We all do the same thing, we just call ourselves different names and carry similar but different licenses:- CPA - Certified Public Accountant- EA - Enrolled Agent - Accountant - Tax advisor - Tax strategist- Tax consultant - Tax plannerIt all means basically the same.

It’s the most dangerous thing we do everyday, we carry liability insurance through our personal auto policy.

Is there a funky property tax issue that arises with the collateral that is a local municipality error and can lender quickly analyze the situation, assess and articulate the risk and allow draws to carry on or will they make the life of the borrower miserable?

If so, I'd look into that before a DSCR loan to avoid the prepayment penalty DSCRs carry.

A single property is simpler to manage, carries lower financial risk, and offers streamlined tax reporting but may generate taxable income sooner.

Do the homework on a DSCR option as part of your original analysis.Thats the other thing--yes you may carry more in costs, but your risk profile on an A class hood is much lower. 

Did you use a local bank that agreed to a Seller Carry in second position?

On commercial projects it’s all over the map depending on the client and/or project specifics but typically we carry all of those costs until we’re 30 days into the project and invoice for work completed to date.

So how many times did you have a Due on Sale Clause enforce good question when my dad started this in the late 70s and I was a new agent working with him. it was all owner carry notes  very few banks notes.. as such we never had ONE called that I can remember.  

These expenses can create a paper loss, which may offset other passive income or carry forward to future years.If you qualify for Real Estate Professional Status (REPS) or actively manage a Short-Term Rental (STR), the losses can be applied against your active W-2 or business income, reducing your overall tax liability.