After you created an IRA account with the brokerage in Quicken, you can enter the rollover transaction as if it was a cash transfer from bank to brokerage.In your Quicken cash account register, in the Category field you enter the name of the brokerage account, enclosed in [square brackets], e.g. [XYZ Brokerage IRA Rollover]That will, in Quicken only, create a matched pair of transfer transactions, one in the cash account, one in the new IRA account.You still need to authorize the broker to rollover the funds from your bank account, though.