Since early August (08/03), all of my Security Reinvestment transactions in Quicken for Mac show two lines in the transaction registry for my Fidelity IRA account. One line shows the Dividend & one line shows as a Buy. Prior to August, registry correctly displayed only one line as a Reinvestment.
I also run Quicken Premier for Windows and transactions always show correctly as a Reinvestment.
Transactions are downloaded via One Step Update for both Quicken Mac & Win early every morning (Tue - Sat).
The total quantity of shares & cost is shown correctly whether it is listed as a Buy or Reinvestment, but something changed within how Quicken for Mac handles Reinvested Dividends.
I have attached Screenshots of Mac Security Detail & Win Security Detail.
MBPro 16" M5 - macOS Golden Gate 27.0.1
Quicken Premier for Mac Version 9.2.2 (Build 902.61860.100)
Running Parallels Pro version 27.0.2; Windows 11 Home Version 25H2 (Build 26200.9457)
Quicken Premier for Windows Version R69.53 (Build 27.1.69.53)