Hmm im not sure if anyone else had "An Uncomfortable Truth" glitch on them but i did. On my first playthrough i asked Emmett the exact same questions that are required for the trophy but it never unlocked. It wasnt until i did my clean-up run that i realised i already did the requirements.
Ah well it only took about 20 mins to get the trophies i was missing.
Thanks for the guide, helped pin-point what i missed!