You can also have multiple Named Insureds (LLC's, Partnerships, etc) on the policy as long as there is common ownership between the Named Insureds.There are several popular insurance programs in the market place that Flippers use.

This is hard for most investors because buying what is not popular is frightening.

I'm looking for a pro forma or analysis tool that would help with this project.

They don't sell you so much on their service or training, no you just see how easy it is to use their service and you end up with 20 different recurring charges for all these tools or services that hopefully work.

I have my numbers scrubbed from a program called Remine and then they're scrubbed out of my call list through a tool that I use called Mojo as well.

Not specifically but new construction is almost never the way to go, I don't know about Central CA but here in southern CA Mello Roos and increased property tax rates became really popular with new construction so where something built in 1990 would have a tax rate of 1.1% something built in 2015 could be 2.1%. 

Granted, my search has been limited to the MLS and other online search tools.

Lots like these by the lake are very popular in my area right now due to the tiny house trend.

The buyers entered the property (without permission) and made major modifications to the house(before closing) ie. taking down walls, doors, stealing tools from the garage.

If you take the self-management approach, there are definitely some tools that can help with managing things moving forward but my natural assumption is that no matter how easy the on-boarding is, tenants will probably still want some sort of hand-holding through that change management process.