Why Do I Overthink Every Decision?

David Rahman • August 22, 2026

Why Do I Research Everything to Death Before Making a Decision?

Why successful people can get stuck looking for more information, more opinions and more certainty before they finally trust themselves enough to decide


You have a decision to make, so you do what any sensible person would do. You research it. You look at the options, read a few articles, check the numbers and perhaps speak to someone whose opinion you trust. If it is an important business decision, you might spend even longer making sure you have considered the risks.

So far, so good

.

The problem is that you still don't feel ready to decide.


So you research some more.


You find another article, watch another video and  ask another person what they think. After putting the question into ChatGPT, you discover another option you hadn't considered and suddenly there is another whole area to investigate.


Before you know it, you have spent hours, days or sometimes weeks thinking about something that you originally thought would be a fairly straightforward decision.


If you recognise yourself in this, you might describe yourself as someone who likes to be thorough. And perhaps you are.


But there is another possibility worth considering.


What if you are no longer researching the decision?

What if you are researching because you don't quite trust yourself to make it?


When does being thorough become overthinking?


There is absolutely nothing wrong with doing your research. Good business decisions require information.

If you are recruiting somebody, making an investment, choosing a supplier, launching a product, changing your pricing or considering a major career move, you should understand what you are getting into.


But there comes a point where gathering more information stops significantly improving the quality of the decision.

You already know the main facts, understand the options and have considered the obvious risks. You probably even have an instinct about what you want to do.


Yet something keeps you searching.


“I'll just check one more thing.”


Then one more thing becomes three more things.

The interesting question is not simply why you are researching.

It is what you are hoping the additional research will give you.


Sometimes you aren't looking for information. You're looking for certainty.

Many people assume that if they gather enough information, eventually the correct decision will become obvious. They assume that there will be a moment when everything lines up and they can say, “Yes. That's definitely the right answer.” Unfortunately, many of the decisions we make in business simply don't work like that.


Questions appear such as:

Should you hire this person?

Should you launch now or wait another three months?

Should you increase your prices?

Should you leave a secure position and start your own business?

Should you invest in this opportunity?

Should you expand?

Should you change direction?


You can gather useful information about all of these things, but eventually you reach a point where there isn't another piece of research that can make the decision for you. Somebody has to make a judgement, and that somebody is you.


For people who struggle with self doubt, this is often where the discomfort really begins.


More information doesn't necessarily make the decision easier

We live in a world where information is almost unlimited. Within minutes, you can find hundreds of opinions on virtually any business decision. Add AI into the equation and you can now generate arguments for and against almost anything you are considering. You would imagine that having access to more information would automatically make us better decision makers. It doesn't necessarily work that way.


A 2025 experimental study involving 348 participants examined strategic decision making using a startup evaluation task. The researchers found that the use of large language models significantly increased reported information overload. Under time pressure, average information overload was 3.46 for participants using an LLM compared with 2.36 for those who weren't. Interestingly, despite changing the way participants represented the information, using the LLM did not significantly improve strategic foresight.


In other words, having access to more information and more analysis does not automatically produce greater clarity. Sometimes, it simply gives you more things to think about.


And that is exactly what can happen when you research a decision to death.


One expert tells you to do one thing, while another makes an equally convincing argument for doing the opposite. You find an example of somebody who succeeded by taking the risk, followed immediately by somebody explaining why taking that exact risk was the biggest mistake they ever made. Instead of feeling more certain, you now have more possibilities to worry about.


So, what are you actually afraid of?


At some point, it is worth moving away from the decision itself and asking a different question:

“What am I worried will happen if I get this wrong?” Sometimes the obvious answer is financial. You could lose money. Sometimes there are genuine consequences for the busziness or the people around you.

Other times, there is another fear sitting underneath it.


What will getting this wrong say about me?

Will people question my judgement?

Will my team think I've made a bad decision?

Will I look foolish?

Will I regret it?

Will I blame myself for not doing more research?

And perhaps, underneath all of those:

“What if getting this wrong proves that I'm not actually as good as people think I am?”


Now the decision is no longer just a decision, but has become a test of you. When that happens, continuing to research can feel much safer than deciding. As long as you are still researching, you haven't got it wrong.


Of course, you haven't moved forward either.


Are you researching or looking for permission?


There is another version of this behaviour that can look completely reasonable from the outside. You ask people what they think. You speak to a colleague, mentor or business adviser, then perhaps your partner or somebody else in your industry. Maybe you ask ChatGPT, and then ask the same question again in a slightly different way.


There is nothing wrong with getting another perspective. The important question is what you are hoping that person will give you. Are you genuinely looking for information you don't have, or are you hoping somebody will say, “Yes. That's exactly what you should do.”? Those are two very different things.


