Nah, it's just the broken randomizer...like all of watno's rolls in MK: I (i.e. how he always rolls 6 on 1d6).
I can see both sides of the argument, and am fine either way (as expressed before random is random) his chances of getting 8 on the second roll are no different then his chances of getting 8 on the first roll were.
Basically it's a question of what we're trying to achieve here. In face-to-face, players would be able to play strategic planning as soon as the intent to roll is announced (i.e. I could interrupt someone getting ready to throw a die). However, similarly someone could throw the die before I quite realized what was going on. Here, we don't quite have the same timing things going on, with people scattered about the globe. So, essentially we have to decide which of those scenarios we favor.
I think that I would be happy if it were up to the player rolling the die whether they call for strategic planning. It does give the cylons a chance to "forget" to wait for the card, but that can be reasonably viewed with suspicion, especially if it keeps happening. OTOH, someone can leave a CO with Tables to play SP at some point, and it should get played at that point regardless of whether the player waits for it (and regardless of result). Now, THAT could cause some issues (like if someone had CO'd a strategic plannning for any heavy raider attacks, and Apollo had missed within 2 the first time, then rolled again. Some rolls could end up being invalidated there.
We've not had the issue come up before, so we don't have precedent to maintain. I'm fine with whatever ruling...and if we're rerolling, I'm ## Passing on interrupts