R.S.
I can only tell you what has worked for my marriage. When we first got married I paid the bills and kept the checkbook balanced...until...
The great financial disaster of 1997...in which I bounced 5 or 6 checks all at once and nearly killed us in late fees, returned check fees, etc etc etc
So, my hubby took over and paid bills and balanced the checkbook until the great financial disaster of 2005...he bounced two house payments in a row. I found out he wasn't using a paper balance sheet and was throwing all the paid bills in a big cardboard box in the back of our closet...we have 4 years of statements in a box in the back of our closet...not filed in our filing cabinet or in a notebook...in a box. He was also just glancing at the balance in our account on the computer screen, not taking into account billed paid but not cleared through the bank yet.
So, I have now paid the bills and balanced the checkbook from then until today. I have a giant three ring binder with divers for each month and punch and place each bill in the folder as it come in. Then I sit down twice a month and pay then...those due the first and then those due the fifteenth.
Would he be open to you taking over? He might be relieved that he doesn't have to do that job anymore. My husband was glad to hand it back over to me and jokingly said well until the next "financial disaster".
We have always kept our books open and either of us have access to everything at all times...he can double check me anytime he wants and I could have anytime I wanted to when he was "book keeping".
So maybe gently ask if he would like you to organize the bills and help him keep things together. Tell him it would ease your mind and help him out too. Feed him dinner first and it over when he has a full stomach. My hubby is much more agreeable after dinner.
Sending you a hug...how frustrating...