I do not want someone "cheap or investor friendly" I am looking for someone that is timely yet thorough and detail oriented.I am looking to permit a space that has already been built and add a restroom to the existing property.

Some common methods are through strategies like charging extra fees for covered parking or reserved spaces, renting out common areas for parties or events, adding or increasing pet fees, sub metering utilities, and converting unused spaces into storage units that tenants can rent.TIP: Ensure you understand any services that are included with tenant rents and the existing sources of miscellaneous revenue, if any exist.

On bottom of garage separate from Airbnb is an office/entertainment space with restroom, fridge, and oven about 400 sq ft. 

I do it.My business rents office space in a building my LLC owns.

I am currently starting a business that will require extra space to store items.

Insurance seems slightly high but might be okay for the multi use space.

If I tackle a major reno 2 units can be two bedroom, they have the space. 

In poker, if you're short stacked (relatively small amount of chips/funds), then you'll want to focus on one hand that can net you big rather than getting chipped away slowly on multiple hands. 

I've done it in single family homes with roommates and multis where the tenant had their own space.

Im new in the investing space and im looking for more experienced commenters to give you more insight into how to navigate the financing aspect of things.On a more personal note, if you do get involved in buying a property from a family member, my advice would be for it to be a clean cut to minimize any future problems.