Hey Everyone,If I transferred some assets to either a SD IRA or Solo 401k, would I be able to provide a mortgage loan to myself as an investment? 

I know there are a lot of disqualifications such as non-like properties (SFR into notes) and the fact that my company would own both assets, but what about rolling the capital into a solo 401k, Self directed accounts, etc?

You'll have to get the financials.  

This also doesn't include my future-wife's income or financial assistance family members have suggested they'll offer.

Not sure if this is the right form for literature recommendations, regardless...Looking for good reads covering Realestate Investing, Refurbishing Homes, Assessing home values, and ANYTHING ELSE You feel would be beneficial to someone working towards financial freedom.

However, there is a way to convert a rental into your primary after the completion of a 1031 and the establishment of the replacement property as a investment asset as you suggest in your last option. 

I find people do best with what they are passionate about and what they know or want to learn.Focus on your financial goals and your portfolio.  

Hey, It's pretty hard to find a multi-family here that actually makes financial sense.

@Stephen Anderson SInce I am out of state I would need reliable property managers and need to know the economics of the same so that I can plug into my financial analysis.

Our brain is our biggest asset.