Mine won't arrive until June 9th even though I was on the site 5:00 AM PST. The user experience on Apple's site is NOT good. I would add the iPad Pro to my bag and then go to checkout only to see an error stating that something in my bag was removed. It took me more than 10 minutes to be able to order, going through the process about 8 times. I wasn't even sure why until I took out the pencil and magic keyboard and tried just the iPad Pro. It would have been a better experience to be told the ship date had slipped and offer my a new ship date without having to start all over again. To quote a YouTube host, "That's a Bad Apple!"
I'm glad I'm not the only one that had that issue. It was even worse on the educational store site. That one mostly wouldn't allow you to put it in the bag at all. At first I thought it was just a time synchronization issue but it persisted for about 5-10 minutes. Then the button to put it in the bag ceased to be greyed out and when you clicked on it, it acted like it did so. But when you went to your bag, nothing was there (or in my case, the pencil I also intended to order was in the bag, and eventually a keyboard I must have accidentally ordered, but never the iPad. I finally gave up on the edu site and went to the regular site. That seemed to have the same issues, but did allow the option to use the store app, which mostly worked, although it had the issue you mentioned (put it there and then said it disappeared. It took me about 20 minutes to finally get the order in; I was always planning on ordering the "loaded" model (I keep my hardware a long time; I am writing this on a quad G5 and my last iPad Pro is a 2017 model—wanted to upgrade last year but stuck it out when 5g wasn't available—mostly wanted that for futureproofing), and I got a 6/9–6/23 delivery date. Of course going this route I didn't get the edu discount (which was listed at $100; not much, but every little bit helps). I figured I'd call later and at least try to wangle a gift card out of the poor user experience; I am a higher ed prof so do qualify for the discount).
Good news is I first chatted and was told I'd have to call, but when I did call, I did get an even better discount; looks like the base price was $2200 vs $2399 MSRP or $2299 original edu price (all +$4 recycle fee + tax) so I'm happy. Wish I had gotten an earlier date, but it may be configuration dependent and I can't say that it was
just the delay that caused my date to slip. Although I'm sure it contributed, if every one was having the same issue, that probably kept us all somewhat competitive. Getting a deeper discount than I even expected certainly helps lessen the disappointment with the ship date. I had hoped to have it for a recording project, but, alas, that is due before it will ship unless that magically improves.
As to "do I really need it?" the answer is of course no one NEEDS it. We've done without before. But will it help? I think so. I use mine at the moment primarily for lecture presentations (electronic blackboard) and other teaching work (chemistry) and for reading music off of (community orchestr). I admit those do not sound like "powerhouse" things that, say the M1 is available for. But I've been around long enough to know computes are very short-lived in today's software development world where feature bloat combined with ease and speed of development have long come to rely on faster and faster processors because the software is not hand-crafted and optimized; it's mostly mass-produced by tools which are designed (whether or not you actually use them this way) to enable those with less expertise and time in the area of low-level optimization, to produce adequate code that mostly runs. We can have the philosophical debate about whether that's the optimal choice or not, but it is what software development is today (one reason I left S/W development to return to chemisry about 10 years ago). As far as other features, I sometimes need to speak with people outdoors in my professor role, so having a brighter screen is always helpful. Music is generally already shrunk down to even get to an 8.5"x11" page, so I really don't like to shrink down even more. More page turns are also an issue if you want to keep the display size the same, but use less material per page, so I would really only consider a 12.9" as the minimum size for this use (larger would be nice, but does begin to have portability compete). Again, having the latitude for extra brightness on a lit stage is nice. As I've gotten older, I just plain don't see as well (really since starting bifocals 20 years ago), so anything that might increase the optical clarity or contrast is of interest to me; reading music does not give time to stop and ponder what something says.
So those are not the typical "pro" reasons that Apple states. I agree they are pretty mundane, in fact. But I have thought long and hard about whether those are worth it. Certainly upgrading from a 2017 rather than a 2018+ makes the choice more palatable. I'm either going to have to replace the battery on the 2017, as it's life is about half of what I need rather than just barely/not quiite enough for what I need (at least in pre-pandemic times). I choose to update the tablet at this time as it does seem more significant an update from 2017. I agree that the choice would be harder for 2018–2020 models, bu that's why I toughed it out another year. And yes, I figure it's the time even with the M2 around the corner for the macbooks.