The local investors will need to know their local real estate and rental markets and depending on the infrastructure the investor has in place or is willing and able to build, that will dictate how much time and effort they would need to contribute.

We are thinking of adding more in the future depending on the relocation plans.Buying a new property in Seattle will mean a new mortgage for 30 years and very likely incur a high DTI with high monthly payments.

I think this question is dependent upon location.

'well it depends'.

Don't depend on Aircover.Homeowners policy will not protect you if your renting as a STR.You need the correct STR policy to protect your property.

You could use a HELOC, but with VA loans you have an allotment so you can get loans on more than one home depending on how much bandwidth they give you.

Depending on the resort the 7/9 bedroom was in, yes, it will generally perform better than a 4 bedroom in any reputable resort, including solara. 

When it comes to furniture/design it depends.

@Brian Dolbeare This is a "it depends" question for sure, but in most cases street parking is pretty common here.

I’ve been a serial house hacker in the greater Boston area so happy to connect and share some lessons learned.Multifams inventories are quite low depending on your budget and location preferences.