I think my issue lies on the fact that I don't actually have a hobby, or something I like to do.. Unless it relates to my goals. I think if I can find an interesting hobby, build rapport, I can go on a plethora of dates.
The looks department, I'm fine.
You've already gotten a ton of advise, so I'll just chime in that personally I prefer building rapport as much as possible before asking for the number, if she has a fun time chatting with you and you ask for her number she will be excited to talk to you. I prefer calling if possible since it's easier to gauge but
texting do the same as others have suggested. It will take a lot of time and effort to get good at it and considering you're a medical student, you could easily mess your studies up.
Worse yet if you start getting successful women pretend to care about your priorities but they will dominate all your time so tread carefully. Also hobbies are for you, most won't be useful for getting women, I play soccer (and various other sports though not regularly), enjoy various types of books, comics and do programming, can't talk about most of that with women other than passing mentions.