I am a pilot with the ability to live anywhere and plan to house hack every year for the foreseeable future.

My question is how will this impact my ability to purchase more residential investments and obtain financing for those properties while showing minimal cash flow on the commercial property?

I would recommend using a performance metric such as ROI to determine what the best course of action is for you.

If anyone needs any basic advice on electrical, tiling, drywall, moulding and work of that nature I would be happy to help as my abilities allow. 

Question 3: It states that the local has the ability to block it but what is the likelihood based on what is written in the law.I am sure that there are questions I forgot or didn't think to ask but would love feedback to vet the feasibility of this thought process.The new law can be found here for reference. 

You DO NOT get a copy of what I paid for materials , what I pay for labor or anything else besides a bill . 

Because I have the ability to go to college for free (g.i bill) I have also been considering going back to school to study something that could be beneficial to my business.

But I'm just trying to figure out how different factors play into each other and how to come up with common metrics, and learning what to look for to determine what a "good deal" means to me.

In terms of increased ability to rent or charge more for rent; I do not believe this will be an issue with this property.

Some of the flipping gurus say that you need to get a GC to quote you work but if you are not buying multiple properties each year and using them, that is not fair to the GC and will not continue for long.As far as estimates, you also need to determine how much you can (or want to) do yourself and how much you will need to contract out.