One rule to remember is that people seldom complain about what is
really is the problem in their lives.

Your resident "complainer" may not have figured out life yet. The fact
that he has all the processions you mention tells me he may be a person
who is trying to fill a void in his life with "stuff" and is still
finding that void unfilled. (There is a good chance that stuff is not
paid for yet either.)

There is also a very good chance that the home life is not going well
either. I know of several neighbors that fit that description....have
everything and more money than they could burn and they still
bitch..bitch...bitch. The thing is that I know who they are married to
and what that person is like. Knowing the rest of the story allows me
to understand why they are so unhappy...I would be too.

Also before I would label this guy a chronic "complainer", take a look
in the mirror. I have found that some people are intolerant of anyone
who has a different opinion than theirs. A lone Democrat/Republican in
a room of Republicans/Democrats would be labeled as a complainer when
the real situation is that they are working a tough audience.

If you know him well, you can take him aside and let him know of the
image he protrays to the others. If not, then voting with your feet is
the best thing to do.

TMT