Hi Tory,If you will be lending and securing the loan out of state, the law of the state where you are securing the loan would most likely apply, but I'm sure there are exceptions to this.I would think that you need to check for the laws in Massachusetts also.In California and in other states, but not all, you must be a licensed to secure loans with real estate, there are probably exceptions to this rule.If you secure loans with real estate in California with a licensed broker, the loan is exempt from usury laws, again, there are exceptions to this rule like lending less than 30k in senior position (or less than 20k in junior position) and there is something that attorneys talk about regarding charging an unconscionable rate but that would be getting way too detailed...Another important consideration is that if the proceeds of the loan are used for personal use or if the collateral will be owner occupied, then that triggers a bunch of other regulations, this is why most hard money lenders only lender for non owner occupy business purpose.

Does anyone have any advice of how l should go about securing portfolio lending and other creative lending forms?

Right now I'm securing 3 lots with my own cash for Architectural review to build right after the snow melt next year.  

I had to secure a high interest split loan before the market collapsed.

Incidentally the next tenant broke the globe on it - and the mirrored closet door - and the window - phew.....security deposits... they are your friends.

@James MaherA loan is non-recourse when the lender's only security is the property.  

According to the American Land Title Association, the following types of loans do not have to comply with TRID:Home-equity lines of credit Reverse mortgages Mortgages secured by a mobile home or dwelling not attached to land No-interest second mortgage made for down payment assistance, energy efficiency or foreclosure avoidance Loans made by a creditor who makes five or fewer mortgages in a year And, in addition, 100% cash transactions (no lender involved) are also exempt.

You can always put up security cameras that record everyone going in and out. 

When posted the question,  I was more concerned with how easy/difficult it would be to secure conventional loans after having multiple mortgages.  

Any agent worth his/her weight can provide you with this information, so take advantage of it!