You have to ask lots of questions and make sure you have some level of understanding about cost segregation and not relying 100% on someone else, even though that is what you are paying them for.   

I am trying to understand what is the best level of asset protection for holding these If I create a Wyoming LLC (which will be the holdco LLC) ?

Quote from @James Heller: Hey everyone -- I have a ~1000 sqft townhouse (on 2 levels) here in San Diego, and I'm looking to do some updates and modernize the place.

I don't know if this rises to that level, but it's something to consider, particularly if the tenant does sue. 

Core values that have been vital to our company’s success include integrity, ensuring we always deliver on promises and prioritize ethical decision-making, and collaboration, fostering teamwork and open communication at every level.

It's my belief that because of the age, maturity level, number of decision makers (parents & their child) that it is one of the hardest niches in buy and hold investing.

looking at their website I think investors would get a level of confidence..

Drop trying to "think like a businessman", "reinvest in your business", "level up" etc - the fewer empty words you pollute your brain with, the clearer is your thinking.Now, off of my weekend soap box. 

I am also looking at Hemlane since they offer 3 different service levels and get good reviews.

If the exit is a DSCR refinance, you will be capped at 75% LTV based on your experience level.