That’s a tough one. The puzzle and reissue are two of my favorite bags. Personally, I wear the puzzle more frequently. It is extremely comfortable to wear crossbody or on the shoulder and I love the hand carry option too. The only drawback is that it is a casual bag so I don’t try to dress it up. The reissue is understated elegance and so classic, but the obscene price increases are driving up preloved prices also (for bags in excellent condition). I bought a preloved 226 in excellent condition two years ago for $3400 and these days I see bags in similar condition selling for $5k+. I also bought a new 225 in London for $4750 in summer of 2019 ( that was about what I paid in USD after I got my vat refund back). To be honest, it’s a great bag but I don’t think it’s worth more than the $3500-$4k price. If you are sure that you will eventually need to scratch that reissue itch, then I’d say go for that first.