My wife and I have many (over a 100) gift sub-categories, that I was tracking the expenses on for 3 years in Quicken Classic, that the subscription expires the end of next month.
The problem is my wife and I really never did anything with all the data from tracking all those expenses, even though we tried using the Quicken Classic app on our phones, but 3 times my Quicken Classic data file on my computer got corrupted, due to the synchronization issues that Quicken Classic has with online synchronization, and 3 times I had to get Quicken Classic support involved to resolve that data corruption, so I decided to switch to Simplifi Personal a few days ago, after briefly trying YNAB for only a few days.
My goal is to fund all our gift sub-sub-categories, such as birthday, Christmas & anniversary, for example "Gifts-Birthday-Josh (SEP) $100".
I have the sub-sub category named on purpose with the month it's needed, along with the amount we plan to spend.
For the example above, I know this is February, and I know we need $100 to spend on Josh's birthday, that's in September.
If I had my choice, I'd prefer to fund that category $100 now, so if either my wife and I are out shopping somewhere, and we come across something we'd like to buy for Josh's birthday, we can open the Simplifi app on our phone, navigate to that spending sub-category, and see how much is available in that sub-category, and if the item we'd like to purchase fits into the funds available in that sub-category, we can purchase it, and then record that transaction on the spot.
If it's not funded now, before the due date of Josh's birthday, then in the example above, if we're shopping in May, there won't be enough money in Josh's birthday sub-category to cover a $90 purchase for Josh's birthday, otherwise it will show overspent until September arrives.
Same thing for all our Christmas sub-categories, my wife frequently finds things to buy for Christmas all year long.
Also in the example above, when September 1st, or the last day in September comes around, I'd like that category to be replenished with $100 automatically.
I worked with Simplifi phone support yesterday, and shared my screen for 2-1/2 hours, to address the numerous questions I had getting Simplifi setup, and configured the way I wanted it, but they weren't able to come up with a solution to funding annual reoccurring spending categories, tracking, and replenishing them.
Had anyone here found a solution that makes sense and works to keep your gift spending on track?