As Harry's associates, friends and enemies atone and/or try to blame everything on him, an unexpected visitor makes an appearance. And Harry faces his ultimate trial, in the form of... a trial, in the very place where it all began for him, and also remained, for much of the middle: Brownsville, New York City.

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Harry tries to resolve matters peacefully with Mrs. Kaplan, but his associates have other ideas... one of which involves a certain kind of wagon.

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Amid the wild success of his syrup ring, Harry encounters an unexpected, lone threat in the form of the widow Mrs. Kaplan. Is she simply uncomprehending of the ring's benefits? And Harry's clout? Or is there more going on than Harry thinks? It's the latter!

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Drawing inspiration from an unlikely source, Harry takes matters into his own hands. Harry doesn't want to be in a room with them, and they don't want to be in a room with each other, but Harry nonetheless summons the titans of the New York flavored syrup industry for a fateful meeting...

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In an attempt to escape the law... help Charlotte's syrup magnate father, Mr. Lefkowitz (John Rothman)... and also just get away from his best friend Morris (Michael Stuhlbarg), whose success just rubs him the wrong way... Harry heads to the deep South, on a mission to broaden the horizons of the syrup world... which might also be the end of him.

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Harry resorts to the Brownsville supernatural in an effort to push his run of bad luck onto his rival, Jonny Flintzman (Alex Karpovsky) — but Harry's poor choices, and a wonder-Rabbi's curse, will have terrible consequences for his true love Charlotte.

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A missing octopus leads Harry to make the acquaintance of one Mr. Rocco DiScipio (Joe Grifasi), a force in the New York olive oil industry, perhaps not only through methods that are strictly legal. Or a-legal? It's hard to tell with his accent.

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Harry's investigation of his brother's 'accident' leads him to some disturbing truths about Brownsville... and his lumpen brother, Irving.

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An incident in the boxing ring involving Harry's brother Sam (Bobby Cannavale) leads Harry into a new kind of friendship with his client, the noted local psychopath, Louis Zabelsky (Jason Ritter)

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NYC, 1920s. Fast-talking, charming and far from rich, Harry Dolowich (Justin Bartha) graduates law school with dreams of marrying his crush Charlotte (Ari Graynor) and making it big, only to find that nothing in Brownsville is ever that simple... not even EGG CREAMS.

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