For older demographics, consider the availability of medical centers, entertainment, and restaurants.Buildings/Permits: Assess the city's growth compared to previous years.Determine if the city can accommodate future supply.Government Regulations: Examine the city's efforts and the type of businesses they are targeting.

I know of only a few people that own rentals as a secondary aspect of their primary business.

It's the best way to gain experience, work with buyers and make money while you're growing your business. 

Lots of folks priced put of Fishtown are moving north and Richmond Ave had been slowly bringing in new businesses. 

In my personal opinion, if I was renting a room with a group of roommates, I would want more than one bathroom for 4 rooms.

Generally, two persons per bedroom is the norm across the country. 

I’m the sole owner of the LLC, would I be keeping the property in that name or it would it have to be transferred over to my personal name to be financed conventionally? 

Who is your real estate agent, broker, partner or person you team with?  

Would aslo  need to have the debts separately from personal liability so it does not interfere with future personal financing.  

If you're interested in long term rentals, you could look into a DSCR loan that is based on the income the property brings in and not your personal DTI ratio.