Well, although I am not Tim I do have answers for you.
Yes, the Wildman Club is an annual membership.
You can review your order history on your "My Account" page.
As to a renewal date, none is specifically listed on your account page. The way I got around that was to buy the club membership ($30 + Tax) as a single item purchase. So if I need to know when to renew I can just log into my account and look my order history for the most recent $30 purchase and review the order date. Note that it would be simpler just to add a reminder to your cell phone's Google Calendar (Or iPhone equivalent).