Plan is to purchase assets in the Louisville area to start but open to funding deals in other markets.

We plan to use short term rentals to cover the mortgage/monthly payments but with the skyrocketing property taxes in that area, I'm concerned we may not be able to net enough. 

You will almost always pay more than you initially planned.

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I plan to do cost seg study and get bonus depreciation (and will actively participate as per IRS rules) but need to confirm if this would still work if buy STR under LLC and I can still be eligible for that STR loophole?

Plan to sell all POHs, seller financing, or cash sales.

My plan is to purchase single family homes/townhomes for long-term rental, and benefit from appreciation over decades.

Hi Lynn,Not entirely sure what your plan is for the property the HELOC is on.

Do an ARM, buy down the rate or plan for the future refinance. 

What is plans with driveway?