You
I have 4000 files from a project I stopped in 2021. No naming convention. Where do I even start?
ChatGPT
Do not open them in order. Build an inventory first, then decide:
find . -type f -printf "%s\t%TY-%Tm\t%p\n" \
| sort -rn | head -50 > biggest.tsv
find . -type f | sed 's/.*\.//' \
| sort | uniq -c | sort -rn
Size and extension together usually reveal that 90% of the bytes are three or four kinds of artefact you can decide about in one pass, and the actual thinking lives in a few dozen small text files.
You
Half of them are duplicates from different backups.
ChatGPT
Hash first, compare second:
find . -type f -size +1M -exec sha256sum {} + \
| sort | uniq -w64 -D > duplicates.txt
Only after the list exists should you delete anything, and delete by moving to a quarantine folder you erase in a month. Every deduplication story that ends badly skipped that step.