You don’t have to take the Pearl out, @crockett36 – I’m not saying your Axis opening is bad; I’m just saying it’s different from what I’m used to. As you suspect, the TUV for the Allies on the pair of attacks is negative, even including the DD in Hawaii that you can kill for free, but it’s not badly negative, and for some of the reasons @weddingsinger points out, I think losing all that material so early in the game tends to weaken Japan’s momentum enough that it’s worthwhile for the Allies to take the economic loss of 20 IPCs or so in TUV.
If you send the transport to take Wake, then I would not make the attacks – but that means you’re either sending only 1 transport to the Philippines (you could get diced and lose that battle) or you’re skipping the attack on Borneo (India gets rich), and either way, you don’t have a third transport in Indonesia to finish hoovering up the money islands, so that puts you down 9 IPCs on J2 and possibly also on J3.
Anyway, I think your overall plan of attack for the Axis is just fine. I wasn’t trying to criticize your decision, just pointing out what I saw as the pros and cons of a strategy that was different than what I’m used to. :)