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To sell or not to sell, that is the question

Photo by Warren Talbot

(Ed. Note: In honor of our house officially going on the market this week, here is the post where we hashed out whether we should sell or not.) One of the myriad of questions we had to confront in our planning is whether we want to sell our house in Seattle before we leave on [...]

I plan, therefore I am

I am a Planner and not just in the sense that I love to plan. In truth I honest to goodness (who talks this way?) have the title Product Planner for software company here in the Seattle area. They actually pay me for the opportunity to look 3-5 years out and determine what functionality and [...]

Should I be spontaneous about my planning?

I worry too much. I worry that we will not have plans in place when we get to a new place. I worry that I will not be willing to let go and just enjoy the experiences that are in front of us. These thoughts consume me 725 days before we leave on our trip and now I worry that I am thinking too much. As I said, I worry too much.

   

The truth is that I really do not know yet the level we should be planning for this trip. When you start thinking about a year long trip it can overwhelm you. The feeling is wonderful, scary, and at times – all consuming. Should we book a month in Buenos Ares? If we decide to stay another week, will that ruin our plans in South Africa? Frankly, I cannot decide how much planning we should do versus just "wing it". The problem is, I have yet to determine how comfortable I will be in 2 years with spontaneity.

So, I will spend the next 2 years planning with the expectation that I can be more spontaneous when 9/1/2010 arrives.