One is seeking advice. The other is seeking reassurance. If you repeatedly need somebody else to confirm your decisions before you feel comfortable acting on them, the bigger issue may not be the quality of your decisions. It may be the amount of trust you have in your own judgement.


Why successful people can struggle with this

You might imagine that successful people become more decisive as their careers progress, and often they do. But success can also make decisions feel heavier. There may be more money involved, more employees, more customers, a bigger reputation and more people affected by what you decide. If you are a founder or business owner, some decisions can have a significant impact on the future of the entire company.


If you have also built an identity around being competent, knowledgeable or successful, making a bad decision can feel particularly uncomfortable. You don't just want to make a good decision. You want to make the right decision. A decision that he one you won't regret, the one nobody can criticise and the one where the outcome proves you knew what you were doing.


The difficulty is that business rarely gives you that guarantee. At some point, you have to make decisions without knowing exactly how they will turn out. The challenge isn't always getting better at finding the right answer. Sometimes it's becoming more comfortable trusting your judgement when there simply isn't a perfect one.

How do you know when you've researched enough?

Try asking yourself one simple question: “What specific information am I still waiting for?” Be precise. If there genuinely is something important you don't know, then go and find it. There is nothing wrong with doing more research when that research is going to give you information that matters.


But if you struggle to identify what you are actually looking for, there is a possibility that you already have enough information. You may not be waiting for another fact or piece of evidence. You may simply be waiting to feel certain before you act, and that feeling may never arrive.


Another useful question is: “What information could I discover now that would actually change my decision?” If the answer is very little, more research is unlikely to help. You have probably reached the point where you need to stop searching for certainty, trust the information you already have and make a judgement.


You don't need certainty to make a good decision

This is one of the biggest changes you can make if you tend to overthink decisions: stop making certainty the goal. You don't need to know with absolute confidence what is going to happen. You simply need to make a reasonable decision based on the information available to you at the time.


It's also worth remembering that a good decision can produce a bad outcome. You can carefully assess the information, make a sensible choice and still have things go wrong because circumstances change or something happens that you couldn't have predicted. Equally, someone can make a poor decision and get lucky. The eventual outcome isn't always an accurate measure of how good your original decision was.


So instead of asking yourself, “How can I be certain this is right?”, ask a better question: “Do I have enough information to make a reasonable decision?” If the answer is yes, it may be time to stop researching, make the decision and move forward.


The bigger question may be why you don't trust yourself

If you regularly research decisions long after you have enough information, seek other people's opinions or struggle to act until you feel completely certain, the behaviour itself may be telling you something.


Perhaps you don't fully trust your own judgement, you need reassurance before you feel comfortable moving forward, or you are frightened of making a mistake because of what you think that mistake might say about your ability.


You may feel that you still have something to prove, or perhaps you have simply become so accustomed to questioning yourself that any uncertainty automatically sends you searching for another answer. These patterns can be closely connected to professional self doubt and imposter feelings. The solution isn't to stop thinking carefully or seeking advice when you genuinely need it.


The key is recognising the point where careful thinking has finished and self doubt has taken over. Because sometimes the question you need to answer isn't “What should I do?” It's “Why don't I trust myself to decide?”


Find out what's driving your self doubt

If you are successful on paper but regularly second guess yourself, overthink decisions, seek reassurance or struggle to move forward without certainty, it may be useful to understand what is happening underneath those behaviours.


I created The Imposter Index™ to help identify the patterns of self doubt and imposter feelings that may be affecting you professionally.


It looks at five areas: Self Worth and Identity, Self Doubt, Proving Yourself, Avoiding Visibility and Need for Validation.


The assessment takes around two minutes and gives you your Imposter Index™ score immediately. It is free at the moment.


https://imposterindex.scoreapp.com/


If you recognised yourself in this article, perhaps don't research this one to death.


Take the Imposter Index™ and discover which patterns may be influencing the way you think, decide and perform at work.

The Imposter Index™ is a self awareness and professional development assessment. It is not intended to diagnose. It is an index created to provide awareness. Think IQ, EQ or BMI.


This time though, you receive your Imposter Index™ score immediately on the screen, than rather waiting endlessly for an email.


