In our Agreement the clock starts ticking on our due diligence window only when the Vendor has provided the information stipulated.

I know that typically that there is a stipulation that you live in the home for at least one year with an FHA loan.

I haven't seen stipulations around renting out a property that is mortgaged; however, check with your HOA (if you have one) to ensure short term rentals are permitted. 

I would understand the stipulations of the program and make sure that it aligns with your strategy.

You must meet some stipulations.  

NOT ALL lenders have this stipulation, so ask your rental loan lender if they do (in advance) so you are prepared accordingly.

This is one of the stipulations.

@Tony Hayes §121 nonqualified use does not apply to the 5 year portion following the last date that the property is used as the principal residence of the taxpayer or taxpayer's spouse.If you were to move back in to the home bought in 1988, in order to qualify for the §121 exemption, live in it for two years and then sell, the Regs stipulate that you would have 8 years of nonqualified use (the period it was a rental preceding the 5 year period following the last date that the property was used as your principal residence after Jan 1st 2009).The use before Jan 1st 2009 is qualified.You will have to pro-rate the nonqualified period for capital gains tax.You might consider a §1031 exchange to defer the capital gains in addition to the §121 exemption.Hope this helps clear up your confusion!

There were a few stipulations such as having to wait 30 days after initial closing before transferring(which you won't have to worry about) and not being able to refinance in the future with it in the LLC's name.

If my end goal is to sell my property in 2019, would my move be to show the rental on my 2018 taxes and possibly even revise my taxes from a previous year to help prove the “investment” stipulation of the 1031?