Daedalus is skulking away from his hideout. He has done a terrible thing. Symbolizing the inability to accept the loss of material wealth, social position, and the loss of faith in oneself. This card represents the need to come out of the dark and to not continue to hide from others or from ourselves.
Being so focused on our own problems, can cause us to not be able to see the forest for the trees. Our sight is obscured, even blinded. We walk alone out of the darkness, but there is light at the end of the tunnel. The brightness of the moon lights the way.
Material things and a sense of self may be lost, but there are spiritual riches to be gained along the road. There is always hope, and many gifts of the spirit.
I have heard it said, that the Five of Pentacles is the worst card in the deck, but I don't think there is any particular card that is the worst, nor necessarily the best. The cards are the cards. What is important is that we pay attention, and what we decide to do when presented with the message they give us.
Yes, this card could indicate mistakes made, and opportunities missed. But we can not focus on the negative, or we will not be able to move forward. Regretting the past, and projecting into the future is a useless endevour. We need to focus on the present, forgive ourselves, improve our attitude and circumstance. We can not allow false pride to stop us from asking for help either. These proactive behaviours will free us from the burden of our loss.
Often the person who is the most difficult to forgive, is ourselves.