Cool, I don't have the technical know-how to help debug anything but the only thing I can suggest is to try to work on getting smooth shiny peaks on
all pads.
Without knowing what you used, here's a few cents worth of info I picked up that has improved my consistency...If any joint/pad ever looks dull, which I see a lot of in the photo, there's a chance that it could be a cold joint. I also have a Weller (wes51) and set it to ~725F. Maybe check what temp yours operates at? The working end of the tips should always be shiny and clean. If it is matte grey, crusty, dull, and/or you can't get it clean and shiny you need new tips. I use the utra-fine point chisel tip and clean it on a brass scrubbie after every component soldered. Not sure what you clean your tip with but if it's a wet sponge you should definitely switch to the brass scrubbie. The sponge cools down your tip considerably and since you don't have a way of seeing the temp go back up to ideal range, that just means you have to wait longer for it to come back up between each cleaning and/or you could be using your iron out of ideal temp range.
I recommend .8mm dia 60/40 flux core solder (though I currently use 63/37 no clean because it is less fluxy). Never add solder directly to the tip and then solder. Rather, always heat up the pad and lead simultaneously for a second before adding solder to the iron so that it instantly melts onto both then remove the iron. I use a flux pen on every connection, but that is considered by many to be overkill. Why I like it is simply that it makes solder flow faster and cleaner so I can get in and out without worrying if I'm over heating anything. You don't need it, but consider it if you've never used one. Definitely get a flux-pen to at least flux your stranded wire and pre tin it before inserting it into the pads. Without flux, it's a little tricker to get the solder to flow all the way through exposed stranded wire. Yours unwound a bit which can cause premature weakening or the bunched up/loose strands can jump pads.
Definitely clean the bottom of your boards with 99% isopropyl alcohol after all components get soldered in, because if you don't someone will always say to do so if you post new stuff in troubleshooting. I kid, sort of...really though, it gives us a much clearer idea of what's happening down below. Check out figures 16 to 19 from this thread to see what I mean
https://forum.pedalpcb.com/threads/basic-workflow-tips-for-building-a-pedalpcb.1165/
Excuse the rambling and forgive me if this is stuff you already do, just trying to get those joints to where they should be.