My overall goal is to generate monthly cash flow, and my current property might be a better rental option since it has equity.I’m also considering starting a business and purchasing the next property in the business’s name.

They may get paid on the 3rd and need to not initiate a payment until their paycheck hits their account to avoid being overdrawn.I personally have a 5 day grace period and rent is considered paid when the transfer is initiated.

Leverage is were the return is largely generated. 

My goal per property is to generate a minimum of $500 cashflow per month. 

I can get it with a DSCR loan now and would not live in it initially, but would want to eventually move into it 6-12 months down the road.

and also like what I do Utilize as STRs: You furnish and list these properties as short-term rentals (STRs) on platforms like Booking.com or Airbnb.Generate Cash Flow: The higher rental income from STRs, compared to long-term rentals, allows you to cover your mortgage/lease payments, generate positive cash flow, and potentially have funds left over for further investments.Positive Cash Flow: STRs often generate higher rental income than long-term rentals, allowing you to cover your costs and potentially profit.Tax Advantages: You can often deduct expenses related to your STR business, such as mortgage interest, property taxes, and maintenance costs.

Quote from @Mark Sullivan: Quote from @Tim Delaney: One missing piece of info here is how much cash you have available to invest at the moment.My initial thought was sell LLC B and hopefully you have a few hundred thousand available on top of that to buy the new building.

I don't know if shifting to MTR could generate greater interest but it doesn't solve the marketability issue and all you are doing is punting the root issue down the road. 

I am offering 15% interest on the initial investment plus 40% ROI after a six-month grace period.

Hey Spencer - It sounds like a great idea to generate some extra income with your empty room!