You ever get that feeling when the stars align just right, and suddenly someone who seemed like a familiar face pops into your life with a whole new glow? That’s exactly the vibe you get thinking about Josh — yes, that Josh — who first burst onto the big screen as Paul in Clueless. Before that iconic role, sure, he’d dipped his toes into TV waters, but it was this moment that flipped the script for him. And here’s the kicker: with Mercury in retrograde shaking up communication, maybe that’s why he’s managed to reinvent himself so spectacularly over the years. From the poetic highs of Romeo + Juliet to crash-landing in the hilarious universes of Anchorman and The 40-Year-Old Virgin, not to mention cameo-hopping through the Marvel Cinematic Universe, he’s basically played every card in the deck. Most recently, teaming up with Jenna Ortega in Death of a Unicorn—I mean, come on, who isn’t fascinated by that combo? So, if you’re wondering how one actor can ride the unpredictable waves of Hollywood and astrology with such flair, you’re not alone. LEARN MORE

Although he had appeared in some TV series before Clueless, Josh was actually Paul’s first big screen role. Since then, he’s had a prolific and varied career, with roles in Romeo + Juliet, Friends, Parks and Recreation, Anchorman, The 40-Year Old Virgin, and, of course, the Marvel Cinematic Universe (and a whole bunch more). Most recently, he starred in Death of a Unicorn with Jenna Ortega.

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