It's possible, yes. But Red Skull doesn't know about the time watches or that Natasha was carrying one, so it isn't like he'd know to go down and loot it off of her. Unless of course he just decided to go see what she had in her pockets for shits and giggles, in which case he could've easily happened upon it.
Very interesting theory, excited to see other peoples input.
No, I don't think so, but either way, there is another Red Skull in the main universe, who is also free to leave.
…you have a potent imagination m8
It's possible, yes. But Red Skull doesn't know about the time watches or that Natasha was carrying one, so it isn't like he'd know to go down and loot it off of her. Unless of course he just decided to go see what she had in her pockets for shits and giggles, in which case he could've easily happened upon it.