Trying to figure out if I have two oil leaks or an oil and transmission leak on my 73 Duster 318

Thanks for the info!

The new piggyback is a double oversized bolt where the old one I took off was only single oversized. Any idea if these oversized bolts are supposed to be self tapping or would I need to drill and tap anyways just to get this slightly larger piggyback to fit?
The piggy back ones that I used were self tapping. Only go 2nd oversize if the first oversize strips out. Is the one currently in the pan now stripped?

BTW, if you are putting in a larger self tapper, make sure that it goes in straight.