I have no experience there, but I am sure finding the right person to trust for a long time would be an issue here.

The builder has corrected grading issues twice before where there was standing water in my backyard, but it looks like the issue was never resolved.

Considering the local anti landlord laws what would be the best way to handle this to avoid any potential issues from the legal perspective?

My brother-in-law has been financially successful in real estate, but to avoid family issues, my wife and I have resolved to be self-sufficient.

The issue is if you do a judgement because you evicted someone you need the SSN so at some point you want to collect it.

Separately, there may be issues if the executor resides in a different state from the decedent depending on state laws.

The overwhelming majority of tax liens are ultimately redeemed, so buying in your name in search of anonymity down the road shouldn't be an issue. 

Sourcing and maintaining reliable and affordable contractors without scale (although my 3rd party PMs have the same issue).

Lots of issues from taking too long with builder and permits and loosing funding to bad info from property manager about my STR.

Hi Lisa, As an investor, I have worked with all types of realtors, but for investment property I would say that you have to have an experienced realtor in investment properties or you have to have enough experience for the deal to work with.Experienced Realtor will help you with the contract (which in many cases are not simple), but most importantly with spotting issues in the property that could cost you thousands.Your concern is valid so it is important to sign a Buyer Representation Agreement, in which case the realtor has to work for you over his/her own interest (or you can sue him).The idea is not to sue them, but to make sure you trust them enough to work with them.