I don't think your second idea is bad to ensure things are found and documented.I ended up qualifying for a SBA disaster loan that helped when FEMA would not do anything since my properties are under a business.  

Ensure you work that into your expenses when underwriting.Answering your questions:Experience - Location is really your main driver here.

My focus has always been on growth, and now that I'm in a position to make some moves, I want to ensure I’m making the right decisions without overlooking key factors.By the way, are you multi-state licensed or able to help with properties in Utah, Nevada, and Guam?

Since Nassau County home prices are high, ensuring there’s enough room for profit after the flip is essential, especially considering the potential family dynamics and the costs involved.It’s definitely doable, but being upfront with the family and working with an estate attorney are key to making this work for everyone.

None of these are deal breakers but do take time and effort to ensure compliance.In your experience, is there any difference between Fannie and Freddie loans with regards to the ongoing reporting requirements for the borrower? 

The increases are not strictly about creating more profit for a Landlord, but rather more often than not, they are necessary to keep a property in good condition (including good financial condition), meet safety standards, and ensure a comfortable living environment. 

They may have specific requirements for such a transfer to ensure you comply with your loan agreement.If you have any more questions, feel free to ask!

If a co-tenant moves out, it is YOUR responsibility to ensure the lease is updated. 

It's important to ensure that you can cover the HELOC payments from the income generated by the new property.

Even if the numbers look good now, ensure the local rental market can support your projected rents.