That is an extraordinary feat of sustained copywriting (and website coding, I'm sure). I traced it as far as the book on Amazon. It's really well done, frankly. I hope this malarkey makes Captain Drew rich!
To that end, I see the Captain's all set up for
a generous millionaire (old site). But is Jennifer Aniston his best bet as the barter option? Is there no-one of slightly lower celebrity who might more realistically catch word of her mention there, and take him up on his offer for her own publicity/a laugh/some kind of charity initiative? The resulting publicity might work well for the Captain and such a celebrity alike, perhaps; and if said minor celebrity had 10,000 followers on Twitter, you just never know what might happen.