As you are probably well aware, Business PhD admissions are tremendously competitive, and especially so for Finance PhD (even lower ranked programs with 5% or lower admission rates). They are going to be even more so now with the current situation. I think your biggest hurdle is going to be just answering for why you dropped out of a Finance PhD program after 1 semester. That would be a big red flag for an admissions committee. Especially reading between the lines which seems to indicate you did the Masterís because you likely felt the LRM PhD wasnít ďgood enoughĒ and you wanted to trade up to a better PhD program in the future. Which is fine but will likely eliminate a lot of lower ranked programs from consideration, and the higher in rank you go the harder its going to be to get an admit.
I am not sure why you would now want to pursue an additional Masterís, unless you dropped out from your previous masterís program? I am in my early 30s as well, starting a PhD in the fall, and we arenít getting any younger. I would honestly just apply for PhD and not waste money on another 1-2 years pursuing a masterís. I would be prepared for lots of questions from anyone that would want to interview you as to why you dropped out of your PhD program. Pretty big hurdle IMO.