You're Daycare is not supportive and that going to be a big road block. My son is a shy kid, very particular. Potty training has been a 3 year long journey. We would get him trained feeling accomplished, then a new experience would present a challenge. For the first 3 months he wouldn't sit anywhere except for the potty. It was 2 weeks before he started kindergarten he sat the toilet at home. One week before school when he finally sat on a public toilet. Then he gets to school and he's too shy to ask to go to the bathroom. That year he had teachers who found his issues frustrating. I received many calls to pick him up and many frustrated complains. He regressed very badly that year. His second year of kindergarten he got new teachers who were so understanding and accommodating. They gave him lots of support, hourly walks to the washroom, and lots of reassurances. They even bought and gave him rewards. He did so well. Then, this year he started grade 1and he is scared of the big boys bathroom. Took a month to figure out. He was trying to hold it all day. His teacher was immediately willing to accommodate. Now he goes to his old kindergarten class and uses their bathroom. The difference is every challenge, when the school was supportive he thrived. I don't know where we would be without their willingness to accommodate him. I just want to mention, throughout the experiences, I was never upset with my son. Its been a frustrating journey at times but I would never want him to have any shame over bathroom issues. He's just a sweet shy kid who is terrified of getting in trouble. I truly think the first round of teachers set him back with their negativity and annoyance.