It's always the same. It comes down to education. Not book smarts, college, or a doctorate. Education about what matters in life, what is important, what isn't, how to interact with people, how to humble and be humbled.
Tiger Woods would kick my ass up and down a golf course with a set of clubs from Wal-Mart, even if I had the best clubs in the world.
I can (and have) outshot plenty of guys in clay birds with a pump while they used over/unders. But if I were to get serious about it, I would have an over/under myself. Especially when shooting true pairs. There are just some stations that demand quick second shots, and fast as I am, I am just not that fast. But we all go casual, and shoot on report. The best part is, we all have a good time.
But as it stands, when I do get an O/U, I want a nice one and $1000 for a shotgun isn't high on my list right now when I think of the other things I could get instead. A Kimber 1911 comes to mind. Or a nice Remington 700. For now, what I have will suffice, until I get a few other delights that will ease my hunger.
Buy what you want, and don't tell another man how to spend his money. He worked hard for it (presumably) just as you did (presumably).
The gun does not make the man. It can greatly help. But it isn't everything.
Don't ever think someone is below you because of their choice in firearm. The world isn't beating down your door to get the best opinion on the subject.
By the same token, don't think running out and buying all the best stuff will make you good. You will have a good advantage, but money doesn't buy skill. (That works both ways)