Yep at 300$ nowadays, he is gonna be rather restricted in guns, even used. A few years ago he could have picked up a decent revolver with extra money to buy lots of ammo for that, but now is not a great bargain hunters paradise. They exist, but I have not been seeing them around here. Old is not bad. The used gun does not have to be a year old to be good, it is total round count thru it and condition that counts, unless you are really talking some antique. Besides, if you want a prelock Smith, that is more than a year old! 20-30-+ old is fine if it was well taken care of. You might just barely squeeze one of the poly frame Smith autos into that budget. Check out which models are the duds and which are good, though. A Ruger or even a Taurus auto would work out in that budget maybe. Just beware buying used. If you can get used from a gun shop that will stand behind the purchase, so much the better. Buy at the gunshow, you may get a peach or a piece of pooh with hidden flaws. But alot of people enjoy taking the small risk if they think it is a bargain. Heck there are people who are even very happy with Taurus or Rossi revolvers, if they get a good functioning one, they will keep working despite the bad words of their critics.