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How to … Overcome the Tyranny of Your To-Do List

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Long before management consultants made the humble 2×2 matrix their stock-in-trade, President Dwight D. Eisenhower used the format to create one of the most powerful productivity tools of the 20th century: take your itemized to-do list, and dichotomize all the items on their importance and urgency. Then, classify these on a 2×2 with urgency on the x-axis and importance on the y-axis. The items in each bucket warrant a different kind of response.

  • The urgent-and-important tasks in the ‘Do’ quadrant need doing now (e.g., call the fire brigade if your house is burning down.)
  • The urgent-but-not-important tasks in the ‘Delegate or Automate’ quadrant are best delegated where possible (think booking a hotel or clearing low-priority emails.)
  • The important-but-not-urgent tasks (strategic planning, training) in the ‘Schedule’ quadrant should take up most of your time. Eisenhower noted that truly vital yet immediate tasks are few and far between: “I have two kinds of problems, the urgent and the important. The urgent are not important, and the important are never urgent.” That means committing to doing the tasks you schedule. Being effective can’t happen if you keep kicking the can down the road.
  • The neither-important nor-urgent tasks in the ‘Eliminate’ quadrant are usually time-wasting activities and must be eliminated forthwith. They don’t move you towards achieving your goals.

De-prioritize Stuff You Shouldn’t Be Doing in the First Place

The Eisenhower Priority Matrix isn’t entirely ground-breaking. Still, it can help you recognize you can deliver yourself by knowing it’s okay not to complete them all, so long as you get the most vital ones done. The challenge lies in being able to determine what’s essential and what isn’t, as expounded tediously in Steven Covey’s First Things First (1994):

Urgent matters are those that require immediate action. These are the visible issues that pop up and demand your attention now. Often, urgent matters come with clear consequences for not completing these tasks. Urgent tasks are unavoidadable, but spending too much time putting out fires can produce a great deal of stress and could result in burnout.

Important matters, on the other hand, are those that contribute to long-term goals and life values. These items require planning and thoughtful action. When you focus on important matters you manage your time, energy, and attention rather than mindlessly expending these resources. What is important is subjective and depends on your own values and personal goals. No one else can define what is important for you.

The key to productivity is to be very selective in what you pick and execute your most important priorities. Be ready to delegate and be quick and not-to-perfection on as many things as possible. You really don’t need to give 110% on everything.

Idea for Impact: Use the Eisenhower Priority Matrix to Triage Your To-Do List

The Eisenhower method can be an indispensable weapon in your efficiency arsenal. Your life will never be the same when you internalize clarity of habits. Once you’ve been using the matrix for a while, you can realize a pattern of your own behavior. With some discipline, you can change your behaviors to ensure you’re spending more time on the ‘Schedule’ and ‘Do’ quadrants, improving your ability to plan your work.

Try taking a few minutes each day and analyze your task list. Are there things on there that you can delegate or eliminate? Are you genuinely focusing on the right tasks? It’s incredible how much more productive you can be with a bit of planning and forethought.

Wondering what to read next?

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  3. Ask This One Question Every Morning to Find Your Focus
  4. Don’t Do the Easiest Jobs First
  5. Hofstadter’s Law: Why Everything Takes Longer Than Anticipated

Get Good At Things By Being Bad First

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Your first attempts are going to be bad

A technique used by many a brilliant inventor:

  • Make something. Get it functional. Get it adequate. It’s okay if it’s subpar.
  • Then, stumble around. Iterate until it’s good.

Now, that’s a better creative process than making something good on the first go.

Start, even if you’re bad at it

Case in point: Write bad first drafts quickly. Start by getting something—anything—down on paper. Let it all pour out. Let it romp all over the place. No one’s going to see it. You can shape it up later. You can gradually polish the thought flow and enrich the choice of words.

If you aren’t willing to be bad initially, you’ll never get started on anything new.

It’s vastly easier to revise your way into a cut above than drum up brilliance out of thin air.

The way you create something good is by launching into it and then iterating gradually rather than by going into your cave and trying to create that perfect masterpiece.

Essentially, this is agile development. The best programmers write functional code to prove some concept. Along the way, they’ll get a better understanding of the business need for the software and the workflow. Bit by bit, they rework snippets of code and improve continuously.

Idea for Impact: Just start. Do a bad first job.

The bad is the precursor to the good. Bad will get you started. It’ll move you forward. Pressing on, you’ll get illuminated, enlightened, and informed.

Momentum is everything. Don’t put off any contemplated task thinking, “This is hard. I don’t know how to do this well. I’m going to have to do it perfectly. Or I need to wait till I have enough time.” The instant you stop cold and put something off, momentum starts the other way.

Motivation is often the result of an action, not its cause. Taking action—even in small, sloppy ways—naturally produces momentum. It’s a better solution than trying to do it right the first time.

Wondering what to read next?

