One is a hair stylist, two flight attendants, one event caterer, one wedding/event planner. 

And I am seeing info that typically they are only available for 55 years old or older, but could be worth exploring with your employer or a financial planner.

That will be plan C.I normally get most of my business from VRBO at top dollar.I have lowered the price some due to the situation and I have been tearing it up from the bargain shoppers and non planner's on Airbnb.So I am happy for the moment but want to get back to the higher paying VRBO customers.

Now I am being approached by a financial planner and several other people wanting me to bring some capital to several other investments like a storage facility and apartments. 

As a real estate investor, it is common to get criticized for investing in real estate versus putting every penny in the stock market (especially from financial planners who want that trade commission/fee).

Talk to your financial/tax planner also.As well, a common phrase in the building trades, is "pay me now or pay me later".Buy the insurance.

There is not really a "best" niche my good feller.If you are a good planner, and you can organize a crew and set deadlines and stay within budget... flipping would be good for you.If you are a good sales person, you will be really good at wholesaling.What are your strengths, what are your weaknesses... your best niche depends on that.

This drives exponential scale financially and in life which is the ultimate in passive.Additionally, I know several Canadian financial planners who say that many of the tax benefits we enjoy in the US on RE are very limited in Canada.  

I’d recommend speaking to a financial planner and setting goals with them.

I am working with clients in San Diego and Florida and I need to hire the equivalent of a Town Planner (Australian professional) who will work with the client and walk them through the subdivision, zoning, code, property appraisal, residential building options, etc.