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Overplanning vs Reality: Where to Draw the Line?

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Overplanning vs reality: where to draw the line?

We all love to plan. We even love overplanning.

All thanks to the meticulous strategist residing in our skulls一brains.

Now, our brains rely on planning to keep us safe. They are like risk-calculating machines that try to avoid the unfamiliar at any cost.

Studies prove it. According to the Oxford University study in the journal Neuron, our brains constantly try to predict the outcomes so we feel ready for life’s twists and turns.

Overplanning and the anterior lateral prefrontal cortex

Interestingly, the study also showed that the brain, specifically the anterior lateral prefrontal cortex, can “tell us” how well we will do on a task even before trying it. Moreover, a well-functioning anterior lateral prefrontal cortex is responsible for accurately gauging future chances of success. This means that we are great at assessing and planning future achievements.

So, why does the overplanning happen?

Well, when you stop your anterior lateral prefrontal cortex from doing its work by being anxious about the future, you slowly move towards overplanning and overplanning anxiety.

That’s when researching and thinking about various scenarios and potential outcomes stops being fun.

You start circling back to the plan and entering a downward spiral of excessive planning. You start adding more details to the plan and don’t get any actual work done.

Sounds familiar?

If overplanning has been stopping you from progressing with tasks and projects, lowering your productivity, this article is here to help.

In the blog post, we explore overplanning vs. reality, explain why it can become a trap, and how to break the cycle of overplanning and let go of perfection. If you’re short on time, here’s a quick video summary from our colleague, Marita, covering the main takeaways. You’ll get all the highlights so you can dive in right away:


Ready to dig deeper and fully understand the ins and outs of the topic? Read on!

What is overplanning?

Overplanning occurs when you spend a lot of time researching and thinking about your next steps.

In such a state, you are determined to collect ALL the data and information so you can choose the correct, optimal path to completing a project, task, etc.

Trying to choose the correct path

And the reason behind it?

Because you want to avoid wasting time. It’s a fair reason一no one wants to spend additional time doing something important. But overplanning in itself is a time-consuming activity and, ultimately, a trap.

Why is overplanning problematic?

Overplanning embodies your desire to predict and control outcomes despite knowing you have little control over reality.

So, think of overplanning as a hideout. It’s a safe haven where you willingly hide to keep yourself from actually starting whatever you need to do. The hideout keeps you shielded and protected, keeping you away from all the uncertainties and risks of taking action.

Struggling to take action

So, overplanning is just your mind’s trap. Here’s how your brain uses overplanning as a hideout:

  • You don’t have to worry about failing if you don't start something.
  • Your brain doesn’t like flexibility; it likes predictability. And when you are overplanning, you are not leaving much room for adaptability.
  • Overplanning can be considered a synonym to overthinking. Overthinking is just another way of stopping yourself from starting the work.
  • Overplanning hinders creativity and spontaneity.
  • Overplanning allows you to enter and stay in a “freeze” state, constantly switching between options and never committing to actual work.
Overplanning can be rooted in anxiety and OCD

As mentioned before, overplanning is counterproductive: it’s causing more harm than good because you tend to dedicate a significant amount of time to preparing for future outcomes rather than going through them.

That’s why overplanning tends to be a symptom of anxiety and the desperate need for control.

Anxiety can cause you to feel insecure about your abilities and future so you tend to make excessively detailed plans to gain a sense of control. That’s why if you frequently fear you will fail, have too many responsibilities, and difficulty trusting others, your overplanning can be rooted in anxiety.

Similarly, for those struggling with OCD (Obsessive Compulsive Disorder), planning can become a compulsion, leading to overplanning, which removes the fear of the unknown.

How to recognize you are overplanning

Here are some common signs of overplanning:

  • Taking a long time to start projects
  • Constantly revisiting plans
  • Procrastinating or delaying decisions
  • Inability to delegate tasks
  • Having a lot of abandoned projects
  • Feeling stressed or burned out
  • Being inflexible
  • Neglecting other areas of life
Procrastination as a sign of overplanning

What’s so dangerous about overplanning is that it gives you a false sense of control; no matter how much you overplan, there will always be circumstances you didn’t think of and/or can’t control.

So, the only way to stop overplanning is to focus on what you can control to plan more efficiently.

Overplanning vs. underplanning

How does the popular saying go 一 between two evils, choose the lesser?

In the case of overplanning vs. underplanning, I say run from both of them. I truly don’t know which is worse.

Overplanning leads to procrastination and inflexibility. Whenever unforeseen obstacles appear, your overly elaborate plan may no longer be viable, trapping you in a situation with little room for adaptation or improvement.

Underplanning, often masked as “being agile”, is like building a house without a foundation. It jeopardizes meeting deadlines and compromises quality and focus.

How to stop overplanning and start doing

The secret to stopping overplanning lies in letting things happen, letting them flow, and trusting that you’ll be able to iterate and shift paths as you go.

