I would like positive cashflow but more importantly I need a tax break (which most people don't mention here). 

That would put the landlord in a bad position. 

Or hold for another 25 years & make well over half a million in a tax advantages position?"

when I ran the numbers on this one it turns out that I will be paying roughly $500.00 more per month for maintaining a good budget!

Once you know the segment of the market you want to focus on, you'll be better positioned to move forward.

@Joshua Hawley I am in a similar position and have been exploring areas like Hawthorne, Inglewood, and Long Beach.

For those outside of the medical field that may or may not have any idea that these positions exist, we live in a 5th wheel and travel from area to area every 3-6 months. 

Other times, we offer second position loans on some of our properties that perform at 10% to 12% for private money lenders who just want passive income.

@Robert Adams dunno really, maybe I'm spoiled back from my days of buying in 2012 or 2014 but it seems hard to find things that Cashflow slightly positive (to have reserves for CapEx improvements) when having to factor in Mortgage P&I also.

I visit and analyze the property, and estimate rehab costs (with experienced inspectors and contractors), add a buffer for unexpected repairs, and provide a financial model with an ROI comparison of a traditional rental vs. short-term rental.Any guidance/tips (positive comments only please) would be greatly appreciated!