Feeling really behind and overwhelmed... help!

i've been using ynab since 2020 and it has immensely helped me with saving. i can't imagine where i'd be without it.

but i get so behind on tracking my transactions (months behind) and i just end up moving money over and over. used to overuse "fresh start" in this situation but disliked missing that data. now i just have a pile of transactions with no labels, inaccurate balances (thanks to delayed imports :c) and it's just too overwhelming to even start.

does anyone have advice on "catching up?" i have a huge backlog of transactions AND struggle to be consistent with the app. i end up with HUNDREDS of dollars over-used in fun money/dining out and "roll with the punches" way too much. gah. please help!

tl;dr fell really behind on categorizing and roll with the punches too much. what should i do?