Question 3:  Is all of the knowledge needed to  pursue any of the careers mentioned in #1, exclusively found in the classroom (paid for), or is it supplemented and enhanced continuously after you have "paid" you dues?

Use the 80% to cover rehab, and supplement with friends / family or hard money to finish the rehab.

Then good investments can start to multiply. 2 years into my house hack of a multi I am at 23 units, quit my full time job and only work part time to supplement my rental income.

Short-term, I'd love to learn how to flip homes to gain capital to supplement my long-term goals which is to invest in apartment buildings.

The MS Wind Pool was created shortly after as a supplemental plan one could add if their homeowners policy didn't have it.

Some require their application, which I supplement with additional pages, or some allow any format.  

Thus is what peaked my interest in passive investing as an alternative income stream to supplement what I earn now. 

I am looking to supplement my retirement and my income with real estate, probably single family homes in the rural communities around Waco.  

But if you hate your job and daydream about about a million ways to kill your bosses, you may want to fast track the plan and supplement it with a part time job.It all comes back to comfort.

Remember when starting out investing is financially taxing and not a way to supplement your income it will be a draw on your income.