I am a long time user of Quicken 2017, and recently switched to the new version of Quicken for Mac. Took me a while to find the automatically enter option for bills and income. When setting up a new payee, click the "I will deposit myself option" and change to "before scheduled date". I set this to 45 days, so I can see upcoming bills and incomes. Unfortunately it looks like I need to do this manually for each bill, as Quicken does not automatically do this.