The second time he cried as soon as we entered the room. I stayed, got him started coloring, and talked to the worker about how I sah and childcare is new for him. I told her that I want it to be a good experience for him, and that I trust her judgment in assessing whether or not she should come get me (she is an established, experienced worker--I could not have that conversation with the high school girls who work there.)
That particular worker engaged him and eased his transition (I kept tabs through the hallway window.) She made it work.
It's been four months now (I sah, I homeschool, I *need* the time by myself, I *need* to exercise for my mental health,) and while sometimes he's reluctant to go, he always settles down. He likes playing with the kids, he likes the toys, he likes several of the workers.
I say, if the workers are capable of engaging the kids--if the ratio is ok, if the workers are caring, if they are assertive/calm/confident enough to help a stressed out toddler, then just leave her and see if it works out. If the workers are inexperienced, if the ratios are too high for personal attention, if your dd is truly miserable, give it another six months.