Apparently, because rates increased here so astronomically in the last 2 years, the insurance industry believes their numbers are correct with the risk.If you have the correct coverage @Marc Shin, you should be covered (although you should also have budgeted or baked-in costs for minor issues/damage).

In beach markets, in ground pools tend to increase revenue 20% or so. 

It’s worth considering the trade-offs between the stability of income and the increased oversight and hoops you'll have to jump through.

A coach makes sense if you are 23 and want to increase your skills enough to earn a living with the sport.

We all know 'housing affordability' is one of the hottest political topics as of late but I'm not seeing any commitments to increase inventory. 

It has gotten increasingly frustrating to deal with inadequacies and complaints from my tenants as far as payment processing.

Who cares about lifetime interest costs, except to the extent you can easily lower them (refinance to a lower interest rate) to increase your cashflow.

The Highway 64 property presented a great opportunity due to its low acquisition cost and potential for substantial value increase.

You already mentioned Mid term, which can be a great way to increase cash flow.

There are a lot of ways to crash and burn, so increasing the odds of succeeding long term should be your highest priority. you can always sell your local assets once you're comfortable managing rentals and ready for a market that better-suits your criteria. btw, kudos for being self-aware of your limitations.