A short hold under a year would require you examine to ensure that you could demonstrate your intent to hold.Fortunately, you have the ace in the hole - an unsolicited offer to purchase. 

Be organized, polite but persistent, get a meeting with an examiner and leave with permit in hand.

I agree with your sentiment that the property isn't doing well for me at $450k, but when I use a calculator to examine what the price would need to be to make it cashflow, it doesn't seem fair to ask that price of the seller. 

The title company examiners can give you an opinion, but they don't want to be on the hook for that opinion, unless they are going to be making money off a title policy from the sale or purchase of that property.

If the LLC is taxed as an S Corp or C Corp, running payroll for your dad and issuing him a W-2 becomes possible.Best to consult a tax CPA/EA who will examine all facts and circumstances.

The process of completing the required education, PSI examination, and deciding on a sponsoring broker were all easier than I expected.

Spend a ton of time examining differences and learning what impacts value in your market.

The servicer often services mortgages that have been purchased by an investor in the secondary mortgage market.servicingThe collection of mortgage payments from borrowers and related responsibilities of a loan servicer.settlement statementSee HUD1 Settlement StatementsubdivisionA housing development that is created by dividing a tract of land into individual lots for sale or lease.subordinate financingAny mortgage or other lien that has a priority that is lower than that of the first mortgage.surveyA drawing or map showing the precise legal boundaries of a property, the location of improvements, easements, rights of way, encroachments, and other physical features.sweat equityContribution to the construction or rehabilitation of a property in the form of labor or services rather than cash.tenancy in commonAs opposed to joint tenancy, when there are two or more individuals on title to a piece of property, this type of ownership does not pass ownership to the others in the event of death.third-party originationA process by which a lender uses another party to completely or partially originate, process, underwrite, close, fund, or package the mortgages it plans to deliver to the secondary mortgage market.titleA legal document evidencing a person's right to or ownership of a property.title companyA company that specializes in examining and insuring titles to real estate.title insuranceInsurance that protects the lender (lender's policy) or the buyer (owner's policy) against loss arising from disputes over ownership of a property.title searchA check of the title records to ensure that the seller is the legal owner of the property and that there are no liens or other claims outstanding.transfer of ownershipAny means by which the ownership of a property changes hands.

When you examine all the sold comps and compare each of them you will likely see some commonalities within the individual price ranges. 

Basically I'm trying to examine if there are any inefficiencies/pains in the *** that can be automated away to save hassle and headache.