I understand that the “go with the flow” approach is easier said than done, so here are three practical tips to help you change your mindset from control freak to flow pro.

Author’s two cents

A sentence that always helps me when I start overplanning is that taking control doesn’t mean predicting all possible outcomes but trusting yourself to create a good enough plan and having the courage and curiosity to start working on it. Therefore, control equals action, not planning to act.

Trusting yourself when planning

#1 Do basic planning

Instead of creating a perfect plan, develop a basic, flexible outline. A “loose” plan. Making such a plan allows you to be agile and adaptable.

Also, when planning, be intentional with your time. Here are some examples of designing a plan promptly:

  • Set aside time for planning, like taking 30 minutes of your day; pick a time and date.
  • Create an outline of a plan with ideas and steps.
  • Reflect on past experiences to inform your planning.

And remember: your plans should not be set in stone; they are just plans not God’s commandments.

When planning, forget about detailed steps

When you develop a plan, it’s natural to anticipate a particular result.

But please remember that you don’t need to outline each step to reach your goal; you only have to be aware of the next one.

Effective planning means not worrying about the entire project at once. Instead, concentrate on completing one actionable step at a time. As you progress, the following steps will become clearer.

Plans vs. reality

“Loose planning” is great because it prevents overplanning and allows for greater flexibility.

However, even those loose plans need to align with SMART goals, and achieving goals is non-negotiable. So, you want to ensure you stay on top of your plans by making every work day aligned with the plan.

For this purpose, you can use Memtime.

Here’s how.

Once you determine your plans for the week or day, download Memtime and start working as you usually do, keeping your plan and objectives in mind.

Memtime is there to provide you with a “reality check”, showing you data on how your work day(s) went and whether your efforts are aligned with your goals and plans.

Here’s what Memtime does:

  • Tracks time spent on tasks down to the minute.
  • Displays workdays in 1-60 minute intervals.
  • Allows review of all activities, creation of time entries, and logging under projects and clients.
  • Syncs with calendars, pulling events from connected calendars.

To see how your plans stack up against reality, you can start our 2-week free trial and create an account (no credit card information required). The 14-day period should be sufficient to see the benefits of tracking your days in relation to your plans.


#2 Time-block planning activities

To avoid overplanning, make regular planning a habit.

Perhaps, on Monday morning you’ll set aside 45 minutes to plan your week.

Or you’ll use the last 15 minutes of your workday to plan the next day.

As long as you develop a pattern, a planning tempo if you will, you’ll know you have a dedicated time just for planning.

Planning daily

#3 Determine deadlines & take accountability

A great recipe won't make a cake without a timer; similarly, a good plan needs deadlines to achieve success.

Understandably, the goal of planning is to create a reasonable timeline, ensuring you have a deadline which you plan to achieve. And if you want to drastically reduce your stress when planning, give yourself a personal goal to complete tasks or projects one day or multiple days ahead of a deadline.

Knowing that defining a deadline can sometimes be insufficient, find something or someone to hold you accountable. In a working environment, I suggest creating a business group or Slack chat where you will give regular updates about plans, goals and projects to your team. You can share your progress every couple of days, bi-weekly or however frequently you and your team see fit.


Wrapping it up: Is there a middle ground to planning?

Before we determine how much planning is enough, let’s recap.

Overplanning is like trying to name and map out every star in the galaxy before you decide to stargaze.

Overplanning feels like trying to map every star in the galaxy

Planning means bringing a map to a treasure hunt; you know where you're going, but you’ll likely get surprised along the way.

That being said, planning is one of those things in life that requires moderation.

The best approach is to create daily, weekly, and even bi-weekly or monthly plans. Here’s a suggested breakdown:

  • Weekly planning. Spend about an hour each week to outline your major tasks and goals.
  • Daily planning. Spend no more than 15 minutes each day, using your weekly plan as a guide.

Here are some final tips to help you plan more intentionally and stay relaxed:

  • Plan realistically. Most people accomplish 60-70% of what they intend to do in a day.
  • Prioritize wisely. Your execution and success of your plan depend on how you determine priorities and the circumstances that arise each workday.
  • Use plans as roadmaps. When you consider a plan as a roadmap, it gives you direction but reminds you there are various paths you can take to achieve the goals.
  • Include flexibility. Make plans with margin so that if something comes up and you have to switch plans, there will be no issue, and you won’t feel stressed.

Happy planning! And may all your plans be as smooth as a GPS with no recalculating moments.

Aleksandra Doknic
Aleksandra Doknic

Aleksandra Doknić is a copywriter and content writer with six years of experience in B2B SaaS and e-commerce marketing. She's a startup enthusiast specializing in topics ranging from technology and gaming to business and finance. Outside of work, Aleksandra can be found walking barefoot in nature, baking muffins, or jotting down poems.

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