You got me excited.I thought it was in Toledo, Ohio lolWong market mate.Might as well be in Toledo in Spain haha

My current primary ( scenario 1) Keep the primary for the life of the loan ( current rate is 4.5 so i dont see my self refinancing anytime soon)current home value 1,150,000Loan amount 935,000appreciation estimate 5% per year after a 28 year hold and the house is paid off I would have a house worth 4,312,000$my current mortgage is 6125$ ( piti) included My second option( scenario 2) Sell the house, walk away with $150 ,000 ish in hand and put that into a low cost index fund Rent a house elsewhere for about 3000$ ish and take the extra 3000$ im saving everymonths from not having to pay my mortgage and puting that money in the index fund as well I ran the numbers on both of these scenarios and doing what I mentioned above would break even at about 28 years meaning my stock account would be worth 4.3 million just like my house would , but the only is that holding a house for 28 year would mean 28 years of property taxes, loan interest ,home insurance and repairs etc whick I calculated to be about 1,200,000$ at minimum which raised my eyebrows to say the least Also i understand that each of these options ( stock market vs real estate ) will have there tax consequences ( long term capital gains) so any thoughts on that would be appreciated as well.  

This way, you can easily allocate expenses to the appropriate property when making purchases with your Lowes account or other accounts.You can also create separate folders or digital files for each property/entity to keep track of receipts and invoices.

From what you have posted this isnt a demanding tenant issue... this is a "you didnt inspect the property very well and fix all the needed items BEFORE the tenant moved in" issueIf your PM is responsible for the post move out and pre-move in inspections, then they did a crap job.

Regarding Scottsdale, I know you know the market well.

How do I need to structure pricing for my services too and track that as well?

Depending on how well the property is run and the rents. 

I will of course also have an attorney approve and give feedback as well. 

I'm in Texas as well (Dallas area) but we don't work with clients that have rentals in NY so we wouldn't be the best fit to work together but more than happy to chat for a few minutes.

They also have my auto insurance, and I took out an umbrella policy with them as well.