denmarfl said: I am trying my best to visualize how the Transfer between accts will flow...and me getting it right.I have Not as yet created the Vanguard brokerage Acct as the 1o Stocks have not yet arrived at Vanguard. I am thinking I could ADD the vanguard acct to Quicken now even though there are no Holdings in it as I can see the newly created Vanguard Acct when I go Online at Vanguard. OR, for some reason I should wait to Create the Vanguard Brokerage Acct in Quicken after I confirm Online the Stocks have arrived and are in the Brokerage acct?>> It is OK to add the Vanguard account now.For example, I have a Stock and its in a Quicken register ...the stock name is XYZ. I would go to the XYZ register in Quicken, select Transfer Shares between accts, select the Newly Created Vanguard Brokerage acct. I would do this for the other 9 stocks. Lets say I do this Before any of these 10 stocks get deposited into the Vanguard brokerage acct. If I look at Vanguard New Brokerage acct...I would see in HOLDINGS...the 10 Individual Stocks and it would transfer over with all Lots and History. CORRECT? >> Correct. It will transfer the holdings but the original transactions - Bought, Dividends, etc will remain in the old accounts.When these 10 Transferred Stocks in LIKE KIND get into the Vanguard and settle, at a One Step Update...the connection will Download all 10 Stocks....so will I see the 10 Stocks I transferred between Accts that I di manually In Quicken and the same 10 Stocks that Vanguard downloaded? This is what I cannot visualize....Jim Hartman wrote "When you do the initial download from Vanguard, you will see one Added transaction for the shares that were transferred in. You should delete this because you have already told Quicken that the shares were transferred." did he mean one Added Transaction for each of the 10 Stocks I manually Transferred between accts? >> Before connecting to Vanguard, it is best to go to Edit > Preferences > Downloaded transactions and un-check the "Automatically add to investment transaction lists" option. That way all downloaded transactions will appear in the Downloads area at the bottom of the transaction list and you can review and delete them if necessary before accepting them. >> When Vanguard has received the stocks and you connect to Vanguard, you will see one Added transaction for each of the 10 stocks in the Downloaded Transactions area. And I would need to Delete the 10 Transactions? How would I even know the Stocks/Transaction that I manually Transferred in from those the Quicken OSU downloaded from Vanguard? >> You should delete the downloaded Added transactions because you have already added then in Quicken. One going back to Mr Hartmans' message...and hanging on to his every Word written, "see ONE Added transaction for the shares that were transferred in" the operative word ONE...meaning all 10 Transferred between Accts will be in the Holdings of the Vanguard Acct as opposed to 10 Holding Entries?>> Once you have transferred the stocks to the Vanguard account in Quicken, you will see them when you click on the Holdings view in the Vanguard account. If you set the As Of date in the Holdings view before the transfer, the Vanguard account will be empty.Sorry if I am making this harder than i should...but I want to be sure I get it/do it right.....