Hi, rexbrewka, and welcome to the Community.
I'd be glad to help out with bank rules in your account.
Bank rules typically work best when you have the same types of transactions from the same customer or vendor. These transactions are pretty predictable, so the system can easily determine the correct categorization.
Since you mentioned some of the rules haven't applied, you may have selected for amounts to match exactly. If the transactions aren't identical to the rule, this would cause them to not apply. Names also play a part in rules matching up with transactions. I'd verify each customer and vendor name matches what's shown on the rule.
Not applying could also be due to rules that are relatively new, and the transactions being a bit older. This would be the result if "Also apply to past transactions" wasn't selected when establishing a new rule.
I recommend going back through the rules to double check these options mentioned above. I've got any article for you that outlines the steps for this process and where to find these rule preferences. You can take a look at it here: https://quickbooks.intuit.com/learn-support/en-us/matching-rules/create-rules-to-speed-up-reviews-in....
Please don't hesitate to reach back out if you have any other questions. Take care!