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Creating a Contingency Plan

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Focusing on only the important stuff is the most valuable thing you can do for yourself.

Summary: This article details why failure is a powerful tool for reflection, and necessary part of life. It then goes on to outline a powerful method to plan for future success by cutting out anything that isn’t essential to your own values.

Failure is Important

Last month, I had the idea to write an article each day for the month. How long did that last? Only five days. No matter how you look at it, that is failure. And it’s not just about the fact I didn’t manage to beat the challenge, it’s more about the principle of the matter. The fact that I failed to keep a promise to myself and others. Why did I let this happen? I think more broadly, it needs to be asked: Why do people do this — so often — in general?

Before I get into that, though, let’s take a look at the bright side of the situation. I managed to write two longform articles that I’m proud of:


The only reason those posts got written was because, for the first time, I had to churn things out. Challenging myself to write each day for a month made me think long-term and plan out a schedule. It made me think of different topics to explore and ideas to experiment with. In the past, I’ve truthfully just written when inspiration struck.

Not only that, but I joined the Medium Partner Program last month as well, which means that I got paid for these stories. It’s the first time I’ve ever been paid for my writing. And seeing that was a wake-up call for me. I was shown that if I put effort into my work and plan things out, then I could make serious side-hustle out of Medium.

That’s why failure is so vital — it means that you’re going in the right direction. Having a challenge creates a sense of urgency — a fire underneath your ass that pushes you to actually get things done. If you’re constantly comfortable in life, then you aren’t pushing yourself. You’re a plateau on the verge of decline. A lot of intelligent people would say that failure is a needed stepping stone on the path towards success — but I would disagree. They’re more like positive and negative currents of energy — both being equally needed and powerful.

I have had a lot of failures in life. I’ve made a lot of mistakes that I regret. But all of those actions and consequences have lead me exactly where I am today — with my words in front of your eyes. That’s a powerful thing.

That’s why I realize I need to try harder. I need to take larger risks and allow myself to be more open and vulnerable. I need to look beyond the day-to-day regime that I have in place. Getting serious not only means potentially profound failure — it also means finding and creating deeper and more meaningful purpose. With this article, I’m taking a step back to just sit and think. To adjust what I’m doing and revise who I am — and with the new year just around the corner, I think there’s no better time.

Creating a Focal Point

Back to the question I had on-hand: Why do people fail to keep promises they make to themselves? Sure, I made a compelling argument to the importance of failing at times, but success is endgame. Human psychology is a murky field still in its infancy, and there are a multitude of reasons why people say one thing then do another. We all have obligations and responsibilities — things that take our time and effort away from what we set out to do idealistically. As a self-improvement junkie, I’ve come across a lot of different answers to this question, and subsequent solutions. In this article, I’d like to contribute my own solution — write yourself a contingency plan.

What is a contingency plan? It’s defined as: A plan designed to take a possible future event or circumstance into account. As in, planning for the worst-case scenarios which, according to Murphy’s Law, are going to happen. Nobody else is going to help you figuring out a way to stay standing when everything else begins to fall apart. There’s no inherent manual for sticking to your goals when your willpower begins to fade.

After reading a lot of literature on the subject, I’ve boiled down what would make a good personal contingency plan into a single sentence: Create a focal point for yourself. What does that mean? It means: 
1) Figure out your values. 
2) Make them your first priority. 3) Cut the rest of the bullshit out of your life. 
The human mind is an amazingly capable machine, but with so much stimuli, it is spread far too thin. If you were to write out a list of each unique thing you did today — let alone today–you would have dozens of different tasks that require both willpower and brain-power.

We all have more choices and information in front of us than ever before in human history. It’s far too easy to use the technology and potential knowledge available to us in an unhealthy and unproductive way. There’s an emerging trend of digital detox, the act of cutting out social media and the internet as a whole from your life. I believe there is merit to this. We all could value from taking some time to sincerely just sit and think. To hear your own voice instead of being bombarded with the thousands of the online.

Finding Your Values

From our own voice, we can hear our own values. What we truly deem as important — not to others — but to just ourselves. How do you do this in practice? Here’s what I suggest:

1. Clear Your Desk. Place things elsewhere for a period of time in order to have an empty, workable table.

2. Airplane Mode. All devices — even better if they’re put in another room.

3. Start a timer for 30 min. Even longer, if you think you’re capable.

4. Sit and Think. Trap yourself with just a pen and paper.

This is a similar process to free-writing as a meditation, or a mind dump, which I think is an additional important activity to do from time to time. However, this isn’t about figuring out what needs to be done in the next week or month. It’s deeper than that.

