The easiest way to avoid the licensing issues is to simply lend money, or buy paper on investment properties. 90% of the states do not require a license to originate, lend, or buy and sell paper if the subject property is Non Owner Occupied, ie: Business Purpose Real Estate, ie Investment Property. 

@Shai Galapo two methods I would suggest here.  

If you want to gather emails and do some email marketing, there's a new company that many hosts have been pretty happy with....Go STR MarketingI will check into this company. i don't think this will be a substitute for StayFI as you still need a better method of capturing data beyond just the contact date you get from your PMS.

If the only debt problem is the mortgages, attempting a short sale would be the easiest way out of this, with the fastest recovery time.

Not sure if this is the most recent post on land flipping,  but I came across another ed platform -  The Land Method and Land Riches Blueprint. 

Then: I want the lowest interest rate possible.Now: I want the easiest bank to work with.I think my investing career has gotten easier and more fun since I've changed my mind on the above 3 items.

With that being said, owning your primary is the easiest way to move forward with a refinance, however, it is not a hard stop if an investor doesn’t own their primary.

Hello Brian, when you own a property "subject to" the existing mortgage and are considering reselling it using the same method, there are several important considerations and potential restrictions you need to be aware of.Due-on-Sale Clause:Most mortgages contain a due-on-sale clause, which allows the lender to demand full repayment of the loan if the property is sold or transferred.

She earns points on it, which is the reason she's using Bilt has her rent payment method.

I think FHA or conventional 5% are going to be easiest for you to apply.