Sure, you can ask for more, but it is ultimately their decision. 

What marketing techniques/venues do we use to find prospective tenant buyers who will ultimately be able qualify for a $285,000 mortgage and pay from $1800 - $2000/month lease payments.

A small (6 unit) MF deal  ( in a market I am very familiar with) that will need financing and will ultimately cash flow  a small, but decent, amount. 

What is your ultimate exposure.

@Brian Stike what did you ultimately end up doing - a cash out refi or eloc? 

You need at least 5 homes to survive in this business long term.

On the first purchase we made, they took a lot of section 8 tenants to inflate the rents and we ultimately decided some of those tenants were destroying the property so we lowered the rent to attract the right tenants and once we had the bad ones out, we slowly moved the rents back up.

I was en route to Law School as recently as 2 weeks ago but varying circumstances has led me to decline that option as I believed it would ultimately slow down my true goal, which was investing into real estate rental properties as soon as possible. 

While it may not be ultimately necessary, my best clients visit the city almost every year and I have out of country investors who come out twice each year.

But ultimately we just got a really great FSBO deal.This is our first time securing a mortgage on a property we own and we assumed that it would be appraised at current market value.