The biggest thing to overcome is people's perception that the area is rough and/or blighted.

This is erroneous because (a) a non-compliant QRP can result in far more adverse consequences than UBIT liability and (b) UBIT coming from UDFI does not override the financial benefits of using an SDIRA to invest in real estate. 

In order to make it worth her while you will have to answer both questions to her satisfaction.To answer the first issue of not being real to her, I use a tool I call flash cash.I will bring 1-5k with me in $100 bills and when overcoming her first objection, “I don’t want anything to do with it,” I will fan out the cash like a deck of cards and say, “I know this doesn’t feel real to you, but I am actually here to give this to you.”

Risk adverse.

Motivation is to overcome down payment hurdle for expensive houses for STR

How would I over come a financial institution that has problem with some one in second position?

@Dan ThomasAs a civil engineer, a former planning board member and someone who had to do a curb cut on Virginia DOT road for my home I have some experience in this. 100% absolutely your engineer should have been talking with DOT early on, especially if site distances are not met as that is a safety issue and one that is very hard to overcome.

By embracing innovation, fostering collaboration, and remaining adaptable in the face of adversity, we can overcome the challenges of today and build a brighter future for our communities.

Today, that is still only Jefferson County, although Madison County is gaining on them.If you take the risk and take possession of the property, and hold possession for 3 years after the tax deed date (6 years after the auction in your case) then your "short statute" adverse possession of 3 years will defeat any heir's claims the tax sale was void.

Analysis paralysis is something real but definitely have to be overcome to start.