Any choice is a bit of a gamble. I’d keep the 530W and move the transponder in your second image down a bit enough to clear a 750 (hopefully) a few years down the road when the GNS dies. In the meantime having a second GPS in the panel that you’ve already paid for is better than shelling out a...
Which is why I emphasized the word might. Cirrus is doing quite well for themselves and my money is on an improved jet in a few years, and marketing their trainer plane. Get them at both ends.
The Lynx 9000 also has a diversity option, though it's a software unlock on the box itself. Add the wiring and antenna on top and you're good for international flights.
Thinking on why your dealer is reluctant for the second option, I’d be reluctant too to go with King anything.
I am guessing you have a Cessna with a 200A?
Those engine nacelles are also a great snow and ice collection point. Plus with solid ice you don't need as thick a layer to get the same weight, and Portland does get some pretty serious ice storms sometimes.
https://www.controller.com/listings/aircraft/for-sale/152379857/1989-beechcraft-f33a-bonanza
I have to wonder just what too much time is for a piston plane. Especially one used as a trainer.
Quite a nice upgrade setup. Though why not go with the 345 instead of the 335? Traffic and weather can then be displayed on the 430W and onboard iPads.
An article that summarizes a scientific study. My own observations indicate that young people are just as hard working as their parents and grandparents, and that most boomers are just as good as anyone else, but there are definitely boomers who are entitled jerks.
I've had an iPad with cellular for a few years now and never actually had cellular service for it. Will second Avare though, it's on my phone as a backup.