Trying to make a sh**y 80’s house less sh**y

Basically just looking for a proof of concept here if anyone has the time for a fun bit of comedy.
So my partner bought himself an 80’s spec home up in northeastern BC where quality control and building code basically didn’t exist back then LOL. We have slowly been editing the most egregious errors to have a house that won’t continue falling apart and kind of looks nice at the same time.
Today’s mission: Leaky and out of proportion front door
Protagonists: new head flashing with drip caps and a nice architrave trim
Antagonist: Vinyl siding and generic cheap house syndrome
The question is: So the door has been leaking because the roof is 8 feet above the top of the door and there is a tiny little flashing with no end dams and a ton of wind so we have had water ingress down the sides of the door. It also looks very funny from the curb appeal perspective because the built-in brick mould on the door is much narrower at the top than it is at the sides and partially obscured by the ‘flashing’ present.
My plan is to put in a new head flashing directly over the door with proper end dams under the paper and then a nice piece of PVC architrave over the flashing and then *shudder* tie the vinyl in with j-trim around the top of the architrave and down the sides of the door as you would. The house doesn’t have rain screen, we don’t get much precipitation at all but we get a lot of wind. Do I put my flashing directly over the door, over the trim or both? When I was building down on the coast flashing over both the door and drip edge over the trim was what our *über* architect had detailed to ensure that the buildings were impenetrable but, there is a massive difference in precipitation down there vs up here….
I KNOW I could have gone with that Azek trim with the built in j channel but we are limited for options up here our building center only has the basics and also this is a self-admitted ‘bandaid but prettier and better than current’ solution. Thoughts???
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