Not to mention that I own log term this beautiful house in a nice suburb of houston, where all the big components are brand new and expectin Lessons learned?

I saw the post wasn't long ago but curious where you are now at with the land.  

So we are not in agreement.I sent this to my tax accountant https://www.investopedia.com/terms/p/passiveincome.asp.She sent the IRS link to me https://www.irs.gov/pub/irs-pdf/p925.pdfI wonder how your tax accountant treat your private lending interest?

Quote from @Elias Halvorson: You probably can still do an DSCR, with a letter of explanation on the lates if you wanted something now, otherwise you can wait 5-7 months until those lates are no longer in the past 12 months and do a conventional loan  with better terms.  

However, due to very, very high cost of living in Silicon Valley, and difficulty buying a reasonably sized home, and given I will remain in Bay Area long term most likely (family all here), also need a property appreciation strategy to some extent, too.

Hard to tell without knowing the place.Then you have to worry about changes to the regulations that could mean your place can't be rented short term.

Many will be well educated on their housing options guided by their brands, teams and universities, and are well capitalized and qualified on a short term 3-6-12 month basis, and I actually had a client purchase a newer townhome in Tallahassee for lease to a football player at FSU..Keep in mind the top earning NIL athletes stretch across multiple men's and woman's sports. 

Watch out for default terms, due-on-sale clauses, and negotiate prepayment penalties if applicable.

@Scott Michael GrossOriginally I was just going to move one unit over to them, but they offered me a deal if I moved my whole portfolio over to them.I hope it saves time later on when I don't have to nitpick over maintenance costs since I'll just be paying the $200 deductible - but I do worry that they'll let my properties fall apart since it seems to take them really long to address any issues. 

I would be inclined to work with them on this as long as it was a short visit.