In Virginia you must give 60 days notice that you will not renew, check your state's requirements.

Did you include the required addendum for Carbondale? 

In a few of my markets (Philly for example), the minimum stay to be considered medium term is 31 days, anything under it is a short term stay and requires a STR license.

The cost of the materials was $1,500, and including labor I’d estimate this cost me about $3,000.The property manager never ran this by me or gave me an indication these project would be completed.Our service agreement is clear that written consent is needed when costs exceed $1,000 and in this instance these were not repairs and requirements needed to rent the property.

I am having trouble deciding if I should go ahead for a few reasons, one being that I would require outside investment and the cap rate could be as low as 4%, once rents are stabilized.

By state law I’m only required to keep the heat at 68 degrees.

Given you have a disposed of asset, you would have a requirement to capitalize the new roof. 

Is he required to issue me a 1099 form for rental income for 2023 taxes?

I've worked with clients that have had to put more money up front into the transaction because the specific bank they wanted to work with required it.

Gain valuable insights into the intricate aspects of property management and develop the skills necessary to navigate the dynamic landscape of real estate management.Refinancing Strategies:Working with Lenders: Learn how to effectively approach lenders for refinancing, including understanding the documentation required and how to present your case in a compelling and persuasive manner.