The success of any business revolves around planning, and this is what all the drama is about.

When we talk about growth, productivity, and time management, it is always wise to plan very carefully before all the drama starts and gets overwhelming.

Planning can be hard and amazing at the same time.

It’s hard because it requires looking at the bitter fact about how you’re spending your time versus how you want to spend it.

It’s amazing because you are transforming the way things are to be done.

This article will walk you through 15 mistakes entrepreneurs make while planning their week.

We have broken down these most common mistakes under three different categories that are:

  • Mistakes made in the technical part of the planning
  • Mistakes due to your belief system
  • Mistakes made when following through

The first category deals with the mistakes made while you are in the act of planning, whereas, the other two are slightly different as compared to the first, but they are important as well.

And focusing on them will be an added bonus if corrected.

Category 1: The Act of Planning

The first category deals with the mistakes that are mostly made when it comes to planning for the future. WeekPlan is an amazing tool that can help you with that.

The list of the most common mistakes are:

1. Not Allocating time to Plan

A lot of entrepreneurs are under the impression that scheduling time for planning is not necessary, but sorry to say they are terribly mistaken.

You should try spending one solid hour when you are planning for the week ahead.

This should not be a one-time thing only, but it should be your weekly practice or weekly routine, and in any matter of time should not feel like an extra burden.

The best practice is to allocate sometime you think is best, before the next week starts; I usually do it on Sunday evenings.

I also reserve time on my weekly activity planner and block an hour or so for this.

2. Not Leveraging Digital Calendars

Most of us are using technologies for everything but planning.

Your handhelds are equipped with a digital calendar, which we hardly use for planning, this is a huge mistake, knowing the fact we have one at our fingertips.

Using a physical calendar can’t be a viable option as you are not carrying it everywhere you go.

On top of that, using a physical calendar will only increase the friction of a habit.

Using a digital calendar or any smart weekly activity planner will help you remember things on the go.

This would help in making planning super easy and accessible; as you will have everything, you’re supposed to do right in front of you.

3. Not Putting Yourself to Real Test

How long should I take to complete a certain task?

This is the most commonly asked question by entrepreneurs, and this is something none can answer precisely.

The best way to get an answer to this question is by asking yourself.

The best approach is to test yourself with sharp and hard deadlines.

If you don’t set challenging deadlines you’ll be working on that task forever.

Putting yourself to the test is the only way to treat your life or you won’t be able to accomplish anything close to what you’re capable of.

It is always good to have a deadline and all your tasks should be time-bound.

4. Evaluate What’s Working

Always evaluate your results and do what works.

People are often seen doing the opposite, they do something it doesn’t work out and they do more of it.

You should always look at what didn’t work out and why, and try doing something else, which you think will work.

It is always good to A/B test for things instead of following the status quo blindly.

5. Keep Your Calendar in front of You

When you don’t keep your calendar in your clear vision, you tend to forget things that need your attention.

Keeping a calendar in your clear vision helps you stay focused.

No matter how strong your retention power is you just can’t remember what you’re are supposed to be doing all the time.

You just can’t do it, in fact, you should stop trying because you’ll never succeed.

The best practice is to develop a habit of checking on your calendar all the time, in the morning, and even before going to bed.

If you do your planning right, then only you’ll feel the need to look at your calendar frequently to ensure that you are not missing out on anything and on the right track.

Planning for the week without knowing what’s on your plan is useless.

So make sure that your calendar is always in front of you.

6. Not Planning for Obstacles

Hindrances and obstacles will always be there to mess things up for you.

Planning for them beforehand is always a good approach to tackle them.

For obstacles that you know about ahead of time, try to convert them into strategies for more productivity instead of hurdles that hamper your work.

There is no way around obstacles because they will not go away and won’t stop nagging, the more proactive you are the better it is.

7. Blaming Yourself

There are times when things don’t work out as you want them to be, so there is no point in blaming yourself for the failure.

Blaming yourself for things, which are not in your control, is not how to do weekly planning.

Trust me it won’t help you one bit, and won’t change anything.

You will only end up with crushed self-esteem and drained self-confidence.

The best approach is to take things with compassion and curiosity.

You should also have a bias-free approach when you evaluate what’s not working, then only you can understand and change things.

Never let your failures hold you back, take them as learning opportunities to chart your success.

8. The Yes Man Approach

I am sure most of us want to be part of everything and like to be invited everywhere, but being a part of everything and being present everywhere won’t help you in achieving goals.

You should be aware of what helps you in achieving your goal.

Your future goal is only achieved when you plan for it and take action to get it done.

Learning to say no with a vengeance will serve you well.

