I have a thing for novels about the problems of wealthy New Yorkers. One of the first novels that made an impression upon me was The Bonfire of the Vanities. Of course I was going to pick up Fleishman Is In Trouble.

Rich People Problems

Toby Fleishman is doctor making $300,000 a year who still feels poor. Possessed with rage against almost everything, but especially his ex-wife, he drowns his sorrows in a never-ending cornucopia of app-based sex.

And then his ex disappears, leaving him with their two children.

Taffy Brodesser-Akner dissects with anthropological precision this tribe of rich (but not rich enough) New Yorkers who always want more. Another million, another beach house, another trip to Biarritz while they relentlessly self-improve through spinning classes and Goop-level quackery.

But buried in this sharp satire is a love story. It’s a story about loving yourself. What do you do when all this hustling leaves you empty? How do you cope when your spouse turns into a stranger? When is enough enough and how do you get off the hedonic treadmill?

I nearly gave up on this book. Brodesser-Akner doesn’t believe in chapters and the novel unspools in novella-length sections. Fleishman’s sexual adventures get a bit tiresome and you start to wonder where all this is going.

But, the last fifty pages of the novel are incredibly moving, tying together all the disparate strands of narrative and revealing the truth beneath them.

Fleishman Is In Trouble is a book about the trouble all of us will confront, a kind of middle-aged malaise that will eat away your soul. Brodesser-Akner writes about finding meaning when everything falls apart.

I had expected a satiric novel about New York. Fleishman Is In Trouble is so more than that, a compassionate guide through the dark wood of the midlife crisis.