Well, I have 41 speech challenges and haven't done:
Nuka Cola Challenge
Oasis
Superhuman Gambit
and a few whose names I forget, so hopefully I can get the remaining 9 here. I saved Big Town, I should check out those people and use the exploit if I cant find 9 more. I have 40 terminals, should be easy to find the last 10. Doing a 1000 point run looks to be extremely doable at this point, provided I put in 30 more hours or so.