I know they offer a lot of PDF support and such and that's really cool but what Pathfinder really needs is an online character builder/adventure tools/virtual table like WotC offers. It would really help on prep time.
Yes... you require a subscription. (I canceled because for religions reasons I will not rent software.)Yah, Hero Lab is pretty much Pathfinder's Offical Character Creator (can't find sitation for this at this time).
Paizo did the right thing and stayed away from all the options you listed. It took 2 years to the CB and AT to be where they are at today and some say that you need a subscription to have access to it.
So to answer your direct question, hopefully never.
For the people recommending Hero Lab - how easy is adding custom content?
I haven't done it in a long time.Quick question: is it still possible to do the database extraction from WotC?
The WotC 4e Character Builder has a great user interface, and I find it a pleasure to use. While I really enjoy using Hero Lab for Pathfinder, the UI is definitely not as user friendly. I have experience watching my wife attempt to create characters with both.
Also, just because WotC struggled doesn't mean Paizo would. There were a lot of things that contributed to the problems Wizards had with D&DI.
I'm definitely not saying Paizo should devote the time and money into a bunch of online tools. I think there is something to be said about sticking to your companies core strengths, but objectively, despite all of the missteps and issues, Insider promises a lot for Wizards - consistent revenue, consistent branding, and a controlled experience. Those aren't all benefits for gamers, obviously, but really, their Character Builder is pretty sweet.