Because I wasted a bunch of time yesterday: Quicken can calculate this for you, as of the January 2024 release.
To turn it on: On Investing > Portfolio go to the gear icon "options" and select "Portfolio Preferences…". At the bottom of the small window that pops up is a checkbox: "Use Annual Dividend from quote feed for estimated income". You can also override any "Est. Income" you may have added in Securities' "Other Info" fields.