I found it handy for two of my families. One has a Sim with the Loner trait and the freelancer career works well for him. The other is a family with twin toddlers & it's miles easier when one Dad can stay home (because Daycare issues).
But yeah, I can see it getting repetitive. Then again, other careers' daily tasks can be too.
@gettps: if this was in the Writer one, the Submit for Approval for books is on the book itself in the Sim's inventory instead of the Freelancer menu. I wish they'd kept it in all in the same place, because it's so easily missed.