He would receive $79.99 in change.
First, you should add together what he's spending:
17.01 + 5 + 1 + 1 + 3 = 27.01.
This is the total that he owes. Now, you should add together the winning tickets:
5 + 2 = 7.
Since he owes $27.01 and won $7, you should subtract 7 from his total:
27.01 - 7 = 20.01.
This is now his total. If he receives change from a $100 bill, then you subtract the total from 100:
100 - 20.01 = 79.99.