Getting a good deal and overpaying is a personality trait
One man can pay $50k for a vehicle and be happy with the price
Another man can get EXACTLY the same vehicle for $40k and think he overpaid
The man that paid $50k could never understand why the man that paid $40k would think he overpaid
And the man that paid $40k can never understand how the man that paid $50k doesn't think he got ripped off
It's just the way people are, their personal traits, not good or bad, just different view on life and "stuff"
I would be the man that paid the $50k

and I have friends that think I overpay for everything, lol, "I could have got that for you for $XXk, you really got ripped off"
I get where they are coming from, that's just the way they view things
I wanted something, accepted the price, bought it, and am happy I bought it
When they buy something, "Hey I got a good deal but probably should have got a few more dollars off", they are happy with their purchase, same as me
But I don't think they will ever understand my view, lol