Then: He first captured our hearts as Roger in
Angels in the Outfield, but reached official heartthrob status as nice guy Cameron in
10 Things I Hate About You. In 2000 he took a break from his acting career to attend Columbia, and when he came back he killed it in movies like
500 Days of Summer and
Inception. In 2013 he wrote, directed, and starred in
Don Jon.
Now: Watch him in the upcoming film
Snowden as Edward Snowden and biographical drama
The Walk. This self-declared feminist is married to Tasha McCauley, founder and CEO of a robotics company. JGL founded production company
hitRECord, which has successfully produced short films.
[Photos via @daniipackman and @ejo2]