If I dumped all my cash into this (I also have stocks and crypto etc, so I am diversified) I could in theory generate enough income to reach my goal, however I am nervous that buying in a different metro may have been a much better option, or buying C grade SFRs and duplexes in a peaky market will comeback to ruin me, or buying apartment buildings / complexes would have been a much better option.Also if I want to buy apartments, how do I accomplish that?

And you have chosen a software program that is popular with CPA's.If you are an employer and an applicant applies for a position with you and hands you their resume done via an Excel spreadsheet, versus someone who hands you a professional resume done through Microsoft Word or some Resume software program, which one would you think would be the best suited for the job, based on both applicants having the same qualifications?

They allow tenants to fall behind and prey to their chosen deity that it will work out, which it never does.

You have chosen poorly!

From the history (real estate, stock, crypto currency) don’t end bad until it reach the super super crazy stage.

Look at properties with your chosen realtor(s). 

We have roughly $2 Million in equity today and generate enough cash flow each year to support our chosen lifestyle (which is admittedly pretty low key). 

Looking to get a rental or two with my current cash pile, I do not believe in a direction at this point in stocks, crypto, or most commodities, so I am not trading them.

On our own projects, we always make our own assessments of rental rates, and there are numerous resources for this data once you know where to look.You need to determine the business plan, i.e. duplexes vs. larger project, then have an architect layout the design on your chosen path, then run a set of number (proforma) to determine feasibility.

You see, I want to make my first purchase within the next 12 months, but I haven't actually chosen a region just yet.