The Financing is still all in the "just thinking about it" phase and I have not ran any numbers or spoken the lender about repayment (monthly/quarterly/yearly/lump-sum or even an expected pay-back date.)

Expenses incurred in 2020 absolutely can, and often must, be reported in 2021, including the start-up expenses.You're correct about taxation being ridiculously and unnecessarily complex and confusing.

Meaning, they provide the down payment for the property and receive 10% ROI (Monthly or quarterly payments) for 2 yrs then we pull initial down payment out to return to the investor.

Any taxes that you pay overseas can be deducted from your Canadian taxes provided that there is a treaty for the avoidance of double taxation between Canada and that country for that specific category of income or capital gains.If you want high yields, you'll have to get short-term rentals.

Curtis, I recommend finding an accountant that specializes in real estate taxation over one that is local.

Gross domestic product, the official scorecard for our economy, rose at a 6.4% annual pace in the first quarter, the Commerce Department reports.

Or, if 50/50 ownership on deed, is only $150K exempt (50% of $300K profit) for parent "resident" owner, leaving the other $150K profit for child "investor" owner subject to full capital gains taxation?

If the income is considerable, you are required by law to submit quarterly payments to the IRS.

SMART Goals are essential, and you need to review them at least quarterly.

Many CPAs have only a basic understanding of capital gains tax and with the pending taxation changes, this is why I recommend investing in a very good CPA.