Jackson is a smart guy.
And the RG3 trade makes a ton of sense if you think you can rehab the guy. 2 blue chip QBs, you own the 2nd pick, your team needs a ton of players.
The Browns can turn the RG3 signing into a haul of picks because everyone assumed one of the two were headed to Cleveland. It also hurts the Titans leverage as well if you want to trade up to 1st since you could now still trade up and get one of them. This is of course assuming this line of thinking and the Browns dont want to draft a QB, they still might take either.