So STR loophole there are personal use limitations: To avoid having the property classified as a "residence," which limits your ability to claim rental expenses, your personal use of the property must not exceed the greater of:14 days per year, or 10% of the total days the property is rented at fair market value

The goal is to get the property or borrower prepared for conventional financing. 

If possible, I would love to get a seasoned property manager's opinion on my most liked properties in terms of rental potential, etc.

I gave her a virtual tour of the property via Facetime tonight and asked her if she was ready for a Minnesota winter, and she told me she's actually from Minnesota and moving back home. 

In short, if I invest $100k on a new property for long term rental, I want to make sure that I can position the $100k fully as a business loss in 2024 reducing  my total taxable income by $100k. 

Answer: Will this property make a good flip?

I would like to continue to self-manage this property, but I am open to a management company.

You can create a second lien against same property, and substitute it for a down payment on the property you want to buy.  

@Michael K. do you have the property yet?

It's very user friendly and makes diy property management easy.