Suggestions by @josephboyce

Deacon Reese Phillippe

as Leonardo DiCaprio in Actors' Modern Counterparts

Deacon Reese Phillippe

as Ray Nicholson in Actors' Modern Counterparts

Deacon Reese Phillippe

as Henry Wolfe Gummer in Actors' Modern Counterparts

Deacon Reese Phillippe

as Tobey Maguire in Actors' Modern Counterparts

Xavier Murphy

as Steve Martin in Actors' Modern Counterparts

Xavier Murphy

as Bo Burnham in Actors' Modern Counterparts

Xavier Murphy

as Jordan Peele in Actors' Modern Counterparts

Xavier Murphy

as Bill Cosby in Actors' Modern Counterparts

Xavier Murphy

as Bernie Mac in Actors' Modern Counterparts

Maggie Gyllenhaal

as Latvian Heritage in North American Actors Sorted by Heritage

Xavier Murphy

as Peter Sellers in Actors' Modern Counterparts

Xavier Murphy

as Lithuanian Heritage in North American Actors Sorted by Heritage

Mike Birbiglia

as Adam Sandler in Actors' Modern Counterparts

Jimmy Fallon

as Adam Sandler in Actors' Modern Counterparts

Seth Rogen

as Adam Sandler in Actors' Modern Counterparts

Xavier Murphy

as Adam Sandler in Actors' Modern Counterparts

Xavier Murphy

as Welsh Heritage in North American Actors Sorted by Heritage

Xavier Murphy

as Irish Heritage in North American Actors Sorted by Heritage

Xavier Murphy

as German Heritage in North American Actors Sorted by Heritage

Xavier Murphy

as English Heritage in North American Actors Sorted by Heritage