Considering the property has equity, dealing with directly and only you, could subject the trustee to claims of preferential treatment.

@Greg Grant  one of the most lucrative tax treatments in the US is the sale of a primary residence and 250 k for a single owner and 500k for a married owner are tax FREE no tax due . so for you 160k would not be taxed..

What a golden opportunity to make all of your growth inside that now and use the tax preferential treatment to accelerate your growth while at the same time having that money available in case you need it.  

Additionally, holding Canadian real estate under a foreign corporation will create a less favourable {Canadian} tax treatment when you divest.

Multiple treatments of both.Eventually we got it.

Desmond is not negotiating a fair treatment of people's based on their actions, he is essentially advocating (perhaps unknowingly) for equality of outcome which is a wholly unsustainable economic model. 

Your saying you will do simple low end work to learn the biz, that is like a person saying they will be a janitor to learn stock trading, sure you "may" pick something up here and there but you will not receive the treatment and experience your asking about.

Doctors were denied by governor executive orders then FDA a treatment protocol that if used at onset stops the symptoms in its track so there is a treatment that does not require a vaccine for COVID-19.

the unjust or prejudicial treatment of different categories of people or things, especially on the grounds of race, age, or sex..."

Capital gains/loss tax treatment does not apply to flip property regardless of your holding period.Consult your CPA for specific details as they may relate to your circumstances.