AhrnCityPahnder
Yinz-o-riffic
To really get him a nice watch, a wedding gift from a father watch, it's simply going to cost more than your $500-1k range. To me, that's a Rolex, a Jaeger-LeCoultre, an Omega. You can get a decent watch in that $500-$1000 range. Most of my watches are in that range. But a Hamilton or Tissot or Seiko just isn't going to be special. I'm not sure if you're willing to go preowned, but you might be able to find a middle ground in a preowned Omega or Tudor in the $2-3k range. The watch I own that is my favorite is this Tudor Black Bay Red that goes for about $2,500 preowned. For a new watch that makes a statement under $2k, perhaps a Nomos Tangente. If you just want to get him a decent sporty watch that's as good a watch as you would get for nearer to $1k but at a great value, get him an Orient Mako USA II. I got mine in blue for $262.50 using the code wornandwound. It also comes in black and a pepsi blue-red mix.
He already said what his budget was for this. You telling him "nothing in this range is special" comes off pretty doooshie. If my father had bought me a Tag or a Hamilton (or even a fn Timex, if that was all he could reasonably afford) as a wedding gift for me, it would be special -- Because of the sentiment. The lack of a label that you like does not negate this.
I appreciate that you're trying to help him and that you've probably got better taste and nicer watches than I do. Honestly, no offense intended with this post.