https://imposterindex.scoreapp.com/

By David Rahman • September 28, 2026
You’ve had a long day. You’re absolutely knackered and have been looking forward to getting into bed for the last couple of hours. Then your head hits the pillow and, rather annoyingly, your brain decides this is the perfect time to start thinking about absolutely everything: the conversation you had at 11am, the person you need to deal with, the decision you haven’t made, whether that client is going to sign, and something somebody said three days ago that you barely noticed at the time but which has suddenly become incredibly important at 1.24 in the morning. I’ve worked with successful people for more than 20 years and switching off is something that comes up a lot. There can, of course, be all sorts of reasons for struggling with sleep, including medical ones. Sometimes, though, the problem isn’t really sleep. It’s what happens in your head when everything else finally goes quiet. 1. You’ve finished work, but your brain hasn’t You might have left the office hours ago, but mentally part of you is still sitting at your desk. Hardly surprising when you’ve spent the day making decisions, sorting out problems, dealing with people and thinking about what could go wrong next. Your brain doesn’t suddenly say, “Right then, he’s brushed his teeth, we can all clock off now.” One thing I find useful is creating a proper end to the working day. Take five minutes to write down what’s still unresolved, what needs your attention tomorrow and, importantly, what the next action is. Rather than trying to sort everything out, you’re simply telling your brain, “I know about it, it’s written down and I’ll deal with it tomorrow.” 2. You’re trying to solve tomorrow’s problems tonight We’ve probably all done this. You’re lying there having an imaginary conversation with somebody you’re seeing tomorrow, thinking, “I’ll say this, they’ll probably say that, then I’ll explain this, although if they say that I’ll probably need to mention this as well.” Half an hour later you’ve had an entire meeting and the other person wasn’t even there. When you catch yourself doing this, ask, “Can I actually do anything useful about this right now?” If the answer is yes, write down what needs doing. If it’s no, decide when you’re going to deal with it. Thinking something through can be useful, but going round and round the same problem at two in the morning usually isn’t. 3. You’ve forgotten how to come down from the day Think about a normal working day: emails, WhatsApp, meetings, phone calls, decisions, problems, more emails, somebody wanting something and then another quick look at your phone while you’re supposedly watching television.Eventually you go upstairs and expect your brain to go from all of that to peaceful sleep in about seven minutes. Give yourself a bit of runway. I’m not suggesting you need a two hour evening ritual involving herbal tea, candles and listening to whale noises. Just create some space between doing and sleeping . Put work away, stop checking emails and allow your head a chance to realise that nothing else needs sorting out tonight. 4. The business problem has become personal This is where it gets more interesting for me. Sometimes it isn’t the actual problem keeping you awake. It’s what you’ve made the problem mean about you . A client leaving, a difficult month or someone questioning one of your decisions can very quickly turn into, “Have I got this wrong, what if the business is going backwards, and maybe I’m not as good at this as people think I am?” Suddenly we’re not talking about the business anymore. We’re talking about you . This is where I look at someone’s Blueprint . I describe your Blueprint as your mental and emotional engine. It contains your beliefs, values, rules, fears, opinions, personal truths and perceived memories. Together, these help form your identity and influence the way you think. Those thoughts affect how you feel, which in turn influences the decisions you make and the way you behave. Next time something from work is going round your head at night, try asking yourself, “What am I making this mean about me?” The answer can be surprisingly revealing. 5. Bedtime is the first time you’ve actually stopped This is probably the one that gets missed most often. Most of the day has been spent doing rather than thinking about how you’re actually feeling. People have needed you, questions have been answered, decisions made, problems dealt with and there’s a good chance you’ve helped somebody else with theirs. Then you get into bed. Nobody wants anything, the phone has stopped and the house is quiet. Your brain thinks, “Lovely. My turn.” Everything you’ve been carrying around suddenly has somewhere to go. Perhaps the answer isn’t becoming better at pushing those thoughts away. It may be about giving them somewhere to go before you get into bed. Write things down, go for a walk, talk properly to somebody or have someone outside your world who understands how you operate, can reflect things back to you and spot patterns that are difficult to see when you’re the one living them. After more than 22 years of looking at people’s Blueprints, I’ve become pretty good at seeing what’s what. Quite often, someone starts by telling me about one problem and, as we talk, it becomes apparent that the thing they’re talking about isn’t necessarily the thing we need to work on. Sometimes a sleep problem isn’t entirely a sleep problem . It might be an overthinking problem, a pressure problem, a boundaries problem, a self doubt problem, or perhaps something in your Blueprint is keeping that mental engine running long after everybody else has gone home. The aim isn’t to never think about work at night again. You’re human. Good luck with that. What matters is understanding why your mind goes where it goes , noticing the patterns sooner and having a practical way of dealing with them when they appear. Hopefully, when your head finally hits the pillow, your brain starts getting the message: “That’s enough for today. Tomorrow can wait until tomorrow.” If you’re regularly struggling to sleep, it’s getting worse or it’s affecting your day to day life, it’s worth speaking to your GP or another appropriately qualified healthcare professional. Coaching can help with thinking patterns, behaviour and managing pressure, but it isn’t a substitute for medical advice or treatment. David Rahman Helping leaders and business owners sort out what’s going on in their head, so they can switch off and hopefully get a better night’s sleep.
Person reading self help books and listening to personal development podcasts but still struggling t
By David Rahman • September 13, 2026
Read the books and listened to the podcasts but still feel the same? Discover why your Blueprint may be keeping old patterns in place and how to change them.