That really sucks. Sorry to hear that. I think with my CC I'm usually covered for about a year. So I usually go with them when it comes to filing a case rather than paypal. It usually gets settled quicker that way as well.the window has long passed. I'm not covered.
If he paid over a year ago then goods & services no longer works, 6 month expiration date with PayPal.
Even if your paypal window expired, if you used a CC through paypal, you can usually file a claim with your CC provider and get the money back. I've done that a few times. The most recent being earlier this year with a Toys Wonderland order. Too late for Paypal but was still covered by the CC I used through Paypal and was able to get my money back within 2 weeks after filing the claim.