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Loooooooong version:
Man I've been through hell and back - both in game and out of game. Notwithstanding what I've been through in real life, in game, my "leadership story" is kind of like this:
Guild #1: Luminous Invictus
I was in a guild, back when Guild Wars had just started. The leader disappeared, and some of the guys decided to start a guild. I happened upon a superior absorption rune and used the proceeds to buy the guild, cape, and hall for everyone. It was a rough start, but we kept on, and grew pretty nicely. We eventually started PvPing, and I refused to run boon prot, but we were still cool.
My experience here led me to write this, which was supposed to be a compendium of everything I learned from [Li].
Eventually, I got a job in real life, that my then girlfriend's mom graciously helped me out with, and decided to give up the leader spot. After that, the officers started treating me like garbage, and the guild just felt cold and distant. My "girl" at the time also bought GW, and we decided to form:
Guild #2: The Flower Cult
Things were tough. It was like I couldn't get the guild entirely off the ground, so to speak. My then-"girlfriend's" mom also got her a job where she got me one, and we worked together. I had to go overseas and do something regrettable, (and yes, I really had to go do it), and my then-"girl" decided to invite a mutual coworker to our guild. They boned.

Anyway, I went to a mall after I got fired from my job. I went there, actually, to try to solve the girlfriend problem and the job problem in one swoop - and I got hired at Victoria's Secret

Guild #3: The Toad!
This is my current guild. I won't indulge hubris and claim any unreasonable accolades, but these guys and ladies are really awesome. I'm having an incredible time with everyone.
I've used the lessons I learned in my previous guilds to make an amazing guild in the present.
Furthermore, given the lessons I learned in [Li] and [tFC], I dodged several proverbial bullets in real life. I used those lessons and the confidence from them to start a cute little business that paid off my car and my debts, and I'll be finishing off my Accounting degree, sponsored again by the business, preceded by lessons learned from these guilds. And if you're curious, I'm in an amazing relationship. Thanks for wondering

Of course, the guilds aren't ALL of my education, but they certainly played a significant part. I wonder, if I learned all of this, what have all of you learned in leading your guilds? Or if you don't lead, what have you learned from being an officer or even a member?
Here are a few cute little tidbits that summarize a few key things I've learned, and please chime in if you disagree:
- People want 3 basic things in a guild:
1) Immediate expectations: Anything from doing SCs, GvGs, or something, to just hanging out and messing around. People want a guild to have a specific purpose.
2) Friendship: All the acronyms read in recruiting spam may entice a few people to join a guild, but it won't be enough to keep them. People need to make friends with other like minded individuals, and they expect that from a guild, or they leave.
3) Unique signature: Everyone wants their guild to stand out from all of the other ones. "Our SC guild has the best time for clearing North Kryta Province, muthaphukaz!" It doesn't matter what, but people crave that claim to belonging to an organization unlike any other. The more compelling the unique claim, the stronger that bond.
- It takes at least 3 people to start a guild. 1 to specifically recruit people, 1 to make sure that everyone feels welcomed, connected, and introduced, and 1 to create the system and framework within which everyone else will create their own roles and participate
- Some people aren't really leaders, they're just L O U D
- People will only push you as far as you let them. (yeah, I learned it more in a guild than I did in real life...thankfully! hahaha)
- If you care about your members, they return the favor. Treat them like names on a roster or stepping stones to a larger ego, and you can forget about ever having a decent guild in the first place.
- Life is too short to have guild requirements.
What about you guys? Share some of your experience!