Get a dola here.
Example I just went through. See if I'm missing something here that you want to accomplish or that is wrong. This looks right to me:
Middle Reliever Colin Davis is on the Active Roster with a ML contract. He is also out of options. I want to demote him to AAA. I recognize that he will be mandated to stay on the 40 Man and keep his contract in order to play there.
The scenario as I played it out:
Drag and Drop right to AAA -> Message: Out of Options, Must Clear Waivers
Right-Click -> Place on Waivers
Right-Click -> Place on DFA (He's going somewhere, right?)
-----at this point he is NOT on the 40-Man and on both transaction lists.
3 Days Later he clears waivers without being claimed.
DFA Screen -> Demote to AAA -> Message: Must be on 40-Man (Right)
Drag and Drop him to 40-Man
Right-Click -> Demote to AAA
He is now on the AAA roster, has his ML contract, and is on the 40-Man.
He still shows on the Waiver Screen as Cleared Waivers (I leave him there in case I decide to make any other moves as his Clear status will be in effect. - Note: 6.5 used to do this all the time with its players, i.e. leave them Clear for their future moves)