly different lifestyles and personal priorities. The rich people here are bored and emotionally numb. Lindsay and Jack are there for their own amusement and manipulation. Rentschler and Nolan play beautifully off each other and the surrounding cast of characters spotlight just how ridiculous the ultra-privileged lifestyle can be.
Pretty Problems had its world premiere at the 2022 SXSW Film Festival.