The Five of Pentacles comes up in my daily drawn card more often than I'd wish, and appears at the times when I'm feeling worry and insecurity over my financial state, which is exactly what this card's meaning implies. It's not my favourite, but on the positive side, I see it as a card of transformation, if I trust my intuition and have enough faith to allow the God of my understanding to do what I can't do for myself.
This perspective has enabled me to become rather immune to my worry, and the fear of financial insecurity. Experiencing these feelings in many ways has made me stronger, given me more compassion and gratitude. The most difficult bit about being in this situation in the past and occasionally today, is, I don't want to ask for help. I know this is a common experience for many people, they find it difficult to ask for help. The problem being, this is false pride, and it makes you angry. You don't want to appear weak, or you might fear being judged, causing an individual to cut their nose off to spite their face, and now added to your trouble, you're walking around without a nose, not a pretty sight!