You’re in a bar nursing a Jack on the rocks. Your girl just quit you and you’re hurting. But someone cares, someone whose voice cuts through the smoke, singing “The One I
Love (Belongs to Somebody Else).” He’s been there before. You emulate his cool. You’re in Sinatraland.

For window-blind salesman “Finkie” Finklestein, the
narrator of Sam Kashner’s first novel, there’s no difference between the songs and Sinatra himself. Through almost two decades’ worth of unanswered letters (beginning around the time of Eisenhower’s inauguration), Finkie confides in Ol’ Blue Eyes (whom he addresses as Francis), a man who seems to know it all. The letters reveal the many ways Finkie imagines parallels between Sinatra’s life and his own: Finkie hails from Hoboken, has married and
divorced, named his daughter Nancy Ava (after Sinatra’s first two wives), and has dated a woman half his age (at about the same time Sinatra met Mia Farrow). Finkie even blurs the difference between their ethnicities (“Some of these
Mobsters, I hasten to add, are not Italian but Jewish.”) and chooses to ignore Sinatra’s
anti-Semitic slurs— because, hey, we forgive our friends.

Finkie borders on pathetic, and throughout the book one wonders how far he’ll go to win Frank’s friendship. But in
Kashner’s hands, Finkie
becomes endearing. Kashner pulls this off by surrounding Finkie with friends who actually encourage him to take his
one-sided relationship one step further. Odette, Finkie’s second wife, even prods him
to finally meet Sinatra during his 1971 “farewell” tour: “The time has come, Finkie, to face yourself.”

Finkie’s relationship to Sinatra is like some people’s to God— he muses aloud about the myriad conflicts he faces, and the mysteries he can’t make sense of. “One thing I do know is how lucky I am to have a pal like you, Frank,”
Finkie writes, “even if you do make me drink alone.”

This article from the Village Voice Archive was posted on March 9, 1999

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