Must agree with @Tonyr1084Crimp as best you can, then solder.
I've personally seen wires fracture inside the insulation. Also seen flux get under the insulation and corrode the wires. I'd recommend staying away from soldering crimp terminals. A solder terminal is made to be soldered. A crimp terminal is not meant to be soldered, mashed with pliers or smashed with a hammer. The right tool for the job. That's not a soldering iron.Soldering can lead to wicking up under the insulation, which can put stress on the joint.