These Woffboot Chronicle guys seem to do a lot of their gaming over Skype. I'm game for giving it a try but after the holidays would be best.
http://woffboot.blogspot.com/
http://woffboot.blogspot.com/2015/07/battle-report-age-of-aosboot.html
I like the shared batreps, too. Blogger works well for that, since you can have multiple contributors. One person can type up their portion, then the next player can add their commentary, all before publishing it to the public.
I don't quite have a good grasp yet of being able to envision it, yet that's probably because I'm a bit behind the times technologically. I just haven't kept up, and think its because it has seemed simpler and not necessary, yet that doesn't mean there isn't interest, and curiosity. Also, I wonder how such a thing could work for a campaign type experience, and I don't mean the stuff we've seen on the internet called an on-line campaign, I mean actual campaigns, like Padre has run, and off line.
Remote GamingThis is new ground to me too*, but I think it can be done a number of ways.
One is just to use specially designed software/web site. I believe there is one tailored to WFB. There is/was a pretty successful adaptation of DBA online as well. GW has liscensed a version of Bloodbowl that, as I understand it, plays just like the face to face version. These all replace the physical gaming table, miniatures, etc. with digital replacements. Although I may be interested in this to some extent, I consider it as a completely different animal than what I am currently considering. I enjoy the modeling & theatrics as much as the game play.
Another is to use any combination of email, chat, video chat/conferencing, forum, etc. combined with an actual table, miniatures, etc. at one location. This takes a bit more of a loose style of play, as it doesn't accommodate micro-measurements and geometric gimmicks very well. Players also have to be comfortable enough in assuming that the host isn't cheating.
(In my mind, that sort of defeats the point of gaming like this anyway.)
So one person has the table set up and the armies, and they somehow publish a photo or video of the table. Opposing players then give their instructions (via email, chat, Skype, etc.) for movement, shooting, etc. to the host player, who does all of the moving of figures. Dice rolling could be handled a number of ways. If it's live (video) the host player could to it all on camera, or each player could do their own if it's visible on cam. I understand there are also online dice-rollers that a lot of online RPG gamers** use. If it's done by email, on a forum, etc. then all of the details (rolls, combat results, etc.) could be handled by the host. This would be a more narrative style game & campaign, in which the other player(s) provide the decision making but aren't necessarily involved in the mechanics at all. You could still have the other player(s) manage the individual decisions, rolls, etc. but this would produce a slower moving game.
In any of these cases, expanding this into a campaign would work similarly, just "zooming out" to a larger scale for the overall army movements, larger narrative, etc.
Previous CampaignsI've managed various aspects of a few campaigns online before. These were all for map based, non-narrative campaigns with individual games played face-to-face. I think they were all based on some form or mutation of the oldschool GW Mighty Empire board game. The simplest involved nothing more than me creating & editing the map online, so everyone had equal access to it anytime they wanted.
In one campaign, I also collected the other players turn orders after I had already written mine down (I was also a player) so that everything was simultaneous. It went like this: I wrote my orders down and secretly moved my armies on the offline/draft copy of the map. Then everyone would send their troop movements in and I would move all of them on the map. Based on where everyone had moved, this would generate conflicts. Players had the option to retreat or contest the map area with a tabletop battle. This was all handled online, so only the battles had to be in person.
(I ran a little commentary on the last one I was involved with, here:
http://www.zerotwentythree.com/search/label/Mighty%20Empires Unfortunately 8th edition came out and no one really wanted to continue playing the campaign in 7th, but converting everything to 8th seemed like too much trouble.)
* I've got a small amount of experience with the campaigns mentioned above, for example. As far as full-digital stuff, I'm old enough to remember playing games on pre-internet dial-up BBSs, where one player would log in and play their turn, then wait until the other player(s) had a chance to log in and play their turn. Most of these were pretty primitive adaptations of tabletop style games, such as simple gladiator type games, space combat played out on a 2d grid, etc. Wow -- how far things have come since then...
** I understand that remote RPG gaming has a significant following. A quick search pulled up a few really nice looking tools/sites. I'm also seeing the term "virtual tabletop" being used. I know there is at least one system like this for WFB, as I said (and it takes the physical tabletop out of the equation.)
https://roll20.net/http://www.battlegroundsgames.com/http://www.fantasygrounds.com/