Hi @Jimmy O'Connor ! Thanks for the input! I'll definitely think further about these questions but here are my thoughts right now:
1) Ideally, I'd like to live for free and earn some income if possible. My goal is to live for free but would be ok with paying some out of pocket.
2) I'd say I care more about the safety and transportation ability of the neighborhood. I'd like to stick around major transporation hubs such as 30th St. Station since I travel frequently for work and to see family in North Jersey. I don't own a car. South Philly is where I'd like to be but open to University City, Fairmount, Brewerytown, Fishtown, Kesington, Manayunk, East Falls.
3) Figured that based off my searches, and I'd be happy with a duplex.
4) Definitely looking for a turnkey or a property with little improvements to make. I don't have a ton of capital or knowledge to be doing major renovations.
Happy to discuss further in messaging. Let me know your thoughts on my answers and if you think this is feasible or if you have any other advice!