I also have had it recommended on other occasions that extra deposits and rent can take the place of that stability if they can prove they can pay the rent. 

I have accepted one year rent payments on several occasions from renters who have met all rental requirements, so don't let that alone be the deterrent in renting to a qualified prospect, however,  I sense several red flags from this prospect. 

There have been occasions when a spouse deliberately refused to cooperate in the sale of a property - spite, whatever - and the judge allowed the proceding to go forward. 

Have had to take papers from one city office to another on many occasions.

I have on occasion threatened my tenants with water charges when the bill has been high, ie they didn't report a leaking toilet, which ran the bill up.Good luck. 

I now work and live more in the western burbs, but head up north on occasion.

Most of the properties I buy are no money down and direct with owners, however, on the few occasions that I've financed a property I've always gone with the philosophy of go with the 30 year mortgage and lower payment, but pay it as though it's a 15 year to pay the loan off earlier and save some interest in the long run. 

I had one who was with me for 2 years and I raised the rent $100 on 2 different occasions just to get rid of her...she had nowhere to go at the time so she paid the raised rent.  

You may find this kind of situation on  rare occasions, but it is not the norm.Kelvin, for question 2, carefully evaluate the numbers.  

Be willing to walk away if we can't come to an agreement, but use the occasion to let them know what I am looking for, and to think of me if they come across something else.5.