This could be posted in a selection of forums as I have two different issues but I believe they are linked together.
Playing as Leamington I have managed to get to the Premier League and have won the title and Champions League multiple times. I have upgraded the Junior Coaching & Youth Recruitment to Exceptional, the Youth Level is 1 and the Training and Youth facilities are state of the art. However my U23s or my U18s are never entered into any league and just plat friendlies or the Checkertrade Trophy fixtures. On previous games my youth teams would have already entered these at somepoint but in FM 2020 this is not happening.
In conjunction with this i cannot assign/change the U23 Staff responsibilities. When you view any screen such as recruiting staff, sorting contracts, transfers etc there are no options to select. If you select the 'Set All' drop down then select 'Take control of all yourself' this will revert back to 'Set all to staff member' (which there isn't anything present to do so) when you come back into the screen. This means that for players in my U23s a member of staff can control their contracts,reject/accept transfer offers etc, Automatically and I will only see a message in my inbox that a player has been given a new contract when they sign it. The only way to stop this is promote them all to the senior squad then have them available for the U23s. Has anyone else seen this?
I'm assuming both issues mentioned might be connected hence why they are in this post together. I can upload a save game, however I expect you will want one at the end of a season to see why things are not triggering correctly?