I recharacterized all my equity traditional IRA holdings over into my equity Roth IRA. So about 50% of my nwbo is in Roth and tax free (until the politicians finally screw us out of the Roth benefits.)
Unfortunately (relatively speaking) I kept most of my 401K investments in the “traditional” portion and not in the Roth option when it became available, so I have tens of thousands of nwbo shares that I will eventually have to pay taxes on out of the 401K. I could convert the 401K to IRAs in order to have additional options but for now I prefer the 401K.
I also accumulated about 40% of my nwbo shares in a taxable brokerage account. Depending on what happens to nwbo in the future I might just keep them so my heirs can get the step up and not pay tax on the (hopefully) large gains.
Worst case scenario would be if nwbo gets a cash buyout instead of a stock swap, forcing a large taxable gain. Still better than a loss :-)