I will say this group is national (even some international) in nature and is not the best for resource for finding local data especially in niche markets. 

Even if the property or contract were technically held for over a year, it would still likely be taxed at ordinary income rates because the nature and intent of the activity look a lot like dealer activity (i.e., flipping or developing with the intent to sell).As Josh explains, the IRS and courts tend to focus heavily on intent and the taxpayer’s ordinary course of business.

It seems that you're already aware that CA doesn't recognize series LLCs so that having multiple LLCs while being a CA resident can be costly.Most likely the state where the property is located is where lawsuits would be brought if they are something for personal injury like a trip and fall or something of that nature because the “cause of action” arose in that state.

However, that's less than ideal for me because it automates 2 separate templates (one isn't customized and explained above) and the other is VRBO's email template (which I can't find yet to edit or get rid of) which has all sorts of incorrect things such as review the rental agreement (we don't have one beyond House Rules) and how to pick up keys (we're 100% smart locks).You're exactly right with the clunky nature of high demand dates so in one case when I actually pre-approved a return client, they couldn't pay (that was the problem and absolutely with VRBO's system) despite repeated tries and another request from a different guest for those same dates overrode my pre-approval and it was a huge mess.As hosts, we have to act as if VRBO won't find a fix.

(I have experience raising money as a professional musician so this came somewhat naturally to me). 

I'm ignoring any and all appreciation in my analysis (natural or forced).The biggest challenge I'm noticing is my entry point and available cash on hand.

So it's just human nature for him to be a little annoyed.

Out-of-state investing has its own risks: travel time, reliance on contractors/managers, and the need for cash reserves if something goes wrong.It’s natural to feel like you need to “start now” or you’ll miss out, but it’s worth weighing the pros and cons of buying a $125K property in an unfamiliar market versus leveraging your capital in an area you know and trust.You’ll see plenty of posts about Ohio or other markets being “the best” due to jobs, affordability, and population trends—and there is money to be made in many markets.

No need for that in any kind of business, especially Real Estate.Some people just naturally run on fear and negativity.....realize this and treat them kindly.

Some lenders/title will also ask for an attorney opinion letter on authority.Vesting & title: Current deed vesting in the trust, preliminary title showing no restrictions on encumbrance; title company’s trust/POA approval up front is critical.Guaranty: Many DSCR programs want a natural person guarantor.