This patient support community is for discussions relating to the challenges of parenting
toddlers (age 1-5), including physical, speech, sensory, cognitive and emotional development, choosing a daycare/nanny, games & activities, and toilet training.
Children who have anxiety issues are also much slower in adjusting to new people and environments - but you have already noticed this (it is sometimes referred to the "hesitant factor"). According to the teacher, it appears that your son is starting to make progress and that is good news. And, most children who suffer from anxiety actually like school, their peers and their teachers, so your son's comments are quite expected. If anxiety is the issue, then continue doing what you are doing - reassuring him and always keep your word when you promise something. Stewing and fussing around a child with anxiety only make things worse so try to remain calm and relaxed - something your parents should also try to practise. The best way to handle mild anxiety is simply to "face one's fears", and that is what your son is doing each day when he goes to school. After time, the "fears" will be become less and less and so the anxiety should also retreat somewhat.
If his anxiety does begin to escalate, then you will need to see your son's pediatrician or the family doctor for advice re this issue. But, at this point in time, I feel that route is not necessary. I wish you the best ....