I have two completely different pieces of advice because you need to decide whether you mainly want it as an investment or enjoyment. If the former, talk to the head of some successful vintage guitar dealerships and ask what the best return on invest is out there for the period you want to own it before you cash out. If the latter, just play as many as you can and see which one keeps you up that night smiling at the thought of how fun it was to play. I own a number of vintage guitars including pre CBS Strats and Teles. They all have changes—refinished, refretted, etc. All that lowered the value and some things made it more playable. I love these guitars and smile even after owning them for decades. It’s still a thrill every time I play them. I bought them to play for life and it was the right decision for me. For investments I have a 401K. I keep finances and hobbies separate even though these guitars have more than kept place with inflation.