no one is guaranteeing it won't, or offering to cover the cost. 

This approach will cover your mortgage and still cash flow, especially as current interest rates, expected to decline, may not offer immediate cash flow year one for LTR's.

I have couple of questions from people who are well versed with this zip code and can offer valuable suggestions / recommendations, if any. - Is New Port Richey a nice area to invest  from a buy and hold perspective? 

No point in hypothesizing if they can even purchase. 2) Offer them money to move out.

We presented this seller with a contract-for-deed offer which was accepted after some negotiation. 

My goal is that in 6 months I have legit offers on the table for rentals or other real estate ventures that allow me to move away from education.  

No accommodations for Level 2 charging will be made without evidence that an EV will be charged regularly at the Property.If practical and installation can be achieved at a reasonable cost, either a NEMA 14-30 or 14-50 outlet will be provided to the Tenant to connect Tenant’s personally owned EVSE.

House hacking is so smart and you absolutely can offer your room for rent as well.

Also, you may want to consider using a note servicer (in my area many title companies offer this service). 

Some would argue this offers more protection.