The number 5 represents that added something that brings the situation out of balance again.  It represents the struggle and challenge of inner and outer growth.  Cups are associated with emotions, love, pleasure in life; matters pertaining to the unconscious, intuition and the inner planes, and the element of water.   This card often symbolizes the need to let go of our emotional connection to something that has passed out of our lives. 

Gail Fairfield:  You are feeling challenged on a psychic or intuitive plane.  You may be experiencing something on the psychic level that is making your feel uneasy.  You are making adjustments in the ways you use your intuition.  You could also be going through some private emotional adjustments.

Artist's Inner Vision Tarot uses the story of My Best Friend's Wedding to illustrate the energy in this card.  Having never seen the movie, I can't comment on its appropriateness.  However I can see this card representing the kind of regret over missed opportunity this movie represents.  In the Fairy Tale Tarot, Lisa Hunt uses the Japanese folk tale of Urashima and the Turtle.  In this story Urashima is a fisherman who one day catches a turtle in his net.  Instead of keeping the turtle, Urashima frees it.  Several years pass and Urashima's boat is capsized by a storm at sea.  The turtle comes to help Urashima and takes him to an underground kingdom where he learns that she is a beautiful princess.  Her father is grateful to Urashima for sparing her life and offers him the opportunity to marry the princess and stay with them in the eternally youthful kingdom beneath the sea.  Urashima agrees but after a time comes to miss his family and friends and pleads to return above.  They let him go and before he leave the princess gives him a box tied with a red ribbon warning him not to open it or something tragic will happen.  Urashima walks out of the ocean and soon realizes that his family is long dead.  In his grief and sadness he unwittingly unties the red ribbon around the box.  As it opens he hears a noise and sees a puff of purple smoke.  When he looks at his reflection he sees that he has aged dramatically.  Soon after he falls down dead.

This card reminds me that there comes a time when we need to release our mourning for what has been lost - missed opportunities, friendships we have let go or jobs we used to love.  I think I have worked through my grief and loss at being let go from my previous job.  I realize that I had a strong emotional connection to it and, as BoyzIIMen once sang, "it's just so hard to say goodbye to yesterday".  It's time to say goodbye to yesterday and let myself moved forward into tomorrow.  Whose to say that I won't find something even more emotionally satisfy and spiritually enriching.  The reality is that I'm not the same person I was when I started at that job; in fact I'm not the person I was when I left either.  Now would be a great time to figure out what this me wants to do with her life.