I was able to cash flow from the deal which helped me pay for the HELOC.

I am undecided on whether to buy another property in west New York and continue to do airbnb or buy one in PA just for rent cash flow .

The rental market is still extremely hot and prices are high with inventory low, but I have still been managing to cash flow on the new purchases.     

I went into the course assuming I was paying $10k for a streamlined acquisitions process but what i got was two days of narcissistic self-aggrandizing guru garbage, a “mind map” that looks like it was thrown together, 34 “strategies” that can be found for free on BiggerPockets sprinkled with juuuuuust enough guru gimmick word vomit and hand waving to impress the eager and inexperienced, several of which were repulsive and absolutely predatory..Instructing students who get their offers turned down by a seller to walk out of the appointment, get in their car and blast out the property out to cash buyers anyway..  

As a beginner, I assume you will be looking for a decent amount of cash flow on your first deal, so I suggest Raleigh.

Assuming it's Section 8 approved, why would it not be a good idea to slap a Section 8 tenant in there and collect positive cash flow?

From my part, I analyze the property's location, neighborhood growth, appreciation factor, the average rents using some paid tools, and crunch some numbers for them to let them know the CoC return, cash flow, and more etc.

You often can’t count the rental income to offset the cash-out loan until you have been receiving rent for a period of time…often 1-2 years.  

Airbnb won't support a fee to the guest staying longer unless you have it in your listing or rules but if you do, and it was an inconvenience for you or your cleaning team, I would enforce the rules you've created.

The seller (also the landlord in your scenario) will also want to get a security deposit, which is refundable, and typical.In these types of deals, the buyer often doesn't have the cash for the down payment.