You know that Ian's manuscript of the book is ready, right? He can just use that to lure investors if he wanted to. He went there to get an experience and how is making new contacts not beneficial? Though I agree with you that EK could've handled the dates separately for both paths instead of gatekeeping with one or the other choices.
yes, i made ian himself to give mr ward the manusript and nothing happend (he didnt read) so i have reason to say, it is nothing, not a finished book. still in my head about get new contacts
"new contact: hey Holly, i am glad to see you... wait, who is this with you?
ian: i am her coworker and i am here, becau-.
new contact: and what the hell are you doing here? you have no business here.
ian: she invited me, i wanna new contacts.
new contact: yes, she is nice, now get lost and dont use her out, dont be a leech"
basically i dont have problem about this kind of choosing "meet Lena and Holly at cafe or go date with Alison" i like these choices and consequence when Alison a little mad and always say she cant compare to this model girl
but for now, (leave your friends and) lose Cindy without reason (as ian say, yesterday she sent nude and now dont even speak. i didnt do anything wrong against her) or drop out Holly without reason (and your career) (as ian say, we can do it another time. but as you said, NOTHING will happening in next 5-6 chapter, but little flirt, i didnt do anything wrong against her)