

Mr Charles from Daredevil is Jason Macendale
Warning this is a bizzare crack theory, but I think its a super fun idea nonetheless. Yes Matthew Lillard could just be "Mr Charles" and nobody beyond that but it doesn't hurt to speculate. Also shout out to Jordan Lucas for his old similar theory that planted these seeds in my head, he claimed that Lillard was Osborn himself, bc of his ties to Val. But this version of this theory is completely orginal.
What we know about Lillards character in Daredevil
- Hes Cia
- He works with Val
- He sent characters like Bullseye and Luke Cage (and many others) on secret shady government missions
- Charles could be an alias (Fisk draws attention to the idea of Charles being a fake name)
What's intresting about this is that Val sent Yelena,Johh and Ava on many shady missions as well before they became the Thunderbolts/Avengerz. Charles and Val are both recruiting extraordinary people for extra governmental assignments. The Thunderbolts team in the movies does take some inspiration from the very similar "Dark Avengers" which might be leaned more into, in future projects(Note that Luke Cage was a member of the Thunderbolts in the comics and Bullseye was a founding member of the Dark Avengers). Norman Osborn is the leader and mastermind behind this team, but i dont think Mr Charles is a good fit for him. Lilliards performance would be great for the joker-like Green Goblin, but he doesn't capture the same cadence as the luthor-like Norman Osborn. But maybe Mr Charles is just someone who works under Norman.
In the comics there is a man named Jason Macendale. Hes a former cia agent who becomes the Hobgoblin. I think a CIA Hobgoblin, is the perfect blueprint to base your "Crazy CIA guy who works for Green Goblin" character off of. It just clicks.
But what does this all lead to? The foundation of Oscorps instead of Oscorp. Instead of the name meaning Osborn Corporation, it means Osborn Corps (like military corps). Norman Osborn (probably played by Colman Domingo) will replace SHEILD and control the Avengerz. Meaning Avengers tower is both Oscorp tower like many speculated AND Sentry tower.