The goal is to ensure that the property remains viable even if circumstances change, like dealing with a non-paying tenant or a market downturn.

I like the idea of getting a great deal, so should I take a pay cut, invest in getting my real estate's license, go the CCIM route, and find a broker to sponsor me until I'm a CRE broker and earn of the commission and get into bigger deals as a GP?

Do I have to pay for assigning a contract?

You'll want to get a tax estimate if you sold in 2024 so you can pay in the appropriate amount of tax (Assuming you didn't do a 1031 exchange).

One thing to think about are the tax implications of being a Canadian paying US taxes.

Note - if you live in your property for 2 years out of the last 5, then you don’t pay taxes on the profit. 

You can stack your personal 50%s up for separate ventures while still knocking out deals without your own capital2) Read Raising Private Capital by Matt Faircloth3) One LLC with the S Corp designation to pay yourself a reasonable salary from the flip profits.

Offer to pay them off in 5-10 years at a higher interest rate.

I'm not a fan of flipping simply because I hate paying taxes when I don't have to.

If this is correct, how much are you cash flowing each month after you pay your operating expenses and make your loan payment?