What I'm doing now is optimizing operations in as many ways as possible, keeping tenants happy in as many ways as possible, and doing the same for management.

There is a blind optimism you see in this forum and other parts of the real estate world that I don't see in any of the actual investors I know.

Living in sub optimal conditions to be close to work is no longer necessary.  2.

Cape Coral tends to be much better optimized as an STR market over LTR, but if it was specifically LTR's that you're looking for, Lehigh Acres is another local market that offers cash flowing B class multifamily properties 

Does not make sense, I agree.Yes, extremely frustrating, but everyone's tax situation is different, and the only way to optimize your taxes is by working with a competent tax professional. 

I am trying to sign up for the tax advantage program where they review last 2 years of tax returns and optimize. 

Unless you plan on partnering with a manager you will be building a hospitality business which includes: communicating with guests, handling resolutions, scheduling turnovers, price optimization, guest experience, and a slew of other things that come with the job.

There are markets that do both and will do both if you can truly optimize the properties revenue and profit potential.

Assume you are not the only one adding to the market saturation and run your numbers for a non-optimal year.

My perspective on investing remotely is that I will probably not do it optimally the first time, but I will gradually learn what I need to know from the practice to get better.