It has to be strategic in order to replace my W-2 income and benefits.

They would say that what you're really looking for is an investment loan and an owner-occupied loan is not something they can approve you on.So, if you plan on using the house hacking strategy multiple times, you should be as strategic as possible with selecting the size, location, and the unit in which you will be living in the properties you buy.

Almost all of my properties I go cash, there's "strategic" leverage in some.

I was kind of set to use the Apartments.com one because it seemed more robust, but all of my listing's interest is coming from the Zillow site and I'd hate to have to refer them over there.Appreciate the help!

As an investor, yu can look for continued robust sales in the months ahead, although sales will inevitably slow down due to a lack of supply.

You will need someone who will strategize with you. 

Ideally, you want to find an experienced CPA who works with real estate investors like you, can help you strategize and keep that tax bill low, and who you feel comfortable with and is the best fit for you.Good luck on your search :) 

SZ did overhaul their template library which was a help but offrs started doing basic (although not as robust) direct mail postcard management too.

If you are strategic about it,  you could probably self manage the properties until you have enough cash flow to offset a PM.

But the reason is encourage a robust investing environment.