The coaches you need to pass one day for them to retired has players. I only manage to create them was players program to retire on July 2nd 2019.
All players start without club.
The file comes with facepack and database file.
Put Legends.fmf in Documents\Sports Interactive\Football Manager 2020\editor data
Put Legends folder in Documents\Sports Interactive\Football Manager 2020\graphics
What if the image doesn't match the player?
This can happen if you have another database with new players created. If this happens you need to check the ID of the first player i created, Totti, then change the number on the Legends folder with the new ID player show in your FM. Then you need to add 1 to the next image, and add 1 to the next image and so on.
Example: (Image it Totti ID is 1915387017 in your FM)
Totti (in my FM) 1915386991 -> 1915387017
Maldini 1915386992 -> 1915387018
Pele 1915386993 -> 1915387019
Maradona 19153869934 -> 1915387020
Ronaldo 19153869935 -> 1915387021
And so on...
After that you need to use fmXML to change the config..xml on the Legends folder icon.
Feel free to use this as you like it.