Need some help using Blender

Hi there,
I’m fairly new to modelling and have been trying to learn how to port models from other games over to Garry’s Mod for use as playermodels/ragdolls through various YouTube tutorials.
I’ve attempted several times over the past week to rig a model and get it working in Garry’s Mod, but I can’t seem to get it right and I’m unsure why, despite much searching around trying to find similar issues. I’ve tried using 3ds Max 2017 but I couldn’t get it to work after a couple of tries in that program, so I attempted to use Blender, however I’m still having trouble.

If anyone would be willing to help me get set on the right track for doing this I would be extremely grateful, as I’m kind of clueless as what I’m doing wrong.
I’d prefer to talk through Steam if possible:

Thank you very much :slight_smile: