Soldering is great. If you need more flux, rosin core only. Skin effect not an issue in tractor stuff.
The arsenal of stuff to protect the wire includes "liquid electric tape" (that's the product name), Scotch Lock (used to coat and protect wires and metal from moisture), heat shrink tubing (including the "filled" tubing), RTV aka silicone bathtub seal (but keep it away from the touching the copper, it puts out vinegar a mild acid). Self vulcanizing tape (aka "coax seal") is good for coving things at the end of the job. Nylon wrap ("spiral wrap") also good for protecting wires and bundling things, just be careful the white color stuff degrades with UV- buy they black type. Same on tie wraps, but even the black ones degrade in sunlight after 2 years. Finally, good electrical tape for protecting things including the self vulcanizing tape. Scotch 33+ or 88 if your working in the cold.
Making a gas tight crimp in the field is difficult without the proper tools. The PSI needed to make it gas tight is very high. Note that some systems, like the PowerWerx, have field crimpers designed for the connectors. I still solder them after the crimp, but that's just me.
And for wire, I like stranded and tinned. I also get the 600V insulation for the extra thickness. Temp rating should be 105 C.
Nickel Plate: Instead of a 'T' splice, I'd cut the wire and then splice/solder all three. The original in line with the new wire in line and away from the switch. The you can cover it all with heat shrink (get the filled kind). Just be sure you can keep the heat shrink 6"+ away from the point where you solder so it doesn't shrink before you're ready. Also consider a 2nd bigger piece to cover it all.
Pete