Win, win, win.If all of your stock is currently showing gains, then selling it and taking the tax hit is way too painful in my opinion. 

@Stephanie Cabral,I 100% feel your pain, it's a really hard emotional situation.  

Happens to be my own office (commercial condo in a Medical building), so I've got a pain in the *** tenant :)Anyway, I created an LLC to pay rent to myself with and want to start off on the right foot with my record keeping.  

If it's a deal where you misunderstood the repair costs and it's not a real deal, then ouch, painful lesson.How come you didn't have a buyer's list ready before you found a deal?

I, for one can understand why he will not get rid of the truck. once you have the lifestyle you want, it's so much pain to give it up.

It was a pain in the *** to get this fixed but I finally did, thanks to some friends who were kind enough to help me re-arrange the entire garage and get the car in there (a whole day of work for 3 of us).

My brother helped me manage the properties in Mississippi but he was painfully relaxed about everything.

Selling outright and paying the taxes in today's high income tax rate environment is really painful.  

I've thought about a duplex, but at this point couldn't do any upkeep myself due to chronic neck pain, I may have been able to move ahead easier without the health issues? 

Some may say heck no, the stock market is still recovering from the recent 2008 hangover, prices aren't inflated.The income approach can be a pain when trying to estimate income and expenses for 10 years out or to decide what actual holding period, discount or capitalization rate to use some of which can be almost pure speculation but I would like to hear how any numbers you are experiencing mirrors what is happening in the stock market if it actually is.