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  3. An Effective Question to Help Feel the Success Now
  4. Just Start with ONE THING
  5. Big Shifts Start Small—One Change at a Time

A Hack to Resist Temptation: The 15-Minute Rule

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When you’re faced with a temptation, e.g., when you have a sugar craving, try this 15-Minute Rule: Commit to not giving in for 15 minutes. Take yourself away from the stimulus that led to the temptation.

With any luck, the enticement will wear off. At least it’ll become more manageable to control. If at all possible, wait another 15 minutes.

Increasing your awareness of your temptations and refusing to submit to them impulsively is the key to changing behavior.

Idea for Impact: Self-control in the face of urges and cravings is tricky. Even a simple distraction can break the trance.

Wondering what to read next?

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  3. Beware the Opportunity Cost of Meditating
  4. Conquer That Initial Friction
  5. 5 Minutes to Greater Productivity [Two-Minute Mentor #11]

The Rule of Three

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A familiar technique in rhetoric is to group in threes because people can hold only a few items in short-term “working” memory.

  • The Olympic motto: Faster, Higher, Stronger
  • Rights proclaimed by the Declaration of Independence: Life, Liberty and the Pursuit of Happiness
  • Fire safety technique taught to children: Stop, Drop and Roll (should their clothes catch fire)

Three-part lists are particularly appealing because they suggest unity and wholeness. Lists comprising only two items seem inadequate. Lists of four or more are unlikely to be recalled entirely.

Idea for Impact: Follow the rule of three to create simple, concrete, and memorable messaging in persuasion—be it in arguing, storytelling, or advertising.

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To be More Productive, Try Doing Less

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The top performers in every field tend to have one thing in common: they accept fewer tasks and obsess over getting them right.

If you’re struggling with time- and task-management, the solution is not to try to be even more productive by somehow “finding” time to do more things.

Time management advice tends to want you to believe that you aren’t doing enough with all that “extra time” you can unearth by squeezing out more from your time. You don’t need to commoditize every minute of your life and devote it to productive work.

You can’t—and shouldn’t—do it all

More time is not the answer to your time management problems.

You can’t manage time. You cannot control time. What you can control are your actions. You can control how you spend your time on what activities. You are in complete control of what you do and when you do it.

Jog through your list of things to do. For each task, ask,

  • Why is this task necessary?
  • What would happen a month from now if it isn’t done?
  • What would happen if this never gets done
  • Who wants this task done, and who is the right person to do it?
  • Do fewer things that create more value, rather than more things that are mostly empty.

Effective time management is about knowing what’s essential and what’s not. Don’t get disproportionately involved with small things while monumental things are to be done.

Idea for Impact: No point in doing something that doesn’t need doing.

The best way to get lots of things done is to not do them at all.

To get more done, you need to do less. Trying to do it all doesn’t work. In other words, do only those things that really matter. Focus on those activities that drive the most significant results.

Wondering what to read next?

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  3. Half-Size Your Goals
  4. How to Keep Your Brain Fresh and Creative
  5. 5 Minutes to Greater Productivity [Two-Minute Mentor #11]

Stop Dieting, Start Savoring

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Research suggests that excluding entire food groups, banning your favorite foods, forcing yourself to count calories, and measuring success by a number on a scale may actually make you want to eat more. Restrictive dieting can slow your metabolism down, making it even harder to lose weight over the long term.

You’re more likely to be successful at keeping weight off if you lose weight gradually and steadily. Be more mindful of what you eat and how you eat.

There’s nothing wrong with enjoying your favorite foods and indulging in your cravings for cookies, potato chips, or ice cream. All you have to do is cut back. Practice awareness by slowing down and thinking about what you’re eating and why you’re eating it.

Don’t gulp your food; you’ll overeat before you realize that you’re full. Instead, rest between bites. Take time to chew your food thoroughly. You really don’t need as much food as you think you do.

When you eat out, keep your food-mindfulness on the right track. Keep hunger under control beforehand. Don’t skip meals. Control portion size. Share your meal or take half of it home.

Idea for Impact: Eating should be a pleasurable activity. No food is inherently good or bad, and there’s no need to build an adversarial relationship with food.

Wondering what to read next?

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  4. Beware the Opportunity Cost of Meditating
  5. Six Powerful Reasons to Eat Slowly and Mindfully

Real Ways to Make Habits Stick

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Want to make a new habit stick? Try piggybacking or ‘stacking’ it to an existing one.

Choose something you have no problem motivating yourself to do—say, brushing your teeth—then combine it with some habit you want to acquire. The existing pattern serves as the prompt for the new habit.

Most people have robust morning and evening routines; try stacking new habits into those practices. For example, if you want to do some mindfulness meditation every day, do it after brushing your teeth in the morning. Your wake-up routine becomes the cue to build a new meditation habit.

Better yet, associate the habit you want to achieve with a ‘temptation’ (something you love doing,) like sipping your morning cuppa joe. Your habit stacking plan may look like this: “After I meditate for ten minutes, I will have my coffee.” This way, the habit will become more attractive to you, making it more likely to stick.

Idea for Impact: Good habits build automatically when you don’t have to consciously think about doing them. Look for patterns in your day and think about how to use existing habits to create new, positive ones. Stacking habits can encourage you to remember, repeat, and, therefore, maintain a series of behaviors. Set yourself up for success.

