I've asked this question months ago, it hasn't been fixed and continues to happen every month. I have 2 holdings in separate accounts, QYLD -Global X NASDAQ 100 COVERED CALL ETF and RYLD -Global X RUSSELL 2000 COVERED CALL ETF. Every time I get a dividend reinvestment for QYLD, Quicken wants to put it in RYLD and says there is a share miss match. QYLD and RYLD are in separate accounts. When I go to the transaction and try to change RYLD to QYLD, I have to manually enter it as a new investment. Next month I will have to do it again. Why can't Quicken get these 2 straight? Why are these 2 dividend reinvestments getting confused every month?