On the right angle connetor (your photo below), it looks like the shield conductor is broken clean through on the cable side of the strain relief. The way that the shield conductor was soldered right at the strain relief will leave the shield tinned with solder right at the point where the cable exits the plug shell. And that appears to be right where it broke. Tinned copper is very brittle and cannot stand much flexing.
Unfortunately, those connectors leave very little room to solder the shield on the inner side of the strain relief tabs, where the cable wouldn't be flexing. It can be done though; I use those same connectors.
Also, there appears to be a conductive layer around the center conductor insulator. That should be peeled or trimmed back away from the center conductor and insulator. Its the thin black plastic; you can see a small portion of it missing in the straight plug, where the white insulator is showing through.
Unfortunately, those connectors leave very little room to solder the shield on the inner side of the strain relief tabs, where the cable wouldn't be flexing. It can be done though; I use those same connectors.
Also, there appears to be a conductive layer around the center conductor insulator. That should be peeled or trimmed back away from the center conductor and insulator. Its the thin black plastic; you can see a small portion of it missing in the straight plug, where the white insulator is showing through.
View attachment 732250 Here's a pic of the cable that isn't working


very cool indeed).