It's always kind of silly doing these types of comparisons.
Do you want a fast pro game with easier to understand rulesets, refined action, and a theme that is more likely to resonate with you? Go for a Stern.
You want a large, heavy, complicated, deep, toy and-gimmick-laden experience that might wow somebody who hasn't played a pinball machine in 20 years or ever? Right this way, I've got a pirates for you.
I think a lot of home game room folks - especially those who are maybe looking to impress/capture friends/family/kids (ie: people who don't really like pinball) will gravitate towards something like Pirates. If you value gameplay and tournament-style rules and goals, you are probably better off with a Stern.
More of a middle ground are JJP games like Wonka and Dialed In.
From the OP's opener and following posts, seems like Pirates is the only answer. He doesn't sound like the type who will be impressed by a deadpool on a spring, but a huge LCD, rocking boat, and a button you pound 900 times a game might be just what the Dr. ordered. WHenever someone starts out by noting the "low quality" of Sterns you know they want to spend more money and get more "stuff" with a JJP.