It’s about writing your mission statement — which I’ll cover in more depth in an upcoming post. Warren Buffet has an infamous exercise, listing the twenty-five things you want to do in life — then cross off everything except the top five. This is what I mean by your focal point — figuring out what you truly want to do — and then figuring out how to do start doing it while cutting out everything else without mercy. Every field of dreams needs a lawnmower.

In order to create ambitious goals and succeed at them, you need to think beyond 2018. It’s about the next five years — it’s about the rest of your life. Having a purpose — a deep-rooted why — connected to the actions you take daily makes it more difficult for you to give up and easier for you to follow-through. It also makes it easier to start again after a failure. This is how to keep the promises that you make to yourself.

My Contingency Plan

As per usual, I enjoy displaying how I personally use the information that I find myself writing about for others. Unlike a lot of other how-to columnists out there, I don’t try to compartmentalize my life from the advice I share. If you are to eat your own dog-food, or in other words, actually set out on the actionable and difficult tasks you preach, then there is a far greater depth to the authenticity that is displayed. With all that being said, here’s what I have devised for my own contingency plan:

1. Do Good Research. Before anything else, I need to learn and educate myself on important and complex topics. I believe this is important for both making better sense of the chaotic world I live in, as well as synthesizing a broad range of material into my own work, like this article. The most important thing to learn is how to learn well, which again, I’ll be covering in a later post.

2. Create Value for Others. There is an overwhelming amount of content being created constantly — most of it being taken for granted by the masses. In order to wade through all the noise, there are those that try to market themselves strategically. While there’s nothing wrong with that, no amount of good marketing can replace going through the effort of creating original and valuable work for people. More than that, though, I’m focused on keeping value above the fold. In other words, have the most important information at the beginning, instead of hiding it away and only giving it away in exchange for personal information, such as an e-mail address.

3. Stick to a Single Task. Due to the overwhelming amount of content being created constantly, it’s easier than ever to never truly focus on a single thing for a long stretch of time. And by truly focus, I mean not stopping every ten minutes to check something else. Putting your nose to the grindstone means absolutely everything else is put on the back-burner, at least for an hour.

4. Reach Out. A lot of people view writing as a solitary craft — and it is. But even then, community is everything. The entire idea of Medium is to have an established community of talented people that create good work that deserves discussion and feedback. Having others hold you accountable is far more powerful than trying to hold yourself accountable.

5. Cut the Bullshit. If I come across something that doesn’t fit in the above four actions, I won’t bother with it. Days are too short to let time be wasted. Attention is too limited and finite to allow for meaningless distractions. The human body is too complex and incredible to allow unhealthy foods or lack of physical activity to occur. Each moment, I need to be mindful of what I’m doing, and if I’m pushing myself towards my goals or pulling myself further away from them.


1. Embrace Failure. Recognize the importance of the path that mistakes and regrets have put you on, and the lessons you’ve been taught. More importantly, allow yourself to be vulnerable enough to walk into challenges where failure is bound to happen.

2. Have a Plan. Take a step back from the busywork of the daily schedule and truly think about what you would enjoy doing in the long-term, and figure out how to achieve that. Going a step further, figure out the obstacles in your way and determine how to achieve what you want even amidst a worst-case scenario. This is a personal contingency plan done right.

Credit: Hand-drawn Text Ornaments are Designs by Freepik

Thanks for Reading!

Helping each other write better.

A Medium Catalogue

The Collection of My Best Work on this Site

A comprehensive list of every good story I’ve written on the topics of inspiration, creativity, productivity, technology, adventure, and more.


The Way of Walking Alone

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Our Finite Everything

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Actually Matters

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The Art of Losing

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The Trick of Time

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Into the Void

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The Hobbyist

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The Best Time to Start a New Year’s Resolution is Right Now.

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The Duality of Purpose and Work

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The Way of Work

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A Comprehensive Guide to Self-Learning

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Zen of Housekeeping

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How to Create & Plan Better

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Tracking for Good

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The Want of Difficulty

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Everyday Manifesto

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The Magic of Iteration

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Time Management Notes

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Making Good Work to Get Paid

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The Craftship Workflow

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Voluntary Art

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Usage of Wiggle Room

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My Writing Process

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Rules of Journal Writing Learned After 5 Years

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Being a Better Lifehacker

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Essay in the Woods

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How to Blog

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Posting Every Day

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Why I Write

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CSS Hacks & Creating Blogs

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You Can’t Escape It

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Adventure is Out There

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A Youthful Apology

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Don’t take Medium for Granted

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A New Quest

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Becoming an Adult

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Why Write?

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Structure → Chaos

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On Second Thought

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Earn Your Keep

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That Leaves for Tomorrow

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A Thousand Giraffes

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Dawn of Ursa Minor

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Magnum Opus

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How to Create & Plan Better

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Using the Internet and Bees

For quite awhile now, I haven’t posted anything to Medium. There are eighty different posts in my drafts, sporadic and eclectic ideas waiting to be posts. And I always think I have epiphanies late at night when I’m trying to go to sleep — or in the middle of a shower — about what I think might make a good post.

