Any chance your boss knows it's fake, just thought it was funny, and gave him the job on the strength of his interview?

Sorry if I am wrong, but... your question seems fake. It's hard to believe this happened, at least in a serious scenario.

"Should I go back to trying to convince my boss that this resume is fake?" - don't bother. Is your boss stupid?

@musefan, I change some of the information because if I used verbatim what he said, I would be outed pretty quickly.

@Heffer: If you are going to change the examples then it is pointless to include them in your question. They are not real, therefore they are not relevant

Who would you be outed by @Heffer, if you included the real details?

@musefan, If I didn't include them people wouldn't "quite" understand how ridiculous those parts are and would come to their own conclusions and give wildly different advice. I'd rather not rely on others imagination.

@mattfreake, well for starters, my boss, other colleagues, the person in question. I should be able to participate here without giving my real information.

What would be the credentials needed for a "chess tutor"?

It sounds like you are not a programmer (talking to buddy who is about details) - what kind of work is this guy supposed to be doing (besides being your new boss), and what kind of work do you do? Do you suspect the resume is fake, but a person will actually show up, or that it's all fake, and no-one will actually be starting soon?

@thursdaysgeek, yes I am not a programmer. I am marketing/sales. I am not entirely sure what he's exactly supposed to be doing, but I'd take a wild guess that it has to do with our internal tools.

I think this is a legit question - a non-programmer boss is impressed by what a non-programmer worker thinks is a wildly fake resume, and the non-programmer boss has now hired the person.

Are you sure your boss isn't screwing with you / messing with you? that sounds crazy.... I would raise it as a serious issue...

@sf02, I can't tell you what my boss is thinking or what was told to him. We're not very large (as you can see I do sales and marketing). Not going into too much detail, but he does have managerial experience.

@schizoid04 if my boss is messing with me, he definitely is doing a good job. I don't think he is messing with me.

@heffer I would expect "chess tutoring" and "person who worked for CIA managing sales and marketing guy" would be enough to give it away. The problem is so many of the details sound made up at the moment it's hard for people to know which aspects are true and they should concentrate on.

That's not the only argument I made and it made me frustrated enough to just get up unannounced and find people to talk to about this.

If that is his resume, I agree that it looks so strange and fake. However, you wrote that this new hire will be your direct manager. So, please be careful what you say to other people in your company because later on, that new hire might hear from other people about your view on his resume.

@Heffer Since your stated list of examples was not actually a list of examples and simply things that are similar to things he wrote, I changed your answer to say that (and changed your examples into a list of qualities, rather than concrete references, which are false as you stated). Please correct my edit if I've misstated anything. As-is, your question was difficult to answer because half of it was fake information.