Elise, I am from NJ and my properties are in PA, my PM has never charged that. 1099-MISC is for sub contractor when you pay them, as a PM you are not paying owners because we own the property, we pay you and if anything we should be sending that to the PM, but you should be professional enough to report your income, that income for you is subject to SE tax which you would have to pay. if you are going to charge your customers to cover that cost on top of your normal rate you charge, you may not get any business.

I’m looking forward to building business relationships with other investors and transition to flipping as well as buy and hold. 

I closed my business and now with roughly 150k in debt am hungry for real estate.  

Student loans, business debt, credit cards, you name it.Would it make sense to spend a bit more on the reno and sell each unit as a condo?

Not just on the property to cover damage, but interruption if business use insurance also, so you keep getting rental income paid by the insurance company until your property is back online.

Trusting others when you don't know your own business is usually a major mistake, especially in the legal syatem.

@Eli RollinsYou're interested in starting in real estate at a young age, I'm of the opinion that it's better at your age to learn how to talk to girls.And since the thread is well and truly hijacked anyway, and no one reads past the first page of comments, it's a good place to attempt to put together the argument I've been trying to make more cogently.The figures that I quoted above -- that 98% of millionaire households in the USA in the 1980s were run by a married couple or widow/widower, and 95% of millionaire households in the USA today are run by the same -- come from two different research-based books written by business school professor Thomas Stanley, The Millionaire Next Door and Stop Acting Rich...And Start Living Like A Real Millionaire.Stanley died a few years ago and his daughter/research partner is coming out with a new book later this year revisiting the compelling arguments he made about the typical ways that wealth is built in America.

The chart I posted below looks at the business growth across the US in all markets.

Do people and/or businesses have a history of rebuilding?

I'm reading the NOLO Every Landlord's Legal Guide, and it states that you have to post the Fair Housing Poster where ever you conduct housing related business.