James Zachary,Look into ROBS RollOver as Business Startup.

For example, when do you pay out the profits, are there penalties to the investors if they pull out of the fund before a certain number of years, do they roll over the profits they've made and if so, are there incentives for that other than compounding, are you paying out - or allocating - ALL of the profits to investors or yourself each year (meaning if the fund closed tomorrow would you keep the chunk of money left over after paying out the investor profits and initial investments or would you divide that chunk up between all the investors), are you paying yourself a salary for managing the fund and if so, are you also profit sharing???

In addition, you don't incur any penalties when you rollover from a 401k into a SD account as long as it is done correctly.

A few more clarifications: For your current employer 401k account, while you can roll over the entire account and still enjoy employer contributions; you can roll over any portions/amounts of the account that is fully vested.

Previous to that I was part of the rollover craze in the late 1990s and worked for the self-proclaimed king of retirement and estate planning.

I know in one of our contracts with them, the contract automatically renews for 5 years unless you cancel it a year in advance of the rollover.

You must roll over every dime to avoid taxation and any recapture.

@Chad McIver You gains are not "capital gains" rather they will be treated as ordinary income, meaning they will be taxed at your marginal tax rate.The tax law basically states that if you purchase an investment with the intent to hold either for cash flow or appreciation, then profits on sale will be treated as capital gains and taxed at the capital gains rate.But since you are flipping a house, you did not intend to hold it, and will therefore be treated as inventory and taxed at your marginal rate.Also, as far as I know, you cannot roll over your gains on a house you did not intend to hold as an investment (i.e. a house you flipped).

If you have any self-employment income or prospect of it, you could have a 401(k) plan drawn up and rollover your IRA to it.

I'm guessing they would also allow rollovers to bring money into these accounts.