Nice, but confusing.Our situation: FICA for kids turning 18 while working for us.So, the only thing we can conclude so far is that the age definitions in the tax law are wildly inconsistent and unclear.

First time that I am actually glad that I have to go commercial - rates are actually lower.

The tenant pool can be lower end in Winnipeg but if you invest in the right areas it will often qualify for CMHC financing in terms of affordability. 

In order to defer all of the tax you must purchase a replacement property that is at least as much or greater than what you are selling for.

Generally, there are more prospective tenants who may behave this way with lower-priced rentals.

Also, the tax benefits of the buy and holds help offset the increased tax consequences of fix and flips.

It is better suited to someone who loves Costa Rica and would like a property that they can spend a few months a year at if they would like and still cash flow after all maintenance and utilities and taxes.  

Local banks typically offer lower interest rates but might require a solid track record and detailed financials.

If you are having that much activity but cannot find the right tenant than you will want to lower the price just slightly to entice better tenants OR you can relax on your qualifications.

We took the reverse action and started lowering asking rents until they moved.I suspect the reason that one property of yours turned quickly is because your asking rent was very favorable vs. local competition.