So here's my answer and reason. Apparently it's incorrect. Why?
It makes sense to me...
Reason:
1 person, chances=0/365
2 people, chances=1/365 (does p1 match p2) (total connections between 2 people)
3 people, chances=3/365 (does p1 match p2, p1 to p3, p2.p3) (total connections between 3 people, 1+2)
4 people, chances=6/365 (p1.p2, p1.p3, p1.p4, p2.p3, p2.p4, p3.p4) (total connections between 4 people, 1+2+3)
extrapolate:
19 people, chances=171/365 (1+2+3+4....+17+18)
20 people, chances=190/365 (1+2+3+4....+17+18+19)
50% of 365 = 182.5
20 is closest
ANSWER = 20!