Let me make a little plug for these:
299. “Guest Director” position for upcoming Racketboy podcast – you pick the topic, the interviewees, the music, etc. Your wish is our command.
300. The right to submit "10 Questions the Mods must Answer" for an upcoming Retrogaming with Racketboy roundtable.
Last year #299 went for $21 to jfe2, who requested that I interview both Keith Apicary and Nathan Barnatt. jfe2 picked the music, some of the questions, etc. It was one of the best shows of the last year, in my opinion

As for #300, this will require a lot of coordination - so make it worth the effort! The questions don't have to be about the site, games, or anything in particular. You can ask us something like "Can you please harmonize the melody from Doom on the 32X?" and we'd do our absolute best to oblige you.
One other plug, and that is for the Family Guy box sets (#225), which my brother donated. You are getting Seasons 1-7. The best I can figure by looking around on Amazon that should be at least worth $50. Considering he isn't even a member of the site, I think it was pretty cool for him to donate that set and many of the other DVDs in that section. I'd like him to know that the donation was worth it.