What tool do I use to re-pin a connector?

Not great with electrical wiring, but my help is out of town and I’m stuck!
I am currently re-pinning a HT Duramax Lock 75 hand torch for use as a machine torch. I followed the instructions and ordered the pin extractor and got the pin out. As I’m trying to re-insert the pin into the connector it’s got such a long ways to go and it feels like the wire is bending and I’m afraid I may break something. Does anyone have a tip or trick to re-insert this pen so that I can get moving again! Thank you in advance!