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I’m not waiting for one, I bought the gen 2 12.9 when it came out and have been very happy with it. What would make me buy a new one?
1. OLED display. It really is gorgeous on the iPhone X
2. FaceID
3. Reduced but not eliminated bezels allowing for a slightly larger display. I’m good with the size. If I wanted a smaller one I’d get a 10.5.
4. Gesture workflow from iPhone X

In all honesty, an OLED display alone would get me to upgrade. The other features without that probably wouldn’t.

Yep, pretty much. Can't see me buying any ipad til OLED since I have the gen 2 one. With ipads it's all about the screen.
 
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Would like to see an iPad with a dedicated docking station that doubles as (low-end) Mac when docked. Though that‘ll probably take another 2-3 years ...
 
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