About 75% of the time I transfer money between accounts, which I do 1-3 times a month, Simplifi detects one or both of the transfers as a deposit and/or withdrawal. About 50% of the time that happens, it's an easy fix.
When it's easy, I can choose one of the transactions and reclassify it as a transfer and it automatically finds the other transaction and properly updates both with the hidden from spending plan and hidden from reports checkboxes.
When it's not easy, I get the error that it can't find the other transaction and then I have to spend 10 minutes doing a song and dance with each transaction, re-categorizing them and playing with the checkboxes.
It's quite annoying.