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If you don't have any crucial 32-bit apps left (you can check under Info - Apps), updating would be recommended.
 
I was keeping my iPad Pro 10.5 on iOS10 because it allowed me to run older apps like Peggle. The problem was some apps like Netflix and Prime would hiccup and stutter so I did upgrade to 13.6
It's a smoother experience overall and is one of those rare times I am happy with the change in iOS.
 
I have an iPhone 7 Plus, 256GB Model.
I also have an ipad pro 10.5 2017 running 10.3.3

Since I got second screen replacement at August 2017, I never upgraded my iOS since.

Not only I'm used to older iOS formats, but I love the circle shaped antenna signals, and bottom dock app's name appearing.

1. If you guys were me, would you upgrade to iOS latest version?
2. which benefits can I get from both iphone and ipad with ios12 on it?

Running updates keeps your device current. Especially when it comes to security. Hell I have mobile protection with VPN
 
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