Once converted to a rental, repairs and improvements may qualify as deductible expenses, but pre-conversion repairs typically do not.

My starting questions so far are* If zoning allows multi-family, would I need any zoning approvals for a conversion?

Hey @Chris Clothier welcome to the conversation.

There are exceptions, like what was mentioned by @Nathan Gesner, if you are an employee of the property owners, and you exclusively manage their properties, if you're a resident manager, living in the building that is being managed, or if you are someone who manages properties owned by a single entity and have a direct ownership interest in it.

The current owner lives there and had someone paying to a trailer in the back yard all the way in the back. 

Hi @Robert B Azimi,A home that has been registered through The Mills Act, can be rented out the same as any other property, and it can even increase rental revenue as there are people who really like the thought of living in a historic house.

I lived in Cleveland for multiple months and have some great connections to help you get started investing in Cleveland.

But if it’s in the main living area and the space is already tight, then getting rid of it could help you maximize the layout.

My name is Batyr, and I’m a real estate investor specializing in co-living (PadSplit) and multi-family properties using creative finance strategies.

We live right over the apartment.