Ruin Explorer
Legend
Well, they'll almost certainly release the new editions as PDFs also. Will that do?
For my group? Definitely not, truth be told. DIsorganised information spread through dozens of poorly-organised and utterly unreliably arranged PDFs? That's actually worse than books in many ways, because so few tablets and phones handle PDFs with true grace (to be fair, even on computers they aren't wonderful).
No character generator/record would be particularly insane, given how simple they are and how long they've been around.
If WotC doesn't do it, someone else will, and then either WotC will have to engage in a legal battle to make their own overall product utility worse (lowering people's opinion of them and the value of their game), or will have to let someone else make any money of it and dictate it's pace of development and so on.
On a serious note: how many people do you think are out there who:
1) Are not currently DDI subscribers AND
2) Would subscribe to a 5e DDI?
Because that's the number that needs to be high enough to justify the investment in developing new 5e tools. And I just can't see it myself.
I don't think they really need new tools, but at a minimum they need to make a copy of the tools and put the 5E info into them. That said, developing new tools, including apps, would be a tiny investment for the potential reward - we're talking hundreds of thousands in exchange for potentially millions and millions. Everyone at my gaming table(s) has a smartphone or tablet, most of them use it for some kind of in-game function, and tons of them use shoddy 3rd-party apps that an proper developer could out-do easily.
Also your 1) isn't quite right, because no 5E DM/player is going to *keep* paying for the DDI unless it contains 5E info.
I would also suggest that if they really to make $$$, it easy - develop proprietary apps which access the DDI information, and which work really well in a simple and fast way. That is a deeply non-challenging proposition, from a programming perspective. It is low-hanging fruit.
(Okay, technically there's also the number of people who are current DDI subscribers and who would definitely cancel unless 5e tools were added. But if they're still subscribing now when the only thing in DDI is the 4e tools, it's hard to imagine they'd cancel en masse without dedicated 5e support. I might, of course, be wrong.)
I know you're wrong on this issue, because I'm one of the people who will cancel if they don't support 5E with the DDI, but I want to play 5E. There is no reason I would keep paying for the 4E service if I stopped playing 4E. Indeed, if I stopped playing 4E, and 5E wasn't supported by something along the lines of the DDI (not just shoddy PDFs - and there is really no other kind of PDF associated with RPGs in my experience), then I'd probably go play another game entirely.
Honestly, I will be quite surprised if any setting other than Forgotten Realms gets in-print support from WotC for 5e. It's just about possible that they might license out a few other settings, but I suspect the bulk of the rest (and any new settings) will be presented in DDI... assuming they do indeed resume the eMags.
I think there's a real market for collector's edition-type setting boxes with fancy maps, colourful books and so on, and one that is largely untapped, but that is, I will admit, my opinion, and not any kind of demonstrated fact. So I think supporting only the FR in print might be a tad silly, in the long run.