From what I’ve heard, a lot of STR owners are doing the same thing to maximize their tax benefits.If you need help working through this or setting up the STR management side of things, feel free to reach out.

Curious as to opinions on this situation, there may not be a 'right' answer but sometimes others' thoughts help open up new ways of thinking.

If something were to happen with the property, such as a lawsuit from a tenant, having it in an LLC can help protect your personal assets from being at risk.

If anyone has any recommendations for an Architectural Designer or Structural Engineer who can help design and put the plans together that would be awesome.

One way I have saw this happen that may help your situation is allowing them to send the 1099 to one individual.

Making extra principal payments will help you pay off properties faster, which could increase cash flow down the line.

Regarding your 2nd floor kitchen faucet that is experiencing low water pressure, it's likely a simple fix such as the faucet aerator (a screen that helps create a smooth stream of water).

Do you know if I would be required to help them with moving costs like a month of rent, or 2 or 3 months?

The guru is too busy.Guru teaching is generally all “hands off” video teaching.

Hire the very best people you can to advise you based on your exact situation and circumstances and then let them help you implement a solid tax strategy that makes sense for you.Regardless of your position and role, this is without a doubt one of the highest leverage activities that you can do.Remember, it's not just about what you make, it's about what you keep in the end that matters most.