using the bank to agree to a set amount of stock that they will accept as adequate and that negates the wide swings you talk of.

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I understand that the Section 121 Exclusion for Primary Residence allows you to sell your Primary residence and not have to pay ANY capital gains taxes on the gains/proceeds - as long as you use those funds to purchase your next Primary residence.What I cannot seem to find the answer to is - what is the maximum timeline allowed from Sale of the first Primary to Purchase of the replacement Primary residence? 

However, the agreement to accept monthly payments may be specific to the owner himself.  

If you just hire an agent, most of them are going to charge a one-month Leasing Fee because they offer 50% of it to an agent that brings them an acceptable tenant. 

But, due to being self-employed, it is extremely difficult to get accepted for any kind of FHA loan.

@David Trujillo your father, like all Americans, has the ability to avoid up to $250K in capital gains taxes on the sale of his home using the 121 exclusion. 

This may be more of a question for a lawyer, but from a tax perspective, that's my input.It's also worth looking at the sec. 121 home sale gain exclusion to see if it might be something you qualify for in order to take advantage of the exclusion amount since you mentioned it was a previous primary residence.

The Catskills area is in deed very hot, I have sent an offer this week for $50k above asking price for a great Turnkey STR just two days on the market and the seller already accepted an offer. 

We use QuickBooks Online exclusively for all of our REI Clients but we don't use it for property management purposes (just accounting).