Milestones not being granted

I haven't played my 2nd toddler long enough to verify whether this applies to him, but what others have written lead me to believe this will be the case. This report applies to my child (didn't notice any milestones when she was a toddler, but I can't recall whether she aged up before/after Growing Together) and my YA sim. 
The two I've noticed, so far, are the Top of Career milestone, which my YA achieved before I purchased Growing Together, and since then she's been achieving daily (every work day) raises, even on the 12 PTO days I just burned through with her. She's currently a Sim-In-Black making $614 an hour. (See attached image) I intend to slip over to Scientist and have her chase an alien. ;) Maybe I'll achieve the Milestone once I reach the top there? I'll update with yes/no whichever happens. 
The next is the Learn to Ride a Bike milestone. My child sim got the notification but I don't recall whether she had a corresponding moodlet, but obviously hasn't been granted the Milestone in the Simology panel. I know no way to fix this without cheats or mods, which I dislike using. 

I am having trouble getting my YA sim to read to her toddler, though. She starts engages in the action, toddler sits down, she grabs a book, then stands there...then puts the book back. Toddler sits there "listening" and they both do nothing. I'm guessing this is a separate thread.