I recently sold 15 mutual fund lots out of my brokerage account and ran across some odd behavior in the "Edit Sell - Shares Sold" dialog > "Specified Lots" feature. I see there were a few other similar threads. I did a file validation / rebuild investing lots (no issues), no placeholders or hidden transactions as well. I am using QW HBR R23.17.
Lastly, FWIW, the lots that are being sold are shares that were transferred from a now closed brokerage account using "Transfer Shares" action. As a check, I also tested on lots that were not part of the "transfer shares". That is, shares that were purchased in the NEW brokerage. Same result.
I'll walk you through it. show you my issue and how I finally got it to work....At least the Capital Gains Report is showing what I expected it to show.
Tell me if my workflow is the "as designed' intended workflow! Or maybe a bug or file corruption not caught during validation. Perhaps a known issue? Or simply operator error! Refer to the steps and images below...
In the brokerage account, I click "Edit" and ...
1. Select Sell - Shares Sold
2. Select the MF security name
3. Enter sales price
4. Press "Specify Lots" button to select the lot and number of shares that were sold.
5. In the "Specify Lots...." table, I find the lot and enter the number of shares that were sold. In this case, I type in the same number shown in "Available to Sell".
6. Press Ok and get the following "error" dialog. At this point,
I expected that the number in "Shares to Sell" would transfer to "Number of Shares", in the
previous screen
(8). 7. Also, I noticed odd figures in the "Total Shares to Sell" and "Remaining to Select" I expected the "Total Shares to Sell" to be what I entered in Step 5 and "Remaining to Select" = 0. The negative share count in "Remaining to Select" seems to suggest that I am short selling. I am not.

I cancel out of all these dialogs in the "Specify Lots...." table and get back to first image (Edit Sell - Shares Sold) dialog.
So....there (5), (6), (7) is the "error" Mine or Quickens?!9. After playing around a bit and
now that I know how many exact shares are in that particular lot at Step (5), I entered that share count into "Number of Shares" (9) and....
10. I again click on "Specified Lots" button. I need to select a lot!
11. I find (again) the lot to be sold in the transaction table and now see the share count put in at (9) transfers to "Total Shares to Sell".
This process seems backwards to me....That is, if I am selling lots (lots of them) why is it reasonable to expect I would have already known the Number of MF Shares and date of sale in that lot in Step (8) or again in Step (9)? Why wouldn't I go the route of Steps (4) and (5) and first specify the lot and share count and transfer that "Shares to Sell" share count to Number of Share in Step (9)? What am I missing?
12. So I enter (again) the share count in the "Shares to Sell" and click away from the cell.
13. Now, I see what I expected to see in Steps (5) and (7)! Clicking OK no longer throws the error dialog in Step (6) and returns me to "Edit Sell - Shares Sold" dialog.
14. After entering "shares to sell" (12), I reconfirm the correct number of shares to be sold and "Enter / Done". The register now shows a "Sold" transaction