All of your options are decent. If it was mine, and the 59 is complete, running and has no major problems ,do the brakes, tune it up, fix any issues and drive it as is. I drove my 65 daily completely stock for several years it was just as dependable or more so than newer vehicles I've owned . Modern doesn't make it dependable, maintnance and driving it does.
If its not too late and expensive buy the goat back from the insurance company and swap motor and trans into truck if your set on a newer engine.
I don' t know of any shops In your area, but any decent mechanic should be able to work on that. Its simple compared to the over complicated new junk.
