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Leo's Love(s) 2012

26 min📅 2012-02-01

"A love story for those of us who are not the romantic lead."

In *Leo's Love(s) (2012)*, director Alan Weischedel crafts a charming, bittersweet romantic comedy that follows Leo, a down-on-his-luck ad copywriter whose dreams of literary greatness have been reduced to jingles.

Director: Alan Weischedel

Cast

Craig Cackowski
Craig Cackowski
Charlie
Jennifer Cain
Diane
Kelly Erin Decker
Kelly Erin Decker
Rachel
Lily Holleman
Max
Parvesh Cheena
Parvesh Cheena
Mr. Corpman
Tim Lacatena
Rufus
Danny Jordan
Bernard
David Razowsky
David Razowsky
Dr. Everstein
Alan Weischedel
Leo

Frequently Asked Questions

What is Leo's Love(s) (2012) about?

The film centers on Leo, a struggling writer forced to churn out ad jingles, who falls for Max, a clever actress stuck in a doughnut commercial. Their whirlwind romance becomes a mirror for their shared frustrations, blending humor, poetry, and the chaos of chasing dreams in a city that doesn't always cooperate.

Who directed Leo's Love(s)?

Alan Weischedel directed *Leo's Love(s)*, infusing the film with his signature blend of sharp wit and heartfelt storytelling.

Who stars in Leo's Love(s)?

The film features Craig Cackowski as Leo, alongside Jennifer Cain as Max, with Kelly Erin Decker, Lily Holleman, and Parvesh Cheena rounding out the cast.

Is Leo's Love(s) (2012) worth watching?

While not widely rated, *Leo's Love(s)* offers a refreshing take on romantic comedies, mixing clever dialogue with offbeat charm. If you enjoy films like Woody Allen's work—where romance meets realism—it's a hidden gem worth tracking down. The short runtime makes it easy to enjoy in one sitting.

How long is Leo's Love(s)?

The film runs for 26 minutes, making it a quick, satisfying watch for fans of bite-sized storytelling.

About Leo's Love(s) (2012) — A Romantic Comedy for the Unlikely Valentines

In *Leo's Love(s) (2012)*, director Alan Weischedel crafts a charming, bittersweet romantic comedy that follows Leo, a down-on-his-luck ad copywriter whose dreams of literary greatness have been reduced to jingles. When he meets Max—a whip-smart, poetry-loving actress stuck in a local commercial for sprinkled doughnuts—the two strike up an instant connection. But Max's real-world struggles mirror Leo's own, blending humor and melancholy as they navigate love, ambition, and the messy gap between dreams and reality.

Set against the backdrop of quirky, Woody Allen-esque New York, the film balances sharp wit with heartfelt sincerity. The story explores the quirks of modern romance, where even the most unlikely connections can feel destined. With its dry humor and tender moments, *Leo's Love(s)* is a love story for anyone who's ever felt like they're playing a supporting role in their own life.