I've just checked your savegame. Your current Loyalty score is 22, so you've been at least able to get it 21 times. The loyalty score is increased when the game is started on a new distinct day. You can see in the bottom left of the settings popup when a new day starts from the game's perspective (e.g. when it switches from 34d23h to 35d). But please be aware that this is only checked when the game starts.
I've just checked your savegame. Your current Loyalty score is 22, so you've been at least able to get it 21 times. The loyalty score is increased when the game is started on a new distinct day. You can see in the bottom left of the settings popup when a new day starts from the game's perspective (e.g. when it switches from 34d23h to 35d). But please be aware that this is only checked when the game starts.