@Jerry W. You make a lot of great points but seems to argue for and against each point. I am probably miss understanding you.
I want to maximize liability protection while reducing all the multiple filings. Based on the discussions so far and the relatively small portfolio (5 properties). It sounds like the best option is to have one LLC holding all 5 entities. Each entity currently has a LTV ratio 80%, or more, providing additional protection by being poor targets for legal action. The insurance will be LLC owned rental property insurance. Although It sounds like this scenario does make me a little vulnerable, since there will be access to several of my properties, it reduces the paperwork and still separates the business from my personal investments. Once each of the properties gets larger, 1031 exchange and flip up to multi-family, then the value of each property would make it worthwhile to get an umbrella policy and/or separate LLCs for each property.
@Polly Stankuviene , To make sure I understand you, you're saying that the best way to create a lead to Nevada/Wyoming is to have a property there that is the parent LLC?
@Natalie Kolodij , It sounds like Series LLCs are great ideas and hopefully the way things go but just not enough momentum has caught on to make them viable options. I like @Saran Mandhadapu idea but sounds like it still would create multiple 1065/K1s during tax time.