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Where They Are Now: The former *NSYNC member and Mouseketeer has come a long way, baby. After a blockbuster era of music-making, Timberlake is, well, back to chart-topping, radio-friendly music-making and starring in a number of feature films. He's crooning in "Inside Llewyn Davis," side-manned "The Social Network," led "Runner Runner" and "In Time" and emotionally manipulated us into falling back in love with him during his guest stints on "Saturday Night Live."
Where He May Be in 5 Years: Did we mention he was the lead in "Runner Runner" and "In Time?" Timberlake may desire A-list actor status, but his rep ultimately isn't hacking it. He needs to make good supporting actor choices that resonate with The People, and not make us wait so damn long for new albums, because his gifts and commercial destiny point squarely at remaining a top-notch singer and musical entertainer.
- Katie Hasty