I might have some different thoughts as far as your statement on easily and reachable goals. I think a much more effective technique is achievable but challenging and out of your comfort zone goals, that can be easily categorized as a success or not. (i.e. Instead of learning the guitar - I hope to learn 5 songs on the acoustic guitar by December)

My personal biggest goals are: (short-term)Get a job at start up that puts me in a position where I get to work hand in hand with the founders => Get involved with Angel Investing by forming relationships with existing ones => (long-term) Assemble a team and be part of a start up from the ground up => Get involved with the Angel Investing community as an investor.

Also, Tim Ferris has some great thoughts as far as goal setting if you are interested.