To top it all off, any future updates were and are always available to all of Rod's students.

Though I expect that to increase in the future when more ADUs are constructed.

The overall LTV (including all 3 mortgages) will be key and your selling point will need to be that the 2nd mortgage ($8k) will burn off in 2.5 years (based on your surprise that it was even out there, I'd recommend that you follow up in 2.5 years and ensure that it's been satisified, so that it doesn't surprise you again in the future).Does the $8k grant vest over the 5 years? 

I would love to make a move before the end of the year and so I keep trying to decide which of the following is best for me:1) Buy 1 more expensive CA property near here, and thus a better tenant (less likely to cause issues), but lose a little bit of money every month due to the current numbers, while hoping for future appreciation? 

And given syndications are a marketing game more than a real estate game, it begins to give you real marketing content to share with the world to help drive new leads for future deals.

A project like that will probably take 6 months to 1 year, so what's your expectation for future rents?

Should i ask the downstairs tenant for the footage to have as proof to have and document for anything in the future? 

Everything worked out and see DSCRs in the future.

You might also want to look into supplemental insurance for future stays, like Proper Insurance or Safely, to cover situations where Airbnb’s support falls short.I'd be happy to help more.

Given your financial constraints and the property's ineligibility for historic tax credits, this approach allows for reinvestment into assets more aligned with retirement account rules.For future real estate investments, you don't need an LLC for tax reasons.