Avery's Relationship -> Manipulation ratio is not 1 -> 1, so you'll advance a point with her the next meeting with Angela (unless you already got that point in screenshot 3). That will create more events/actions for her.
You've also advanced Jane from 7 -> 7 to 9 -> 9, so there will be new events available with her.
Skip ahead using the advance time feature and you will find new green events (some of them have to be played more than once, which is why you sometimes have green events with neither a star NOR a heart).
And I stand by my statement that you are being impatient: Stop trying to advance Kyra until you get an event for her. You aren't there yet (you need to advance another story first). Just because you aren't getting what you want right now, doesn't mean it won't be available at all.
EDIT -
At the start of your save:
View attachment 1296288
If you do certain actions, end of the next Monday (day 64):
View attachment 1296289
EVERY character has advanced, including Kyra (or in your case, 'Sister'). It is possible, you just have to choose the right actions.