If we hire a company to produce a widget for us and they then hire other companies to make component widgets - we aren't liable for our contractor's deficiency with their contractors. 

Buy a few income-producing assets before upgrading your personal home.

Do you regularly see good deals that produce good cahflow from day one?

When you buy an income producing property, the income from the property gets added to all your other income as part of your qualification.

We've also used Upwork to connect with folks to produce various marketing assets, pieces of content, etc.

Does it depend on the amount of cash flow each property produces? 

The property should produce north of $1,000 cash flow after I move out of it.Purchase price is $299,100 with 3% seller assistance.

Or who is going to buy all of those bonds produced from all of that money printing.

After looking for a bit and running some numbers, the best route seems to be for me to get a triplex or a quadplex which would produce the lowest cost for me after all the rent from each unit.

However location, pricing, decor, views, and many other factors can make even neighboring properties produce drastically different returns.