Some are basically renting out bed space and require tenants to sign an agreement to stay clean, and be tested upon request, with failing the test potentially leading to immediate eviction.

In your example sell the $2 mil building (assume there's $600K of debt remaining so there are 1.4 mil in proceeds). 

but if you have $0 in savings, thousands of dollars in credit card debt, and have never set foot inside an actual house for sale, you have no business paying for coaching, or buying houses. 

Every aspect of real estate is syndicated from ATM machines, farms, to multifamily to debt funds. 

And my current DTI is basically zero as I have no outstanding debt or living expenses right now.

Please note though this is an asset on your estate and if you have debts those also need to be resolved/paid which could complicate things - thus why I strongly recommend an estate planning attorney and a real estate attorney.

Finding a condo complex that is STR-friendly can lead to a better investment.

Some DSCR (Debt Service Coverage Ratio) loans don’t require current income, focusing instead on the projected cash flow once you rent the units and building.

We have a lot to be excited about in our market! The gift that keeps on giving! 

Yes, you can ultimately own a property with little/nothing out of pocket when you're done - but when you reposition with today's rates even moderately leveraged stabilized assets can be hard to find cashflow with debt service and a realistic operating expense load.