I'm having this issue, too. I recently upgraded from a Windows version of Quicken which I had been using in 2014. I migrated the file to Mac 2017 a few weeks ago (which seemed to go very well). The first time I entered a reinvested dividend from December 2014 (earlier today) it seemed to go fine. But the portfolio tab didn't increment the number of shares. It wasn't until I was on the phone with support that I noticed the first line under the "portfolio summary" which negated the number of shares halfway down the screen which were involved with the reinvestment. What is especially frustrating is that I see similar notes written TWO YEARS AGO -- and the problem still persists. The fact that Intuit has not responded to Robert, above, in two months is disconcerting, as well.BTW I have never used automatic downloads for this particular account; it worked fine in the Windows version. The support person was aware of this issue and said that she expected a fix to come out in "about a month."Given that this has always worked on Windows (at least for the past decade or so) I am surprised that this problem has been around in the Mac version for such a long while.Intuit: I volunteer to be one of your beta testers for this fix. I'm a software developer and believe I could add value to the process.In the meantime, can you give us a statement of direction with this? I'm trying to play catch-up from 2014 and I am happy to enter a dozen or two transactions to get caught up IF the problem (and the system-generated 'adjustment transactions') can be easily deleted once the fix is in place.I'm using Quicken 2017 for the Mac Version 4.3.1 (Build 43.14810.100).