I have the 10.5 (512GB) without ASK and 1st gen 12.9 (128GB) with ASK. The 10.5 replaced my 9.7 Pro and I passed the 9.7 Pro to my husband. I'd like to upgrade the 12.9 as well, but have held off since I think that I might feel guilty if I upgraded both devices at once, even though I can afford it. So my current plan is to keep this combination for now and to upgrade the 12.9 to gen 3 when that comes out. I would love to upgrade the 12.9 to have 512GB and use it as my main computer (for personal use, I use a work provided PC for programming work), but I'm starting the switch now anyway with the combination that I have already anyway. If I can wait on the 12.9 upgrade, then it will make the 12.9 gen 3 even more appealing. I must say that I am struggling with the wait, but I feel like I should wait. Yes, I am still trying to convince myself to not upgrade the 12.9.