Of the fail achievements this was the last one that I popped and the only one I had to put effort into completing. What I would recommend is:
- Do not repair the kitchen roof or restore the carnival. In fact, I held off on all improvements as I didn't want to influence taxes or supplies in a positive way.
- Ensure that you are spending supplies on your troops at weeks end.
- Spend your supplies on any petitioner that comes to ask.
- And, if need be, buy flowers prior to the wedding ceremony.
From start-up of a new game, the achievement popped for me by week 5. I was also able to salvage this game for my Mad King (among other achievements) playthrough. I trust this helps.