I'm on my yearly hunt for a QuickBooks SimpleStart 2009 replacement. Once again I'm finding nothing practical for my 2-4 yearly uses of QuickBooks. I think the cheapest option is $40 a month, which is insane for how little I use (and how even less I want to use) this stuff.

I ended up signing up for QuickBooks online, which was a nightmare of declining add-ons, and still had to post sign up cancel extra stuff they snuck in. Their process of of importing my data involved connecting to a Windows VM on AWS and running a stripped down version of their desktop software. Took forever and felt like the biggest hack I've seen in a while.

End up finally in there, only to find out importing CSV data with their web app is worse than just manually typing it in. 🤬

Gave up on QBO right after that. And went back to my 2009 version of QuickBooks, but had an LLM write a script for AutoHotkey on windows, so that I can copy a row (or rows) in Numbers and then paste them in via Remote Desktop -> QB Windows and it converts it into the right combo of paste/tabs/return to get data in.
@paul that’s wild, I’m so sorry