Based on the context I described in the OP, I do not want to enter into a lease agreement with this kind of person; I can already tell he will not fit with my management style.

I plan to be moving back to Ontario in the next 1-2 years and will be looking to enter the real estate market; leaning towards a buy-hold-rent kind of deal at least for the first few houses I look at.

Name one.There are a couple of examples on this thread.However, off the top of my head, it is advantageous for some people entering retirement to pay off their mortgages so they get a bigger share of the income.But as I said before, it is all subjective.

As for timing the market, I don't know too many people where that is a priority, there will never be a perfect time to enter.

Anyway, all rental and sales proceeds enter the same LLC checking account and end up rolled into the next investment.I like the idea of charging a management fee to generate Schedule C income. 

I'm 99+% positive that your State RE Commission requires you to disclose the fact that you're a licensee.I'm Google sure that your state does not allow Net Listings, which is what wholesaling is.Took about 0.367 seconds on Google to find Texas RE rule:A broker may not enter into a net listing agreement unless the principal requires a net listing and the principal is clearly familiar with the current market values of real property.

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However, those decisions are the business of the individuals entering into voluntary agreements.There surely is a strong trend to legislate away the ability to make decisions for oneself.

It is not uncommon for people to face adversity when they enter any industry and those who are able to overcome the adversity are more likely to thrive.I am always trying to help people set themselves up for success.

I heard about it many times in the past but was hesitate to learn about it as it looked highly risky and competitive (you don’t get to do inspections, buy as-is, can’t enter the house until after you buy it, and so on).