Based on https://manifold.markets/cathiejfx/will-my-friend-get-a-girlfriend-at
Market resolves to yes if and only if he seriously dates somebody who identifies as a girl, starting within 2 weeks of RSI starting and ending (i.e. can start up to 2 weeks before RSI begins, or up to 2 weeks after RSI ends). The person he dates must be in the Boston/Cambridge area in the months of June or July, but does not have to attend RSI.
Friend in question is a straight male. He currently has a 1-6 or 1-7 record in romantic interest, where the former number represents "requited interest" and the latter represents "unrequited interest." Further, he "rarely" talks to women (approximately 1 in-person non-familial female interaction per week).
A notable interaction between said friend and a woman includes when the woman asked him out and he told her to "come back in 3-5 business days."