@Dmitriy Fomichenko - yes, you answered most of my questions. Thank you.
So if I have a house in a Roth 401K that I want to start using personally, and I am at an eligible age for an in-kind distribution, the property would be appraised at the time of distribution. I would not pay any tax because it was held in a Roth account. But as far as future capital gains, the appraisal value would be my basis?
It sounds like there would be nothing stopping me from maxing my 401k contribution, maxing my traditional IRA contribution, then rolling the IRA contribution directly into the 401k. Did I get that right?
And if I go from sole proprietor to LLC taxed as sole proprietor to LLC taxed as S-Corp and swap out my SSN for a new FEIN along the way, no problem. Just fill out some paperwork.
Instead of having two 401k accounts, one for equities trading and one for real estate, notes, etc., it sounds like to do what I want to do, I would move my solo Roth 401k from my online brokerage to a truly self-directed Solo Roth 401K, and then have the new plan turn around and open an account at an online brokerage, possibly the same one I just left... but the new plan could also open another account for cryptocurrency... another for crowdfunding... it could buy and sell paper... flip houses or wholesale without UBIT or self-employment taxes... and I could buy when it's good to buy, and sell when it's good to sell, and not have to worry about capital gains, depreciation, 1031 exchanges, tax on interest, and so on... did I get that right?
And if I live to the point that I don't want to deal with real estate anymore, I can liquidate everything and buy index funds. And if I don't need the income and don't want to take RMDs, I can roll my Roth 401k into a Roth IRA. And my heirs could spread their RMDs out over many years... and pay no tax.
So... unless you need the income now, or you don't have the money built up yet in the Roth 401K to do deals... is there any reason at all why you wouldn't do every real estate deal in your Roth 401K?