Justin Timberlake's solo catalog spans six albums and two decades, so narrowing it down to five songs apiece is no easy task. On this episode of 50 for 50, hosts Mike Joseph and Garrett Gonzales each bring their Top 5 Justin Timberlake songs to the table and defend their picks — a mix that spans "SummerLove," "Mirrors," "Love Never Felt So Good," "Rock Your Body," "Not a Bad Thing," "Can't Stop the Feeling!," "Cry Me a River," "Until the End of Time," "Suit & Tie," and "My Love."

It's less a definitive ranking and more a real argument about what actually makes a Timberlake song great — the Timbaland-and-Danja futurism of the FutureSex/LoveSounds era, the Neptunes' funk-pop chemistry, or the raw vocal moments that don't need a big beat to land. Mike and Garrett also run through the songs that just missed their lists, and — because no Justin Timberlake conversation is complete without it — each names his favorite *NSYNC song.

This episode pairs with our full Man of the Woods deep dive, where Mike and Garrett cover Timberlake's entire career: the *NSYNC years, the Justin-vs-JC Chasez solo race, the Pharrell/Timbaland production breakdown, and a full track-by-track dive on Man of the Woods itself.

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