Are your plans defined or undefined? Are they flexible or inflexible? These distinctions are the key to fostering long-term motivation.
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I haven't done the Grouse Grind since last summer ... and before that, I hadn't done it in about 15 years. So, last year when I decided (reluctantly, I have to admit!) to give it a go, I was truly happy to get to the top in a respectable time.