What's the drama with the vias?
Are you doing single side boards yourself and soldering 0.5-0.3mm pitch components?
Without solder mask it's impossible. It will cause shorts everywhere.
The pair requires length matching if there's a considerable track length in the board.
Otherwise, mounting it as close as possible to the interface, for 20... 50mm... will work well.
I know it will break some ethics, buts that's true

I used a vertical, 90° angle, tru-hole connector in a personal project 2 years ago. Not a big deal, but 0.3mm vías and 6mil traces were needed.
The space was a problem, that connector solved it very nicely.
