@David Cozzi I recommend reading The Millionaire Real Estate Investor by Gary Keller and Never Lose a Customer again by Joey Coleman.

The deductible is $1,000, so it cost me at most a thousand dollars.Heard nothing for six months till the customer came into me office pleaded with me to help him calling the insurance company for him because his lawyer stopped taking his calls.

I ride bicycles, I travel, I invest, I deal with crazy tenants (Yes that makes me happy!)

As far as fine tuning your maintenance, CapEx, and vacancy, that should be as easy as customizing your chart of accounts to organize those accounts so you can see exactly how much you are spending in each category per property or however you want to account for it. 

That is not to say none of their customers/tenants care about sustainability, but it is much harder to sell the value proposition in those situations.

As of right now my biggest questions is once I have my first property but fiancing this property took a decent chunk of my change and say ideally the cash flow is good, how do I go about getting other properties without waiting years to save up the money again to start building my portfolio?

Personally, I think doing both is ideal - an LLC and a 1-2 million umbrella policy.

Ideally you'd want to work with  a mortgage broker that can source numerous lenders for best pricing and service.

I always respond to repair requests quickly and treat my tenants like paying customers.

I wouldn't say that's entirely unethical, but if you could find someplace on the lower end of your mortgage scale then it would be more ideal.