It depends on if your priority is immediate cashflow or longterm appreciation / tax benefits. 

If we are unable to reinvest all required amount for 1031 exchange, what portion of the gains get taxed ?

A DSCR loan, or Debt Service Coverage Ratio loan, is underwritten to the property income instead of your personal income/taxes/debts.

I then turn over this expense notebook to my CPA so that he can use it to offset my taxes. 2).

Additional expenses include property management at $142/month, property tax at $1700/year, and other costs like insurance and maintenance.

Trying to determine how much longer I should do my own taxes. 

And remember to declare your rental income on your taxes so you can use that income to help you qualify for the next house hack!

There's certainly no right or wrong answer, and as you say, everyone has their own opinion, but generally I think you will find most people on this site having the opinion that such an involved structure may be overkill (of course, no one has a crystal ball either).California is generally more cumbersome than other states when it comes to taxes and filings.

Consulting a lawyer and accountant when tax season slows down but has anyone done this? 

As the documents read in state federal courts such as Connecticut and Maine and probably other court locations.