Vanilla WoW- Molten Core through Naxx (about halfway through before raiding stopped with the 2.0 patch release)
TBC-I cleared all the way through BT/MH about 3 months before the SWP patch. I stopped raiding for about a 6mo+ period because I was tired of 25man raiding politics and drama. Also because I'd completed my goal of "winning the game" by completing all current raid content at the time. Odd how ephemeral that "win" is. :-P I raided for a brief time before the 3.0 patch went live and killed the first boss in SWP.
WotLK-I've done most of 25 and 10 man Naxx and Sarth with no drakes. I stopped raiding in December '08 and switched to the Horde side at that time.

This will be a long response, so I apologize in advance.

I'm applying to Old Timers not necessarily to raid but rather because the name of your guild makes me smile. It is corny, I know—and a relatively crap reason to want to join a guild—but I've been playing WoW for a little over 4 years now and I am an older player. <Old Timers> describes me pretty well. :-P

I am also applying because I want to be a part of a small friendly guild that raids on a 10 man level. Even though none of my Horde toons have reached the level cap yet...

Let me explain that.

I raided on the Alliance side for over 3.5 years but after I got my Pally to 80 and the LK raiding season started I got both bored and burned out. The last guild I've raided with was full of great people but in the 3-4 months that I'd been a member, the guild had gone through periods of poor attendance, making progression impossible, then a large split the month before the 3.0 patch went live and then another split the month after LK went live. Honors Wrath was once the top Alliance guild on Velen but after the first split, the people who were left had a hard time getting back in the groove. Most of us wanted to take raiding slowly in LK and not stress about being first or second or whatever. We recruited to fill empty slots only to end up with a group of people who joined because of the guild's old #1 status and who didn't understand the leadership's change of focus—even after it had been explained over and over again. All of the drama eventually just became too much for me.

I'd stopped raiding before in January 08 because of the amount of drama and burgeoning corruption I'd experienced in my previous raiding guild. It all hit a point where I was forced to recognize that raiding 25-man brought out the worst in both me and the people I knew in game. I left both that guild and the server it was on because I was tired of people paying lip service to the idea of friendship when the bottom line was that all they cared about was the "raid slot" and the epics that went with it. (I include myself in that "they" too.)

I was also tired of being held hostage by the 5-7 uncommitted players who are always a part of a 25 man raid force and upon whom the fate of the raid rests on a daily basis because the officers are scared to recruit over or around them lest they end up having to deal with whining wait listers. (The fact that I raided as a Shadow Priest in BC didn't help the situation. As much as I love being wanted and desired, sometimes you just want a night off every once and a while! :-P) When I saw many of the same things happening over and over again in Honors Wrath, it just shook my belief in the game—something which the changes to raiding in LK had already done.

I took a month or so off from WoW and when I came back I decided that I needed a change and a new challenge. I'd leveled Kharybeth to 62 on a PvP server during my first raiding break and I thought that it might be fun to start playing her again. I also thought it would be interesting to see if I could actually start the game over again on the Horde side. I wanted to take the whole process slow and see what it was like to play casually for once. To play on my own schedule and do whatever I wanted without anyone depending on me or on my progress. I also had some other objectives: I wanted to play on an EST server for a change and I wanted to try leveling a couple of toons at once instead of deciding on a single toon as a main.

After some research, I decided to give Bloodhoof a try. I rolled a DK (Wrenne) here, figuring that if push came to shove, I could use her specifically to mine for gold. Then I transferred KB over (because I hate PvP servers) and Maledicta, the warlock who was my very first L40 toon and who'd been lying fallow for almost 4 years. And the experiment began.

I have really enjoyed my time on Bloodhoof so far. I've discovered that it is possible to build a tiny fortune without having a couple of level capped toons with which to run dailies. I've enjoyed having the freedom to spend a full day just fishing or leveling professions or mining thorium or even questing. And I am loving alternating levels between my rogue and DK and seeing how different classes handle the same quests. I don't even get angry any more when Blizzard announces the latest round of changes/nerfs to WoW. :-P I actually can't wait for the changes to mounts in 3.2 so that I can A) buy my rogue and DK their full mount array (normal, epic and cold weather flying skills + mount) at a slight discount and B) so that I can finish up my lock's last three levels in Outland in style on the back of a normal flying mount. I am interested to see how the changes in mount availability will impact leveling speed. To the point that I am thinking of leveling a druid.

However, as much as I am enjoying the process of leveling and just playing, I am finding that I miss the social interaction that a guild brings to the game. I found out about Old Timers by chance. A few months ago, one of your members, the Orc Hunter Tazlima, helped my Warlock complete a quest and she was really nice and it made me miss the comradeship that you get in a guild. I quizzed her about Old Timers when I worked up the courage to pst her again a few weeks later and what she told me piqued my interest in the guild even more. I went to the website and liked what I read. However, at that time you were only accepting applications for healers and I learned from your forums that you all are pretty serious when it comes to keeping the guild small. So I bookmarked the site and thought I would check back every once and a while to see if you were accepting applicants in general.

I am applying now because I fear that if I wait until I get one of my Horde toons to 80, I might miss this opportunity. So I am taking a chance to see if you all are interested in adopting a true Old Timer, even though none of my toons are currently in shape to raid and even if I might not want to raid when I am. Because I want the opportunity to see if our goals are a good match. Right now I want to continue enjoying the leveling process and then to explore the different opportunities available at Level 80. That might include raiding but my fun is not predicated on it like it was in BC. However, much of my future fun is predicated on being able to meet new people and share the WoW experience. And for some reason, I keep coming back to Old Timers as being a part of it.