I don't really have an issue with this. Seems like they should take care of their retired COs/DOs and long term Bethelites. I'm actually surprised they appointed him as a special pioneer and are giving him this "pension". Of course, as soon as he doesn't make his hours, BOOM. Hopefully for him he'll be smart enough to do what many JWs do and fudge his numbers!
I remember my Dad telling me when I was young to live like the system would end tomorrow (ie put the WT first), but plan like it won't happen in my lifetime. That's why I started saving in a retirement plan as soon as I got a full-time job and ended up getting a college degree while serving as an elder (at least I started it while an elder). I always justified it as I was living more simply by diverting a portion of my income to a retirement fund and that I wouldn't be upset if the world ended and I lost it, but I would be a burden if I had nothing and the system was still around.
I know many JWs with the same mindset. Of course, I also know a ton of crazies that spend every cent they have and don't care about saving. But, I also know non-JWs like that so I'm not sure if its a JW thing or not.