What version and build number of Moneydance are you using? (Moneydance menu bar > Help > About Moneydance)
To a lesser extent, what OS are you running?
There are several ways to import a CSV file into Moneydance.
It sounds like you may have already touched on some of them.
Moneydance menu bar > File > Import is the latest means of doing so.
The Text Importer extension is an older means.
There is also a free, third-party CSV Importer designed expressly for Moneydance. (which is my personal favorite).
You can d/l it from the developer's website here. There is a 'How to use it' link at the bottom of the page. https://github.com/stant/mdcsvimporter2015/releases
V.22 is the latest release. V.22 works with MD 2015 ~ MD 2019
If you need help with it, let me know and I'll try the lend a hand.
I just realized that MD doesn’t support Direct Connect for my financial institution so unfortunately I’m stuck with Quicken. I’ve been trying to get away from Quicken for years but I can’t seem to find another app that offers Direct Connect AND has a reconciliation component. Thanks a lot for offering to help though!