The space, between the tab and the outer diameter of pin1 solder connector, is less than the thickness of the twisted shield wires. I thought I would push the twisted shield wires in that space and join the tab, wire and pin1 connector as one solder joint. That eliminates the need of a second wire and makes the length of the connection less than 1/16" long. Any downside to doing that?
You're pretty mechanically inclined, so I suggest thinking about it in terms of mechanics. So mating area and such. Keep in mind that for a good connection, you need a nice cone of solder around the joint. In case of the solder cup, you need a nice curtain of solder draped over the conductor along its entire length within the cup. Also keep vibration in mind.
I'd be curious for your evaluations of these scenarios:
1) Wire staple from Pin 1 to the chassis tab. Screen soldered to chassis tab.
2) Wire staple from Pin 1 to the chassis tab. Screen soldered to Pin 1.
3) Screen jammed between Pin 1 and the chassis tab and soldered there.
What you're after is something that's mechanically solid. In addition, you want the shortest connection of the shield as possible. That means the distance from the incoming cable shield, through the two mating connectors, to the cable shield on the inside of the the enclosure should be minimized. Recall the external cable shield is connected at Pin 1 of the mating connector and does not connect to the shell of the connector.
With these constraints in mind, I'm curious for your thoughts on options 1-3 above. I'm pretty sure that with your mechanical savvy you can find an optimum. I suggest drawing it out on a piece of paper if that helps.
My goal here is to nudge you along a little bit so you can think more clearly about the tradeoffs and progress a little faster on your project.
Tom