Being raised in a traditional Filipino family, I knew right off the bat that my parents wouldn't be supportive at all of the idea.

@Jovan Hsu, traditionally residential is valued differently than commercial.

Those are all advantages you bring to the table that traditional buyers can't.

So, in a listed property transaction (Which this WAS NOT), you traditionally have a SELLER, represented by a SELLER’S AGENT, and a BUYER, represented by, you guessed it, BUYER”S AGENT.

I've read that traditional banks will offer around 4 mortgages, and then it gets much tougher, probably requiring new avenues such as portfolio lenders, but I wonder if we could even get those first 4 mortgages?

This means your buyer would only need to take out a traditional mortgage of $300K.Also, I believe (don't quote me) that in this scenario the buyer would be able to avoid paying PMI as the balance on the first lien would be less then 80% loan to value.  

We both have traditional incomes coming in. 

Depending on your market, you will likely get a higher price than if you do traditional wholesaling.  

If we're talking in the sense of "traditional," investing with traditional financing means then yes there is no more 10% down.However combining creative with traditional investing can often times allow you to put down 0% and even end up with cash back, cash flow, and a property.

This question is aimed particularly at seasoned investors near or at retirement age or investors who also are certified financial planners:Once you reach retirement age, what percentage of your portfolio reasonably should be in real estate vs. a traditional IRAs or other financial instruments?