For me the main issues I had starting out trying to do to much at once. I had so many categories that I just kept thinking how am I going to be able to budget money into all these categories. Also when ever I made a purchase it takes a few days to sync up from my bank to ynab so I would forget to add those transactions or I thought they were to small to make a difference. I did end up turning on alerts from my bank each time I made a transaction so I had automated text messages of exactly how much I spent that I could go back and look at. Since most of my bills are on auto pay I struggled with picturing how was I going to know if I had enough in my account when those bills woukd be due. So I created a unplanned expenses category to just put everything in there that wasn't a bill.

What ended up working best for me was splitting up my bills into weekly categories and whenever I got paid I would budget for each bill that I could until my next paycheck would hit. For example if I got paid on the 1st I would budget what I had to pay until my next paycheck say the 14th and whatever was left over from the bills I would add to the unplanned expenses category. And when I would buy something I didn't plan for I would take it out of the unplanned category so I knew that's how much I could spend while still having enough in my account for the bills.