I think this is very normal and a healthy reaction to what you've been doing. When you first start on this path, you should be constantly double checking your numbers and re-optimizing the strategy. As you learn new ideas and concepts, you can incorporate them into your strategy. For example, you might start out by saving a lot, but then discover the concept of tax planning which causes you to reorganize how you save. Anytime you run into a concept, you'll go back and 'tear down' your original strategy to see if the new concept can further optimize your strategy.
However, at some point you start realizing that your plan is pretty well optimized, and you've established the habits that will lead to success. It's at this point that letting go can begin. This can be very tough initially, and some might handle this better by simply challenging yourself to lengthening the frequency of check-ins. Slowly you'll realize that you're not making mistakes and your plan is exactly in-line with where it would have been if you were checking in more frequently.
So, if you were checking in daily, try weekly check ins. Then try bi-weekly and monthly and so on. I definitely think these check ins are valuable, I do mine monthly, as there is considerable risk in online security and fraud. So I wouldn't recommend killing off your check in completely.
Also, and MMM has touched on this slightly in one of his articles (maybe low information diet, or circle of control or stoic) but at some point we need to really understand that mustachianism is a way of life and financial independence is an inevitable state that we arrive at due to processes that we build into our daily life and practice routinely. This is important so that we don't falsely attribute FIRE as a destination for happiness, because that will only lead to disappointment. The happiness should come with our daily lives...today...and we should be proud and happy in our actions right now. The constant checking in is again natural early on, but eventually can be a sign that we're placing too much emphasis on the end game rather than the journey.