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The idea of a Hope Letter with realistic resolution sounds to be an excellent idea. When writing a letter to self, it creates a vibe of positive emotions. When the letter is realistic, it can create a vivid positive visualization in the person's mind boosting his/her self confidence resulting in better chances of success.
I also like the idea of hope letters! For me it taps into my desires (hopes) and then my feelings of how I want to feel when I do realize that end result. It also feels less 'stressful, yet the critical key for me is that I take action towards those things that I'm hoping for!