DS was diagnosed while in daycare last year. When we started out, we were on NPH, so they did not have to worry. I was concerned that they might balk at having to use the pump, but they got right on board (too much so, in fact--I was the one that did their training, and I only figured out months afterwards that it should have been the job of a doctor/CDE/official trainer!). I did all of the carb counting, and they did the checking and bolusing. They got quite good at deciding when to bolus him for the full amount and when to give a half dose and play wait and see. Despite the fact that it was not a stellar daycare centre overall, they did an excellent job of attending to his needs without making me feel like I was inconveniencing anybody.
Now, his new preschool still doesn't have the training to use the pump, and they are really dragging their heels about getting it done. Luckily, it is only a half-day program, and snack time is 20 minutes before pick-up, so I deal with it when I get there. Not ideal, but it works.
As long as your place is on board with you, it should be pretty straightforward. Good luck!
K, 2008, dx 2010-12-02 - blue MM Revel with blue Dexcom G4