First, thank you all for the input on my poorly worded original question.
After looking through my graded baseball card spreadsheet (which includes when I bought, what I paid, but also my wants list and their price when added to my list), I realized I was about to make the same “mistake” I made on comics that I did with baseball: that of prioritizing things I had nostalgia for over the rarer/more expensive wants further down my list (because while I can still afford say a ASM 361 if it doubles, I couldn’t afford say a 9.6 ASM 121 if it does too). Thus, I have done some reordering and am now trying to decide between ASM 121 or 122 in 9.6 or a 238 in 9.8 as my “first” pickup (I will likely only get one of these 3 at least for a while) and then will target the lower pop stuff before larger pop cheaper modern stuff (learning from some of my baseball regrets).