In the interest of full disclosure, I voted yes, I would pay if things were worth it. I'm also over 30 years old nowadays.
I'd hazard a guess that most of the readers of this website (and most of those who voted "No, I won't pay") don't have jobs of their own, and have someone else providing for them. A random sample of users of TDC would indicate that there's quite a young age bracket active here. It's unrealistic to think you could convince someone who doesn't receive a steady paycheck (and that because they're either too young to work or already have a provider/legal guardian to buy them everything) understand the necessity of memberships, maintaining members, funding to pay for server fees, the costs of advertising, etc.
If you're running the website, it's ultimately your decision as to what you do with it. Those who really care about the website and/or understand the value of the paid incentives and what's done here will stick around, regardless. I'd say the benefits of paid memberships (some of which already mentioned are superb, by the way) would be worth a reasonable cost per year, and aren't unrealistic.
If you read the previous posts you would have picked up that additional content could be provided by extras in non-TDC admin games (I'd be willing to offer stuff, admins), early demos from paid members. From the admin side all they need to do is create a new board, increase avatar sizes for paid members, add a little trophy or something. It's hardly overhauling the whole site and there would be work incentive since they will be paid for it.
So we're paying for more user-content that will quickly die once we've lost interest, and then we're just paying to come to a minimum effort site again. This isn't Gamespot, we don't have anything to offer. The idea sounds good when you consider it at first, but most do.
So then they're just donating. Rather then having a donate button though, you have a monthly system automatically drain out money for donations, straight from their account because they mindlessly agreed to it.
Sorry, as much as I may like and have been with TDC community. No.
I don't know how the admins here want to run it but where I got it costs £10 ($20) for a years membership. No monthly options, in the end it's just a glorified donation system with benefits that works.
Yeh I don't know were you got the automatic monthly billing idea from Brandon, but I'm quite sure it would not work like that.
It would either be a years payment for 1 year of membership, or a payment for permanent membership (depending on how we decide to do pricing .etc).