Stopping the yes-man approach will help you prioritize your future instead of worrying about somebody else’s future.

With this approach, you will be able to create your life instead of reacting to it.

9. Not Scheduling Time for Yourself

As scheduling time for every other activity for your business, it is important you also schedule downtime in your weekly activity planner for yourself as well.

Not scheduling enough time to relax is one thing that makes your planning ineffective, and most entrepreneurs are doing it so rigorously.

You must not forget that planning is not about getting more done, it’s all about designing a perfect life for yourself.

This is why you must plan for the family, rest, and downtime.

You might be in a season where you choose not to have a lot of time to relax, that’s totally fine, but this should not be a regular practice.

Category 2: The Beliefs

This category is more about what most entrepreneurs believe and feel about planning.

If you don’t understand what planning can do for you and why is it important, it is highly unlikely that you will ever succeed at it.

10. Planning Eats All The Time

A misconception amongst all the working professionals prevails that planning eats up all the time leaving very little time for execution.

It’s all in the belief system, if you believe that you don’t have enough time be it with planning or without planning, you will always end up with very little time to execute and implement.

We all have the same amount of time, it is how you think about it.

You can choose to think that you have ample time, or you can stick to the notion that planning is time-consuming.

11. Planning is Rigid and Limiting

Planning is considered to be the ticket to your freedom, and by no means has it restricted your capabilities nor is it rigid.

Similarly, it doesn’t force you to work extra or doing too much.

Planning is all about making the decision ahead of time.

Planning is an important part of how to do weekly planning; you are making use of the most rational part of your brain to decide when you plan.

You are at the liberty to design your life the way you want, but your ultimate vision should be kept in front of you so that your success for the future is guaranteed.

In simple words, your future lies in your best-laid plans.

12. Plan and You’ll Lag

Bearing a negative belief about planning that you’ll lag behind, no matter what plans you make you will always end up sabotaging them.

It’s your thoughts that ultimately create results.

So what’s on your plate now, is actually a result of your prior thinking.

If you think that planning will cause you to lag behind, then you will end up with that result only.

So be careful about what you wish for!

Category 3: Follow Through

The other half of the planning is all about following through. Let us look at the mistakes that reside in this category.

13. No Follow-Ups

Not following up on the plans is another big mistake made when planning your week.

Planning is divided into two phases, the first one being about planning for stuff, and the other phase is about following up on the plans.

Not keeping a strong follow-up or following through on the plans you make, the time you spent on planning will be put to waste and your plans will be useless.

Another thing that you should keep in mind, is that follow-through is all about your mindset.

It does not involve any circumstances or anything that is outside of you.

It’s all about you and your thinking.

14. Breakaway from Status Quo

One thing is for sure, you will never feel good about doing things that are different and difficult even though they might be growth advocates.

If we ponder over the definition of growth, it refers to trying out new things that are different.

Your primitive part of the brain might hate it, as it wants to stick to recycling the old in the hunt for pleasure and avoiding pain.

In this instance, the biggest favor you can bestow yourself is to tell yourself that you have to do it anyway.

When you start to learn to love yourself through the discomfort of doing things you don’t like, then only you will be able to follow through with your best-laid plans.

Leaving the bed of roses is the only way you can achieve the goals that are deemed to be impossible.

15. Misunderstanding the Importance of Planning

Another common mistake made by entrepreneurs is misunderstanding the importance of planning.

Planning not only helps in reducing fatigue when it comes to decision making, but it also helps in reducing the need for willpower.

When you plan things beforehand, you tend to be clear-minded using the prefrontal cortex.

And when you are about to make the decision your primitive brain is at work forcing you to opt for things that are least painful and most pleasurable.

If you understand this, you stop thinking that there is something wrong when you don’t feel the need to do things that you planned.

It’s the human brain that is forcing you to stay in your comfort zone and in reality nothing has gone wrong.

You should always expect and plan for resistance while doing so you also need to have a strong commitment to yourself.

This helps in doing things that you don’t want to if you have planned them ahead of time.


The purpose of this blog piece was to enlighten you with the 15 Mistakes Entrepreneurs Make in Weekly Planning.

The piece also detailed the main categories these mistakes are divided into, mistakes made in the technical part of the planning, mistakes that are made due to your belief system, and mistakes made when following through.

The purpose of this piece is to help you turn each mistake into a new habit.

It’s like sharpening your ax before you go on cutting the trees.

The sharper your ax is the easier it would be for you to cut down trees.

We are sure that by now you must be aware that planning for things before helps you in designing your dream life and this is why you should ignore planning for your goals.

So, which category will be your core focus initially?

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