My take, I'd skip vintage. With the possible exception of a very good condition 60s offset, for less than $6k. Perhaps much less, I don't really know. I just know that I'm not willing to shell out the $35k for a nice vintage piece, and then be afraid to touch it, and I don't want a lesser piece, all boogered up. But the offsets can be wonderful guitars, and seem to be still priced well below $10k for even a very clean example. I'm just talking here, because while I do pause at some of those Jag and JM listings, I've yet to pay even $3.5k for anything. I own two 2013 CS Time Machine Strats, four AVs (post 2012), and one 2005 AVRI Tele. I have owned a 2011 WW10 CS Tele, and a 2011 AVRI '69 Thinline. I also have a 2018 Johnny Marr Jag, which interestingly is fully on par with the AVs. Same thin nitro finish - perhaps not quite as 'dangerously' thin. Great specs (Marr changed some things, which I like), and a good vintage feel. The older AVRIs are very nice guitars. The older CS are also very nice. Neither of them compare to the more recent models, especially in terms of finish. Both my '05 AVRI and '11 CS, have triple-thick finish compared to all my others mentioned. The weight on the AVRI is considerably heavier, which I've seen as a pattern in the ones I've played. Yes, there's an appeal to a nice older reissue, a bit heavier, maybe very resonant, etc. But the newer AV line is just superior in every way, in my opinion. And the interesting thing is that the post 2012 AVs are fully on par with the more recent Custom Shop guitars. The only thing 'better' my CS Strats have is quartersawn necks, and a cracked finish. I've not played a Masterbuilt. I have played relic CS, and I think the relic work doesn't compare with Gibson's VOS treatment. The latter is a thoughtful, subtle approach. No little hammers with a bit of gravel glued to the head... Just guessing here, but that's where I'd expect to see a noticeable difference between CS/AV and MB. At least I'd hope so, because otherwise, I'm just not sure there's going to be much further improvement past these AVs. Now, would I pay fully double for that VOS treatment equivalent? Not me, but it's nice to have the option. Buying with future value in mind... More important than predicting which will supposedly rise in value (if any), is buying 'right'. I figure a person will do alright buying AVRIs for $1250, AVs for $1500 (for now, we'll see if that level holds), CS for $2100, and MB for $4k, they should be able to play them for years, treat them well, and sell for about what they paid, minus a transaction fee or so. I wouldn't call ANY of them (except high quality 50s/60s vintage) to be a legit investment. I wanted to get my AV58 Tele a bit closer to what I like about my CSs, namely a cracked lacquer finish. So, I went at it with a hairdryer and freeze spray. It came out well. I recommend practicing on something less than your favorite, because it's not quite as easy as it may seem. I'm sure this has hurt resale - which I don't care about in this case.