Hard To Move, Hero?: Opposing characters within 4 squares modify their attack and damage -2 if they have moved this turn. // Opposing characters can't be placed (from elsewhere on the map) within 4 squares of Harry Leland.

Assume an opposing character within 4 squares of Harry Leland wishes to start Hypersonic Speed, declares a movement of 0 squares (successfully breaking away if needed), and then goes into attacking.

1: Is that character penalized -2 attack and damage by Leland this turn?

2: Does this penalty trigger both times someone with Hypersonic Speed moves within a single action? I'm assuming not, as this is worded "if they have moved" and not "when they move this turn." To me, this reads like a simple binary, yes/no check.

1. Yes, moving 0 squares is still moving.
2. Correct, just yes/no, not stacking.

That effect is a passive aura, not a trigger, so it's not possible for it to apply multiple times.

Along these lines, if someone just stands there and makes an attack, are they considered to have moved 0 and take the penalty, or since they didn’t try to move they don’t get the penalty?

If the power they are using says to move and then attack, yes. If there is no move portion of the action, then no.

HSS says...
"Move, then make an attack..."

If you activated HSS, you can not attack without moving, even if that "move" was 0.

That is very different from someone just standing where they were and making an attack.

Yeah, but him & Regenisis Magneto totally stack