@Jason Brown - I'm a CT based investor, flipper, and property management company owner.  

Since the rent roll was too low, she had to secure financing through a private lender that based the loan on market rent rather than the current rent.

Also as I understand it qualification for these loans are based on the property as opposed to the borrower.

Quote from @Christian Styles: Hey Sam, I've used both Propwire and Propstream, they seem quite similar but propwire has a free base version and propstream does not.

Naturally, they are your competition and the daily rates need to be taken into account.

You can ask (if it's not obvious) what the nature of the disability is and what task(s) the dog has been trained to perform.

Yes, as S-Corp owners deferring salary into a Solo 401(k), you must still pay FICA taxes (Social Security & Medicare) on the deferred income since FICA is based on W-2 wages, not taxable income.

In almost all investments, you should have a solid base of reliable, cash-flowing, and hopefully appreciating assets before striking out into something new or riskier. 

The guest house has STR rental history but the other two units would need to be based on projections. 

In the end, buyers would overpay for the actual property based on earnings.