Suggestions by @castingsinmyblood
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Thunderbolt Ross
as Chris Cooper in What if this actor played

Daredevil (Matt Murdock)
as Robert Redford in What if this actor played

Martin Luther King Jr.
as Corey Hawkins in What if this actor played

Falcon (Sam Wilson)
as Corey Hawkins in What if this actor played

Bruce Banner
as Paul Dano in What if this actor played

Jigsaw (Marvel)
as Ross Lynch in What if this actor played

Steve Trevor
as Nicholas Hoult in What if this actor played

Maxwell Lord
as Charles Grodin in What if this actor played

Martha Kent
as Joan Allen in What if this actor played

Brainiac (Vril Dox)
as Gillian Anderson in What if this actor played

Salem
as Gillian Anderson in What if this actor played

Lois Lane
as Daniella Pineda in What if this actor played

Max Cady
as Woody Harrelson in What if this actor played

Howard Stark
as John Vernon in What if this actor played

Jonathan Kent
as Bill Paxton in What if this actor played

Kristin Scott Thomas
as Granny Goodness in Casting Every Superman Character

Dr. John Watson
as Russell Crowe in What if this actor played

Justin Hammer
as Malcolm McDowell in What if this actor played

Captain Ahab
as Ralph Fiennes in What if this actor played

Wonder Woman (Diana Prince)
as Sofia Boutella in What if this actor played