I'd like to continue house hacking, but because I'm a real estate agent on 1099, I need a solid plan to generate more income to help with qualification.

ADUs and their income potential are a hot trend right now in real estate investing and as usual, the conventional lenders (FHA etc) are going to be slower to adapt

You have an unrecorded operating agreement giving you 99.9% of the income, assets, losses,etc.However, this is probably overkill.   

offer a fair market price that you are happy with and then in the contract say you will pay X amount additionally over 5-10 years to equal the amount they actually want? 

@Zach Lemaster @Joseph Schweizer Thank you guys for your response and additional information. 

Those POH homes are pulling in an additional $108k over the pad income and if you assume 50% expense on those homes your drawing 54k NOI for you CAP analysis.  

I was thinking of doing rental properties near college towns as I think the income would be steady and minimal risk.What sort of capital is needed to get multifamily properties in B rated areas?

The low risk requirement eliminated lots of investment types like trading crypto, venture capital, ultra high leverage real estate deals - except for maybe a very small percentage of my investable assets.Since I’ve already accomplished tax minimization by managing to hold the majority of my assets in a retirement plan and paid the taxes to turn that plan into a Roth, number 4 is not a concern.I do invest for current income as second place to wealth preservation, and increase wealth as third place.

To do so, you'll have several different types of tax consequences to consider: property, income, gift, etc.There are several considerations that can go into the analysis of whether you need an LLC or whether a large insurance policy will suffice.

Additionally, what factors typically increase bankruptcy risk for leveraged investments?