The problem with doing it over Ajax chat is that I'm pretty sure it doesn't have file-sending capabilities. All I've done for the grid, for now, is just literally drawn a large grid of squares (I think it's something like 15x15 squares or thereabouts), and done numbers and letters along the edges - Letters along the top, numbers down the left side. I've also done a few little "monster tokens" which are basically just squares a bit smaller than the grid squares and with faces on - a goblin, a skeleton, etc, and each with four little icons along the bottom which I would highlight in a different colour depending on the monster's attack type - there's a sword (melée), a bow (ranged), a spear (reach), and a Ra-type explosion symbol (spellcaster), for ease of reference in a combat with multiple different types of monster of the same species, seeing as they all have the same species icon - for example I only have one "Goblin-face" tile, but in a combat with multiple different types of goblin (ones with swords, spears, a shaman casting spells, etc), I could colour their "attack type" square in something noticeable so everyone knows what's what. though if their attack type wasn't obvious at first (for example, a spellcasting shaman-type creature having no apparent weapons and then suddnely lobbing a fireball at someone), I wouldn't change the colour of the attack-type icon till they'd actually used some form of attack. Um. That probably sounds really complicated, but I know what I mean, lol.
Anyway, that plain blank grid with the few monster tiles I've done off to one side of it is saved as a file and will be kept as tha "base file" for any combat grids - as soon as combat comes along in-game, I'd save a new version of it with a different title (thus keeping the base version for future combats) and then edit that one, drawing on furniture and stuff (nothing fancy, probably just coloured boxes and stuff - it doesn't need to be all stylish and stuff after all, just to show people what's what and imagination can do the rest

), and adding in the monster tiles. I'd also do player tiles too, for the player characters, which I'd probably just create before the game started (I like to get some character info from people before I start a game so I can set it up around them - it's no good having a "save the villagers from the bandits" scenario, for example, if the players would rather ignore the village and go explore the nearby forest instead because killing random wildlife is much more fun than saving a bunch of whiny peasants

).
Anyway, yeah...if you do happen to have (or want to get) Skype, Wuffy, we can try something at some point if you want - I'm not sure how often we're both online at the same time or for how long, but if I'm on then I show as online in Skype (shoudl you get it and want to add me, you can search by e-mail address, which you know, or username, guess what that is

) - it auto-logs me in when I wake up my comp and I do have myself showing as online (unlike Messenger where I'm hidden). If you were the only player (and like I mentioned, I'm not sure if it'd be possible to do it with more than one over Skype even if we found someone who was online at the same time and up for it), I wouldn't mind if you wanted to play more than one character if you wanted to - I played a tabletop with my dad as GM and played a full party of four characters which was quite fun, lol

. But I have (or could make) characters I could use as NPCs if necessary/if I felt like it

. Though as I've not had much chance to really try DMing (two sessions of a game, several weeks apart, some time back in about October/November last year), I'm not sure how the game would go, lol. I find it easier to think of stuff when I'm not face-to-face with the person I'm talking to and having to communicate out loud, though, which is why I think I might find it easier over some kind of chat thingy. I just want to
try it, really, and then if it turns out well, so much the better and maybe I can do it for longer over a campaign or whatever

.
And yes, it would be 4th edition

.