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One of my goals is to improve in chess, and I have been trying to come up with a structured approach that I can sustain over several weeks. I used Plan Quest earlier today to see what it will suggest. I like that it does exactly what it promises. It takes care of breaking down the general plan into more achievable milestones, and with the help of the AI behind it, it can provide a reasonable set of tasks to achieve each milestone. The hard work is still on me to actually do each of the tasks :) Good start. It would be really nice if it can provide super-specific sets of tasks, instead "read strategy books" I wish it gave me specific books or online resources to consult for example. I'll add a vote to a mobile friendlier version that others have already suggested.
Plan Quest (Beta)