Check out The Only Woman in the Room: Knowledge and Inspiration from 20 Women Real Estate Investors by Ashley Wilson.

I have been reading and researching and listening to podcasts to gain as much knowledge as I can for months.

If you have a trusted contractor, market knowledge and ideally experience (either in extensive flips or doing other smaller ground up construction) there are markets that investors seem to be drawn to.

He is very knowledgeable about the whole area.

Your not gathering knowledge that way. 

If they cancel you get the few bucks that you got for the insurance.If they were insured the insurance would pay you for the entire stay upon a cancellation.Plus, if they have insurance with you only, they may be more inclined to cancel than if they had no travel insurance.Kinda like when you have the car rental insurance you may be less inclined to take care of the car as it is covered.

Your name stays on the account as the owner so in between tenants the utilities just switch back to your name so you can do make-ready.

He has a wealth of knowledge, especially if your looking to house hack. 

Comparative Analysis:Unlock the knowledge of how a skilled property manager meticulously conducts a comprehensive comparative analysis of similar rental properties in the local area.

Do you mean progressively pay off the heloc so it stays perpetually open for use?