It's very likely the next gen of iPad Pro's will be announced next month (if the historical pattern follows). I have a 2018 12.9" iPad Pro which I'm super happy with. I'm having trouble imagining what could be included in this year's refresh that could cause me to upgrade. It's likely the new cameras on the iPhone 11 Pro's will be also in the new iPads which is not compelling at all for my use case. I don't take pictures/videos with my iPad really. Faster processor is likely as well, but considering I don't have performance issues on my 2018 model, that's not super compelling. What else could there be?