Hanging on to DAL stock waiting for it to get to $X.XX is like the AA pilots negotiating strategy. It's all about opportunity cost. You can take that money the DAL stock sale generates and do something else with it right now that will have a greater probability of success sooner. Why wait six months, two years, or five years to get to some arbitrary target?

Why would you have your retirement eggs in the same basket as your paycheck? Get rid of it yesterday. It's never a gain until you sell it and put the money in your pocket. Most people can't stand to take gains. They end up riding a stock up and down a half a dozen times. They justify their inability to take gains by saying they are "long term investors." DAL is a bad long term investment. Airlines are bad long term investments. Airline stocks are trades. There's a difference.

You should never invest in the company who writes your paycheck. Never, never, never. Did I say never. Now trading options for fun in DAL is another matter entirely and it is not for the faint of heart. If you know what you are doing, it's okay. Still, I wouldn't do a lot of it. Only with money you can afford to lose.

So, bottom line is this: You should have sold a long time ago and moved on.