As long as you treat things with a level of fairness it will work out. 

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.   

Inevitably someone bids too high for your risk level. 

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 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) ?

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.

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

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.

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.