The past week has found me attempting to capture the possibilities of a year in order to fulfill the task of my twenty ninth. What can 366 days–I’m lucky to get leap year for this– yield a person when seeking to squeeze every drop of juice from them? A task such as this takes a plot and a vision to intentionally take advantage of each of those 366 days.
I’ve come up with some categories:
- Gratitude
- Adventure
- Income
- Fitness
- Artistic Expression
- Leadership
- Uncertainty
It’s likely that these categories will evolve over time, but consider this the initial draft of the list.
Gratitude
Gratitude is always a good place to start. I’ve lived 29 wonderful years and have had at least 52 people contribute to making them that way. My life’s contributors deserve a letter expressing my thanks. I will write one hand-written letter plus an email of the same letter–easier to save–per week for the duration of my twenty ninth year.
Adventure
There are adventures that have been wasting away while dangling on my to-do list for far too long. At 29, I won’t stand for it anymore. There are too many adventures to be had in this life to not get some checked off.
Income
At first glance this category seems simple, but I’m one to explain things. As a 20 year old I began to formulate entrepreneurial dreams. I was a sophomore in college seeking my next passion. The passions of my life–sports–had become less a part of it than ever before, and a melancholy tone had settled itself upon me as I fought to find what was next. I read Rich Dad Poor Dad and felt inspired to see if I could purchase a house. I benefited from naivete in that my every attempt, regardless of success or failure, made me feel proud of trying. I was swinging for the fences, and if I struck-out the skin came off no one’s nose. I was a college kid with big eyes, big ideas, blind optimism, and few real responsibilities. As a 29 year old, I’ve now spent time and energy in pursuit of more knowledge and more entrepreneurial skills. The weight of failure has settled agonizingly upon my shoulders. With each dream comes a healthy dose of “realism”. With each failure comes a multitude of questions, from myself, about whether I have what it takes. The “Income” category is where I envision a return of the fearlessness of a 20 year old being assisted by the wisdom of a 29 year old.
Fitness
Fitness is something that has captured my attention for years. I turned my attention to understanding how to achieve an elite level of fitness years ago, but the struggle has been to make its pursuit a priority in my life. I believe a seldom recognized obstacle we all encounter during our daily internal feuds over getting to the gym is guilt over making fitness a priority. It feels like the people in our lives should always be the priority. This category can be summed up as my attempts to battle that obstacle and make fitness a priority.
Artistic Expression
An appreciation for therapeutic activities has found its way into my psyche in recent years. Never before had I really understood the concept–perhaps because as a kid I did a variety of things–but as one ages it becomes increasingly easy to narrow his activities so far that he cuts out past joys. Drawing was always something I strived to excel at, then somewhere along the line I just stopped. I think my soul needs me to do something artistic again.
Leadership
Leadership is a topic I have had a passion for for some time now and have pursued an innovative understanding of it. Marrying the concept of leadership, the concept of entrepreneurship, and the concept of making difference in some creative empowering way is a very exciting concept to me.
Uncertainty
This is a catch-all, because I have become a strong believer that the greatest single culprit in putting off dreams is uncertainty. I’m determined that fear of the uncertain will not direct my life.
The posts will be picking up and I’ll provide a link to the calendar of the year’s tasks.

