<prompt> Human: I own 14,000 shares of my employers stock worth north of 700,000.00 in my 401k. This is large part of my 401k. I know this is risky but it has been on a 10 year run and just could not bring myself to sell it. The bad news is I am soon going to be 63 yo. I want to liquidate it. It is a NASDAQ company with average volume of 50-60k. I have no restrictions on selling it. My thoughts are to sell 1000 shares a week for 3 months and allocate the proceeds to 5 different funds with a focus on stability. Does this make sense? Assistant: Before you sell the stock, you should talk to an accountant about the possibility of Net Unrealized Appreciation. You could save a ton of money on taxes.Human: Wow, thank you for this advice. I did a quick read of the Fidelity page on NUA and that was eye opening. I am in some of these shares as low as 17, so the NUA rule would save me a bundle. I already have a call into my guy that handles my IRA and when I retire my intention is to roll my 401K into my IRA. Thank you again!!  <response>: He gave you good advice and at your age, you NEED to get it out of a 1 stock option. Way to risky and honestly the concept would be the same if you were 20. 