Wondering what to read next?

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  3. What Are You So Afraid Of? // Summary of Susan Jeffers’s ‘Feel the Fear and Do It Anyway’
  4. Don’t Try to ‘Make Up’ for a Missed Workout, Here’s Why
  5. Conquer That Initial Friction

The #1 Hack to Build Healthy Habits in the New Year

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Even the more determined souls among us find that New Year’s resolutions aren’t effective.

Some of us don’t even bother making New Year’s resolutions anymore because we always break them. Mark Twain famously wrote in a letter to the Virginia City Territorial Enterprise in January 1863,

New Year’s Day: now is the accepted time to make your regular annual good resolutions. Next week you can begin paving hell with them as usual … New Year’s is a harmless annual institution, of no particular use to anybody save as a scapegoat for promiscuous drunks, and friendly calls, and humbug resolutions.

When we try to change everything at once, we set ourselves up for failure

We make bold resolutions to start exercising or losing weight, for example, without taking the steps needed to set ourselves up for success. Behavioral scientists who study habit formation argue that most people try to create healthy habits in the wrong way. Starting a new routine isn’t always easy.

Stanford University researcher B. J. Fogg, the author of Tiny Habits: The Small Changes That Change Everything (2019,) notes that jumping cold turkey into new beginnings upon the turn of the calendar demands a high level of motivation that can’t be sustained over time. He recommends starting with tiny habits to help make the new habit as easy and achievable as possible in the beginning.

Small Measures, Large Results

Small, specific goals are amazingly effective. Making a New Year’s resolution to “run a marathon this summer” is an imposing aspiration to get started on, but committing to “run two miles in 30 minutes thrice a week in January” is a first operating objective.

Break any big challenge into simple steps and just focus on getting to the first step. Taking a daily short stroll could be the beginning of an exercise habit. Then, regroup and think about step two.

The truth is, if you invest time and have even a little bit of success in any endeavor, you’re both more likely to believe the changes will last and commit more. Success builds momentum.

Idea for Impact: Good habits happen when we set ourselves up for achievable success.

Bold promises and vague goals don’t work well. Neither does beating up on yourself for lapses.

Make New Year’s resolutions by establishing long-term targets and making many small resolutions all year round. If you want to lose weight, resolve to pass up nacho-and-cheese and soda for a month.

Take one baby step at a time. Expect some setbacks. The willpower necessary will be small. And you’ll get better results that’ll actually stick.

Wondering what to read next?

  1. Small Steps, Big Revolutions: The Kaizen Way // Summary of Robert Maurer’s ‘One Small Step Can Change Your Life’
  2. Use This Trick to Make Daily Habits Stick This Year
  3. Half-Size Your Goals
  4. Don’t Try to ‘Make Up’ for a Missed Workout, Here’s Why
  5. Just Start with ONE THING

Don’t Over-Measure and Under-Prioritize

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There’s a difference between what you can measure and what you must prioritize.

If you let the data drive the process, you’ll end up with an abundance of metrics that you don’t really know what to do with. Don’t build metrics based on what is easy to measure instead of measuring what matters.

While you might want to track many metrics, you need to prioritize a few of them—just the ones that matter most for your team. Start with strategic goals, and frame the data collection and analysis around those goals. Be clear about these goals in your internal communications.

Idea for Impact: The more you measure, the less prioritized you can be. Don’t fall into the trap of trying to measure everything. Focus on developing reliable metrics and models that consistently link the data to your team’s performance. Measure what matters.

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  3. Numbers Games: Summary of The Tyranny of Metrics by Jerry Muller
  4. When Work Becomes a Metric, Metrics Risk Becoming the Work: A Case Study of the Stakhanovite Movement
  5. Be Careful What You Count: The Perils of Measuring the Wrong Thing

Plan Your Week, Not Your Whole Life

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Don’t set unrealistic expectations for yourself. No matter how ambitious and eager you are, no matter how talented you are, there’s a limit to how much you can “produce” in a given time. Moreover, even if you get 24 hours to work, you’re restricted by the amount of energy you’ll have.

Much of long-term planning is guesswork or an expectation of the continuation of prevailing trends. The future can’t be predicted with absolute certainty. At the most, you can be somewhat confident about what might happen in the next few weeks or the upcoming months.

Idea for Impact: Plan Weekly, Review Daily

You can’t identify a precise point in the long-term future and then work yourself from here to there. You’ll be better off if you explore like the Italian navigator Columbus, and just head in a general westerly direction. In other words, have a long-term orientation but operate with medium-term plans. Restrict yourself to a few but significant quarterly goals.

Each week, develop weekly milestones that contribute to the quarterly goals. And each day, schedule 15 minutes to go over your progress and fractionate weekly objectives to daily working goals.

Life is unpredictable, and it is great to have some big things planned out, but not your whole life. A fine-grained approach to goals and planning can help you adapt quickly for survival and success.

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  5. The Rule of Three