The main thing that has held me back in the past is that my income can sometimes be turbulent with the nature fo work I do. 

I have 2 long term rentals both at 7.5% interest rates.1. estimated value: $950k, outstanding mortgage of $574k2. estimated value: $900k, outstanding mortgage of $514k#1 cash flows nicely for me at $2500/mo, but #2 leaves me at a $400 loss each month, mainly due to the interest rate.

This is a very small company just a few people, Susan the main support person may be on vacation or sick.   

If it says, “I am a professional house flipper and intend to use the loan to purchase, rehab, and quickly resell 123 Main Street for a profit,” then this is a business-purpose loan.

This could give the ability to have a better and higher appraised value along with selling it separately from the main structure (main SFR or SMF).

I feel the main goal of evicting a tenant for nonpayment is to get them out of your property.

From there he basically went from one door to four in the space of a couple of years, mainly to due to a combination of house hacking, saving and home equity line of credits.

The GIS map designates it as a single-family dwelling, but the property is clearly set up as two units, with separate HVAC, electrical systems, etc.My main question is: Would it be possible to obtain a permit to legally convert it into a two-unit property?

The main challenge with some of these are the dimensions of your lot and configuring the site to allow the minimum stacking of vechicles.Depending on your use, a 5000 sq ft building may be tough to fit in this size lot when looking at how much parking you want/need, building setbacks, landscaping setbacks etc.   

Is your main goal to house-hack or are you looking to do BRRRR?