5 Tips for Better Scheduling

“These things, they take time.”

Gabe Newell (1962 – )

It took me about 3 years before my scheduling skills were good enough to actually rely on my calendar. Today, scheduling is an integral part of my daily life and it’s a skill I’m happy I decided to take some time to develop. With better scheduling came better performances at work and school, plus I was forgetting less and never double booking myself. Here are 5 tips from my years of practice.

A few lessons from years of experimentation and research…

Start by Scheduling High Priority Events First

When I build a schedule, I start by scheduling the highest priority events first. This ensures that I have enough time to get the important stuff done. Everything else comes after. If I didn’t know what to schedule first, I would take some time to reflect on what I would be proud of accomplishing by the end of the day. The famous business consultant, Jim Collins, says “If you have more than three priorities you have no priorities.” Get clear if you aren’t. Open a fresh schedule and start with the important things. During my semesters sessions in college, I’d make sure I would schedule my classes first. Nowadays, when I’m building a new schedule I start with my work schedule on the ambulance since it’s the least flexible commitment I have.

Plan Everything to the End

I cannot even begin to express the amount of half-baked plans that have ruined otherwise great days. From not studying everything I should for my exams to wasting time being bored with my friends, not planning to the end has totally blindsided me time after time.

Robert Greene talks about the utility in planning to the end in his book The 48 Laws of Power, which is on my Must Read List. It’s Law 29 and I highly suggest checking out the whole book, at least that chapter.

It really would have helped if I took the extra 5 to 10 minutes (or even 40 minutes) to bring my plan all the way rather than complacently telling myself “ah, this is good enough.” Planning everything to the end helps with managing overwhelm and gives you a clear finish line. Just the planning to the end in itself (not even executing your plan) is a great exercise in patience and foresight.

Immediately Schedule when a Task will be Done

And by immediately I mean right when you find out you have to do it, schedule it. I like to put it down in some free space for then readjust it to a more reasonable spot once I get a free moment. If done properly, this prevents me from forgetting the little things that slip through the cracks. And as long as I maintain integrity within my calendar, I can consider that task already done. Honestly, I probably open my calendar app more than any other app!

This really helped in college when I was drowning from the flood of assignments. I would always ask myself “Where am I going to find the time to do all of this?” As long as I scheduled something in my calendar, and I knew myself as the kind of person that follows through on my commitments, then I didn’t have to worry about how or when this was going to get done. This little tweak helped me be more present, which allowed me to perform better in classes and have more fun when I was enjoying my leisure time.

Be as Specific as Possible

Set up a time AND place. Be as specific as possible. Leave nothing up to choice when you schedule something. I find that having to make decisions increases resistance.

For example, if I wanted to study I am going to

  • schedule a time I am going to start and stop
  • decide which library to go to
  • which chair to sit in
  • which back-up chair to sit in
  • which subject to study.

When you schedule something, do yourself a favor and make as many of the decisions early on as possible so it can be an effortless process when you’re on the go.

I want to leave as little decisions for Future Chris as possible because he will do anything he can to wiggle out of a less than ideal situation.

Best selling author and social psychologist researcher Heidi Grant Halvorson argues, it is not enough just to articulate what needs doing, it also requires clearly laying out what needs to be done, by who and by when. This is know as If-Then Planning. Halvorson also makes many decisions early on too. Planning the choices that I make has saved me tons of time! This is a huge secret for getting myself to do what I say I’m going to do.

Schedule Entropy Management & Downtime

First, let’s learn a little bit about thermodynamics. There are three (kinda four) main laws of thermodynamics, but we’re just going to focus on the 2nd law for now.

The 2nd Law of Thermodynamics states that the entropy of the universe, if viewed as an isolated system, increases over time.

So what’s entropy?

Entropy – en·tro·py /ˈentrəpē/ – noun – lack of order or predictability.

The first time I heard of entropy was during the thermodynamics unit in my AP chemistry class. Actually, I was absent that day and my classmate, Matt, explained it to me. He told me the easiest way to think about it is as a measure of randomness. The more entropy there is, the crazier things are. I think its so funny that there’s a way to measure how chaotic something is.

So what does this all mean?

It means everything gets more chaotic over time. This applies to your calendars, finances, grades, anything. Don’t believe me? Just watch what happens to your room if you don’t clean it for a year. You could neglect anything for a month and watch entropy increase indiscriminately.

The natural state of things is that they decay and become more entropic. It is not the default state for things to get better, or ever work properly. So we have to actively maintain the entropic growth that naturally occur in our calendars.

Yportne (2019) – Christopher S. Mukiibi

How do we stop our lives from getting too chaotic?

The best way to manage the chaos is to schedule time to manage it. Since we are aware that things get more chaotic over time, we know that we have to set aside time to restore order.

I literally schedule time in my calendar to clean up any of the inaccuracies or mistakes in my calendar. Just like when we have to do our laundry, clean our rooms, or take showers, we need to set time aside to clean up our calendar so it can help us. I like to schedule in an entropy management (EM) session at least once every two weeks.

Sometimes I have longer time periods when I don’t have an EM session but then I notice my life starts feeling more stressful.

Some quintessential signs that I needed an EM sesh were:

  • feeling like I didn’t have enough time to do everything I wanted
  • accidentally double booking myself or miss appointments
  • forgetting to do my assignments
  • feeling spread too thin
  • feeling like I’m reaching my limits

Scheduling downtime is a concept for the people, like me, who get so excited when working on something that they forget to attend to their other responsibilities. Honestly, sometimes I forget to eat, sleep, or even go to the bathroom when I’m pulled into my zone.

Downtime is a time of inactivity or reduced activity in order to recover and allow better performance for the primary function.

Sleep is a fantastic example of downtime in nature. Our bodies have to rest for roughly 8 hours a day to function properly. There have been plenty of studies done that explain how terrible losing sleep is for us. Creativity is one of the first things to go when we don’t allow ourselves time to rejuvenate, and when we lose creativity, we lose our ability to problem solve. If you are interested in how sleep affects us, I highly recommend checking out Dr. Matthew Walker’s research on sleep. It’s alarming to say the least.

I schedule downtime every single day. I usually have my downtime at the end of the day (after 10pm), but sometimes I’ll take a few moments throughout my day if things run a little ahead of schedule. I like to give myself some contingency time in between my scheduled events. I simply leave an extra 15 (sometimes 30) minutes in between some of the events just account for this.

I’m not as efficient, but it takes real life into account. Sometimes things run a little longer than expected or shit happens and we will need that extra time to make up for it.

Plus, if we don’t have a few extra minutes to enjoy a beautiful moment in our lives, then do we really have a life at all?

This is a skill like everything else and takes a while to become proficient. Remember, it took me 3 years before I could really count on my scheduling skills. The first 3 years were months of me making mistakes and figuring out what works best for me. I’m still tweaking things and developing myself in this skill every day and every day that I do, I am making my life a little easier in the future. Scheduling is for everyone, we just need to figure out what works best for us as individuals.