Workaround to the "This transaction was created as a transfer from a split transaction." Repeated Di

Just a suggestion - change your HSA to a banking account intent (Display Option tab in Account Details), like savings or spending. If you can't do that because it purchases securities, consider adding an HSA banking account that can transfer to the HSA investment account - you can probably automate that transfer after each paycheck with Quicken. Everything in these posts points to the fact that the HSA is considered an investment account by Quicken. While it may be an investment account, Quicken may not like to place pay income directly into investments, preferring instead to have pay income go only to banking accounts and transfers only to/from banking and investing. Quicken may only check the initial bulk transfers and not any later edits, which would explain why your workaround works. Another way to look at this: your paycheck is having your company's bank send money to your investment account, HSA, but Quicken won't (can't?) do that in one step. First the paycheck has to go to the bank, and only then can it get transferred to an investment account, in Quicken's world. I bumped into a Quicken transaction limitation in a different investment area (single mutual fund accounts) and ended up creating a fake category, as I suggested above, to perform the necessary financial moves. Good Luck!