But then nothing happens. I don’t end up posting anything. I grow older and eventually whither away, the end. But why?

I’m not sure how familiar this will sound to you, but I’ve come to realize that I generally have two modes of operation. I’m either in the process of creating things or planning to create things.

1. Creating

This post is a good example of when I’m making something — and subsequently publishing it. There’s no forethought, it’s entirely spontaneous. It’s a single, first draft. Everything is done by the seat of my pants.

This is always how I’ve done things — writing, music, photography. It can be easily argued that it’s not a good way to do things. There’s no bigger picture. Everything is within it’s own microcosm of existence. If I’m lucky, when I step back and look at what I’ve done, it’ll make some sort of tangential sense. But that’s rare, because I’m so used to jumping from one thing to another.

2. Planning

This mode of thinking is the exact opposite. I do my research, I figure out new ideas. I scrutinize the purpose of each step that leads to a much larger objective.

I’m exceptionally good at planning — too good — because once I have all the ducks lined up in a row, I can’t bring myself to finally execute any of it. There’s always something that needs to be added, another excuse to delay. Eventually, there is such a large amount of analysis-paralysis that any grand ideas get pushed to the wayside and are eventually just abandoned.

3. Balance

Now, it’s obvious to see how the combination of execution and planning are required for any long-term success. But it’s a lot easier said than done, particularly when you’re flying solo and have to create your own structure.

It takes an eerily perfect amount of work ethic to be
 1) productive 
 2) take care of the other areas in your life
 3) take care of the people in your life
 4) not burn out

That’s always been my problem: balance. Even when you’ve become competent within those four aspects, you still have to worry about not becoming content. Contentedness leads to being stagnant with your work, and not innovating. It is understandable that people find this unreasonable and overwhelming — but I don’t believe that it’s impossible.

Which leads to the two questions I want answered: 
 1) How can good work be created consistently without burnout?
2) How can balance be found between creating and planning?

Reminders, Automation, and Graphs

The Flaws of To-dos

I’ve always been a fan of innovate project management. There’s almost nothing more satisfying than creating an organized, hierarchal to-do system.

I’ve tried many different productivity programs — Todoist, Trello, Omnifocus, etc. Even analogue methods, such as bullet journaling and dash/plus. However, once I finally finish writing up everything that needs to be done, I don’t feel motivated to start going through everything — I still feel that analysis paralysis — all planning and no creating. I’ve found that there are flaws inherent to the to-do list:

1) Lack of visual progression
 2) Lack of sense of accomplishment
 3) Lack of urgency
 4) Manually checking what’s been done vs. not done

These have always seemed like personal problems to me (and to an extent, they are) instead of something that could be ‘fixed’ with a radically different method of task management. But that changed.

Enter Beeminder

Never in my life did I think I’d be advocating for a specific productivity tool. Personal willpower and discipline always seemed like a more vital and important thing to have, rather than any particular software. I have always been sceptical and cynical that there could be any shortcut to producing good work without working hard, that it was always the same wine in a different bottle.

While I do still think that way, I also think Beeminder helps in a unique and powerful way. What makes it different?

1) Keeping track of systems as opposed to goals
2) Using integrations to enter updates automatically
 3) Visually attractive and auto-generating graphs 
 4) Constant, yet helpful, reminders

Here are a few of my personal examples of things I’m tracking:

From Left-to-Right: Tracking my French with Duolingo, my fitness with Runkeeper, and my productivity with RescueTime.

There’s something about looking at this kind of progress that’s so much more motivating than a series of crossed-out and completed tasks. With Beeminder, each success is added on top of the previous. You can see the accumulation of your progress, you can stockpile your victories. These graphs include helpful scientific data as well, such as variance between data points, delta values, and the Akrasia horizon.

It also bombardes you with reminders via email, sms and even Slack when you’re coming close to failing to keep progress. I’ve found it a lot easier to just do the work as opposed to have it constantly nag at me, or try to weasel my way out of my goals.

The most important part, though, is that Beeminder forces you to work gradually — linearly — as opposed to impulsively doing a bunch of work at once. You take the middle path and find balance, while also having the ability to slowly push yourself as time goes on.

For more on Beeminder, visit their website.

The Medium Challenge

While Beeminder has a good amount of integration options, it also has the ability to let you create your own with IFTTT.

So, starting today with this article, I’m creating a new Beeminder that tracks when I publish an article. In order to reach my target, I have to publish seven articles a week, or one every day. If I don’t, I have to pay the consequences.

If you want to get more good and consistent work out of yourself, I suggest trying to do something similar. Are you up for the challenge?

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