You have to be up front about how the property is being used.Also, remember that umbrella insurance will not do anything for you if the underlying property or vehicle is not insured correctly.  

My advice to you is that syndications involve more layers of what I would call "Middle Management" - which takes money (profits you might call them) to fund.  

Do you have any suggestions on how we can secure long-term financing under these circumstances?

In Philly you actually have less rights as a landlord under M2M. 

If it holds up under these conditions, you've got a solid investment—better safe than sorry!

It seems like every city, county, and state has its own rules, permits, and tax requirements for short-term rentals, and I’m finding it overwhelming to navigate all the different layers of compliance.For example, some places require business licenses, transient occupancy tax permits, or even special zoning approvals.

Based on IRS Private Letter Rulings (PLR 200805012 and PLR 200901020), development rights can qualify as like-kind property for a 1031 exchange if they are considered interests in real estate under state law.

I was under the impression that I would still need 20% down for DSCR even if I owned the property.

I'm still trying to get more info out the situation and what may be given or under her name.

Hey there, I'm a UK National working in the US under a L1B visa.