As for your other questions:It is currently on the market and has been so for several monthsI don't have anyone representing me yet...trying to learn as much as I can before taking that next step with a realtorI don't know why the owner is sellingI don't know the standing of the tenantsRent appears to be at marketAssuming 10% vacancy rate, my calculations show that it would indeed cashflow.  

But I believe that if you're not violating any terms, not in a restricted industry or involved with anything deemed risky by Stripe then you're probably safe.It appears their move to Stripe is for accelerated payment processing, which is interesting since they acquired eRentPayment and Payment Report.On surface level it might be they're adding Stripe as an option on top of their existing infrastructure.

Most if not all of my income appears on my Schedule E as rental income from a college rental portfolio that I self manage.

It doesn't appear so to the layman. 

If its a New Western deal though I am extremely dubious .. those require extra due diligence as the deals I see coming from them one needs to verify every aspect of what your being told.Due to the response of a poster above, it appears I was not very clear in what I was trying to say.I was trying to say that most of the people cheerleading like finding off market deals is easy Haven’t done it themselves. 

Good day, Derek,Based on what you have presented this investment appears promising, offering a strong cash-on-cash return and ample opportunities for value creation.

So far, no one has ever posted the class topics taught, it's not a real secret, doesn't need to say how they teach a subject, but subjects never seem to appear.

In our area it appears to be easier to find rundown single family properties than it is multifamily. 

Pre-inspection, it appears to be a solid opportunity.

It appears there are less banks/lenders out there doing lines of credits on a rental property vs primary home.