Filling in your 366 day calendar aka the monkey on my back

The quest to complete the 366 day calendar challenge, not to be confused by the 366 day streak challenge, is a long tough road with lots of planning and even harder if you try to complete it in an area you have been caching for a while. I had been caching for about 3 years in the area when I decided to make the real run towards the end. So spring of 2013 I was running up on the time I had done a 100 day streak the year before. At that point I decided to really try to finish my calendar by that time in 2014. So March 10th became the target date. I stopped finding new caches in the area unless it was on an empty day. I volunteered to run errands that were longer drives from home for my wife to get the chance to pick up my cache somewhere that wasn't convenient to cache during the week, before or after work. I picked up caches while traveling for work and vacations to fill in days. I even had to run out from a camping trip to grab a cache in the middle of no where.
I am now winding down the trip. With under 20 days left to fill in I have an event planned for next month to celebrate almost finishing it, GC4XN4T. Almost because I missed December 19th. That gives me one suggestion if you are thinking about attempting a streak or any of the other monkey on the back challenges, if you have the chance to get a cache early in the day, get it. That day I skipped grabbing one on the way to work because I figured I could grab one on the way home. I ended up getting out of work late and was on my way to grab a cache (much more limited options because it was after dark) and got a call from home that there was an emergency and I needed to get home. I don't regret going home, I regret putting off getting the cache until later. Now whenever I can get one in the morning I go for it. Having it done and out of the way early is a relief.
Once this one is done (almost) the next goal to complete is the Jasmer Challenge. Just one more month, November 2000, to fill in and there is a group headed to New Jersey for Gerbil Cache in April.