Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.

Now the fed is expected to begin cutting rates and we may begin to see greater separation between bank and alt. lender rates but if the fed cuts rates slowly as predicted  there is likely still a window where alt lenders will be competitive, especially in the scenario I described. 

I’ll get a better interest rate on the property as compared to an investment property since it is an owner occupied conventional loan2.

I think it depends on your integrations and the settings available, but 50% pro: more people can afford to book it now so possibly higher occupancy rate; con: you better make sure your systems are in place to check and double check 100% collected before check in.

It's best practice to remove them, spruce the place up, and put in new tenants at market rate that have been screened and approved by you.

If I do a cash out refinance and assuming I get a loan rate of 7.5% that would put my monthly payment up to $1800.

Once you figure out pricing for weekdays, you can also start offering those additional weeknights to your weekend guests for a discounted rate.

If you in fact purchased a tax lien under the new system (people bid down the interest rate) then you are not allowed to set foot on the property and you certainly cannot cut the timber until after a judge forecloses your liens, quiets title, and orders the clerk to issue a deed to you.

I would recommend reaching out to a few local loan shops, and highly recommend credit unions in today's rate climate, to see what products are right for you.

You should look into something called CoHost Market - it's a marketplace where local hosts market themselves and their generalized fee structure for managing your property.