Not long after I posted about my soldering of connector pins, It was pointed out that I really should be crimping them with a proper crimper. I picked up this Eclipse Tools 300-005 Ratcheted Crimper from Amazon.
It handles 10-20 gauge pins and does a double crimp. Here is what the teeth look like up close.
It does a really great job. All of the pins I had soldered were cut off and replaced with properly crimped pins.