It’s very human to set a goal without playing it through in our mind and anticipating some of the challenges. I make this mistake all the time. And I’d probably be out of a job if it wasn’t an almost universal trait. Hiring a coach is a good way to go, but starting with these steps will go a long way.

At its core, calendar phobia is often about deconditioning from a system that separates us from the flow of our needs and desires. We might feel like we are at school raising our hand to be allowed to use the bathroom and fighting our impulses and urges to run around or rest. If you’ve only known scheduling as a tool of the systems that felt oppressive, then it’s not going to feel comfortable to start putting things in your calendar.