Update: I failed. I literally only met the goal 2 or 3 days out of the 30. I would say I feel defeated, but it has been a busy time in many respects. I’ll think about a more reasonable goal at a more reasonable time.

The Challenge

For the month of September, I have decided to take on a challenge. The goal of the challenge is to build a more consistent writing habit. Daily success is measured by 500 words written. I’ve wanted to build a better writing habit for years. Posting more content here has always been a big motivation, but obviously not enough to push me to write more regularly. My hope is that by doing something every day for 30 days, I will form the habit.

Potential Risks

  • I’ll have no desire to write after a few days
  • I won’t have anything worth writing about after a few days
  • The structure will make my writing more robotic
  • I won’t be writing because I enjoy it

Potential Rewards

  • After this month, content will be posted to the site regularly like magic
  • I will form good writing habits
  • My writing will continually improve throughout the month
  • Site readership will increase due to more regular posts


Most of my writing will likely take place on my phone or my iPad. I would love to sit here, lie and say that I will set aside time to sit in front of my iMac and crank out post after amazing post like Stephen J. Cannell at the end of an episode of Hunter. While the desktop computer in my makeshift home office is great, it isn’t where most of these words will be created. This post is being written on my iPad. This is actually the second time I have written this post. I wrote it to the tune of 542 words last night and then proceeded to accidentally delete it with a poor default action step in the Drafts app.

I want this exercise to also filter my toolset. I want my writing workflow to improve along the way. I want to know what apps aid my writing and which ones should be deleted because they add nothing to the process. I want to find the groove in the technology I have at my disposal so that future efforts aren’t over complicated by the plethora of cool apps or devices I have built up around me. I can see why an app that is available on all the platforms I use that also syncs the data from one instance to the next would be an obvious choice. I can also appreciate using the best of the best apps on each platform and letting sync be carried out by Dropbox or some other external syncing or file storage service. Needless to say, I’ll keep readers informed along the journey.


I should clarify that the goal is to write 500 words each day. It is not to post to this site daily. It is also not to make sure all posts during the challenge are a minimum of 500 words. Some of the words I count towards my daily goal will never see the light of day on any website. Some will be components of larger efforts. What I have decided is that only words created outside of my day-to-day real job” will be included towards the goal. I have never counted how many words a day I generate answering and creating emails, writing code or having conversations through instant message/IRC. Counting those towards this effort would simply be pointless. It wouldn’t develop any new or good habits.


Consider the starter pistol trigger pulled. This is day two and I’m happier with this version of the post than the one I wrote and accidentally deleted yesterday. Seems like progress to me.

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2014 Sep·03

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