1969 Daily Driver

So here is question of the day, Do I try and get this 200 4R trans and 8 3/4 rear end in before the zip tie drags??????? Or do I just leave it alone with the same set up just engine change, exhaust and super six since last year????? And then leave the over drive trans for 2020 so I have three different times from each upgrade. My base line is 23.3 second 1/4 mile time and that was with a 300,000 mile slant six, single barrel carb, HEI upgrade, distributor re-curve, and 2 1/4 exhaust up grade. Any input would be nice.