I don't really know.
No one likes loss and I think, for me, it depends upon the loss and the circumstances.
I deal with loss of jobs / positions HORRIBLY. As in, I become depressed for months and develop a loss of confidence... well, I don't think I've ever recovered my confidence. I am actually on Disability because of a condition I have that... makes me... unable to socially function / keep work. I have had tons of jobs - typically lasting 1-3 months, my longest jobs have lasted 2, 2 and 1/2 years - mostly garbage/low pay work, with a couple of graphic design positions in between and no matter what I do... it seems like people and bosses cannot stand me. I'm too nervous with the public and it seems like sooner or later, I make some kind of boneheaded mistake or have some kind of interaction trouble. There's also the discrimination. If you suffer from panic attacks over stress, don't expect anyone in the world who's not into psychaitry or dealing with a loved one with your condition to understand. We live in a pull yourself up by the bootstraps world that is very hard on those of us born without boots. That said, despite having lost jobs many, many times, I always take it hard - there's a pervading sense of failiure that colors my entire life. So, yeah, job loss... sucks for me.
Loss of a loved one: It's been a long time since I lost someone close to me and the last time I did... I took it very well. As in, I was praying for my grandmother to die. Before you think that sounds cruel... She was a proud woman who was laid low by some horrible conditions that hit her at the end and she was suffering very much. She made it clear to the rest of us that she really wanted to go despite the efforts of doctors to make her stay. Her suffering was putting a great strain on our family - really squirrelling my mother up so, when she finally passed, I went to work (at the job I had at the time) that day after hearing the news in the morning and was totally fine because I was RELIEVED. It's weird when you suffer a family loss, but are glad of it - *because you loved the person you lost.*
A few years ago, my guy and I were forced to evict from our home due to a slew of financial problems and the landlady from Hell. We got the apartment we're living in now pretty much by the skin of our teeth. We had to move very quickly and it was over the winter Holidays. Christmas Eve 2009 was spent transferring the last of our stuff to the new place and, because of all this, we basically had no Christmas. I spent Christmas morning unpacking my bedroom. In one of the drawers of a beareau, I found a sketch I did for a painting I did about Death that I'd forgotten about some time ago (not the painting, the sketch) and it made me think... finding it... that day after the ordeals. I decided that it was okay that we didn't have a Christmas because we had a roof over our heads, and that was enough... The whole thing was stressful, but I think after it was over, I accepted the loss of a home, a holiday... a chunk of my sanity. -- anyone tries to evict me from anwywhere again, though, I might squat out of spite and leave 'em bleeding if they come to take me. *Shrug.*
I really am trying to culitivate a sense of non-attatchment in my life, because I feel like the less I am attatched to things, the less it hurts to lose them, but I'm only partway there.