I have tried going through the conventional route of HELOC and Home Equity Loan for my primary residence.

Who is your primary customer, what is your RevPAR, what financing terms are you looking at, who is running the daily operations, are you looking to get under a major flag, i.e.

Get the primary under your belt.

That being said, Zillow is also the primary site in my market for rental searches, especially SFRs, so I have no shortage of tenants seeing my listing when it is available.The one downside, which is minimal, is even though the tenant pays rent through Zillow on first, and I get a notice that rent was paid, it can take 5-ish days to arrive in my bank account.  

It seems in order of increasing profitability:LTR < MTR < STRGiven that I'm based in the Denver metro area, unless I'm occupying the property as my primary residence, STR is out the question, as Denver has cracked down on the short tern rental laws.

For example, suppose your primary residence, rental properties, and employment are all in the same area.

I currently own a duplex and a sfh (my primary resi) on the south side of Chicago.

I have 1 SFR  that is paid off and my primary is also paid off.  

We also sell some of the duplex as 1/2...so sometimes it is listed as duplex, the pictures make it look like duplex, but really it is 1/2.Another strategy might be to buy 1 with 5% down, live in it a year, then move to the next one as a primary and use 5% down and repeat as long as you can...and of course if the numbers work. 

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