@KeiranGold
Maybe the factory reset of the game folder will help you.
I don't think it is a mod related issue, more likely it is damage of some files like Options or Events in the game folder. But o course it can be kind of new bug. Not all players are affected if a bug occurs. Why some are lucky and others are not - this riddle isn't solved until today.
Step 1. Rename The Sims4 folder to "The Sims4 old"
Step 2. Fix the game in Origin
Origin/Library - right-click on TS4 - option "Repair game"
You have to wait until Origin will fix all packs, not only the base game.
Step 3. Turn on the game - a new game folder will be created and you will have two - one old, one new
Step 4. Delete in the new game folder following folders:
"saves" and Tray.
Step 5. Go to "The Sims 4 old" folder and copy - your "saves " folder.
Step. 6, Paste this folder in a newly created game folder.
Step 8. Do the same with Tray folder and TrayDeleteItems file
Step 9. Check if there are newly updated version mods you are using.
Then copy and paste your mods and CC from old mods folder to the new one. First copy the scripts mods every time checking if the game is working properly. If you have a lot of CC try 50/50 method ( divide your CC into smaller batches for example 50 pieces in one subfolder and check these subfolders one by one)
Step. 10. If all is OK - delete The Sims4 old folder. Now you will have only one game folder - I hope - working properly.
I don't work for EA
I already did this--it was the first thing I tried, before removing mods. Nothing changed.
I also had this happen recently and have never noticed completing an aspiration milestone not counting before for New Year's resolutions. I've not tried a factory reset recently but have no mods/cc in my game, always delete my localthumbcache and repair my game very frequently. My sim completed at least two aspiration tiers and neither counted. I have all the packs available as of now (Jul 2019) and my game version is PC 1.52.100.1020 (ie the most recent update). Here's a screenshot just as she completed and before it went to the next tier 
Here's where it's showing as not completing it (the second screenshot is after the first one 🙂 ):
Thanks and regards,
Jennifer
Just reporting in to say I did a factory reset of my game before playing this household again and my sim completed at least two more tiers of different aspirations and neither counted. Neither aspiration was her original aspiration, but it's always worked for any aspiration milestone in the past for me.
Thanks and regards,
Jennifer
