Definitely talk to the vendor in Marshalltown. They can give you some advice and put you into contact with others in your area using their product. Also, many software vendors put together user groups so that school nurses can collaborate on software issues.
Ask them specifically if there is a way to have the parents fill out the annual health information on a scantron (bubble) sheet and then have it fed into the computer.
Also, most school nurses when initiating a program for the first time do not attempt to enter the entire school at once. They pick a entry grade (depending on the ages served) and then start with that grade only with data entry. So for the first year, the data is entered for K students, then the next year, k only again (2 grades online), K again the next year (three grades)...
Another idea is working with a local nursing school
to see if nursing students are interested in helping you for credit.