8 habits of people who constantly second-guess their decisions, even the small ones

I remember standing in the cereal aisle, paralyzed by the sheer variety. I must have spent twenty minutes picking up one box, then another, before leaving with nothing.

That might sound trivial, but it reflected something bigger in my life: a pattern of questioning every choice, no matter how small.

If you find yourself stuck in these loops of doubt, you’re not alone. Many people struggle with second-guessing because they don’t trust their instincts or fear making mistakes.

We’ll explore eight common habits that fuel this indecision, along with ways to recognize and address them.

1. Overthinking the small stuff

Lingering too long on minor choices is usually a sign that anxiety has crept into everyday life. I’ve caught myself spiraling into “what if” mode while trying to select a brand of tea or a color for new throw pillows. What starts as a simple decision quickly turns into a mental debate.

According to research from the American Psychological Association, excessive rumination can lead to increased stress and difficulty focusing. When you overthink small tasks, your mind can become so cluttered that more significant decisions feel overwhelming.

Overcoming this habit involves learning to distinguish between what truly matters and what doesn’t. It’s helpful to set a mental time limit.

For instance, if you’re picking between two coffee shops, decide within a minute. Train your brain that not every detail requires a deep dive.

2. Dwelling on hypothetical scenarios

Constantly imaging the worst-case scenario can make any decision feel fraught with danger. Instead of thinking, “Should I grab lunch at the sushi spot or the deli?” you might catch yourself wondering, “What if I get sick? Or what if I hate the food and waste money?” The entire process becomes a maze of anxiety.

As Eckhart Tolle once noted, presence in the moment is key to breaking free from endless “what if” chatter. When you find yourself drifting into doomsday thinking, take a slow, deep breath and gently bring your attention back to the decision at hand.

Am I genuinely in harm’s way, or am I projecting a fearful scenario onto a simple choice?

Some people use a mindfulness practice—just five minutes a day—to train themselves to stay in the present.
The more you stay grounded, the less power hypothetical fears have over you.

3. Seeking reassurance from everyone around you

Asking for input can be helpful, especially if you’re trying something new. But when you can’t decide without polling your spouse, your best friend, and half your coworkers, that’s a red flag.

I went through this phase when I first moved into my home. I spent weeks texting friends about paint colors, curtain styles, and whether or not to buy a toaster oven. Eventually, I realized I was chasing an impossible goal: universal approval.

Studies published in The Journal of Mindful Behavior suggest that an overreliance on external validation undermines self-trust.

When you spread your decision across too many opinions, you lose a sense of ownership. Sometimes, it helps to gather limited information from one or two trusted sources, then trust yourself to make the final call.

4. Overcomplicating pros and cons

Some of us keep mile-long lists of reasons for or against each option. At one point, I was notorious for stuffing my journal with columns of pros and cons. Eventually, the sheer volume of points became paralyzing.

Try condensing your list. Here’s how you can simplify:

• List only the top three pros and top three cons.

• Ask yourself which item on each list feels most urgent.

• If you can, eliminate any point that’s vague or fueled by fear rather than fact.

This condensed approach pushes you to focus on what matters most. It also keeps you from veering into endless data-gathering, which often just creates more confusion.

5. Worrying about what other people think

Sometimes, we second-guess ourselves because we imagine all the judgments other people might form. We picture colleagues rolling their eyes at our lunch choice or friends gossiping about our outfit. The fear of looking foolish can be so strong that we choose to do nothing at all.

According to a recent article in the Harvard Business Review, the fear of negative evaluation can diminish our confidence in decision-making. It’s a phenomenon that’s tightly linked to perfectionism. But let’s be honest: most people are far too busy worrying about their own choices to obsess over yours.

I found freedom once I realized how rarely people pay attention to every small move I make. It might feel awkward at first, but practicing self-approval can ease this fear. You can still be open to feedback without giving strangers the power to govern your decisions.

6. Constantly comparing yourself to others

Scrolling through social media can feed second-guessing. You see someone’s brand-new car or a glitzy vacation, and you think, “Should I be doing that too?” Suddenly, every decision—from where you live to how you spend your weekend—feels subpar.

Comparison is a quick path to misery. It amplifies the idea that your choices are never “enough.” I recall reading Dr. Gabor Maté’s work on emotional patterns, and he points out how easy it is to trap ourselves in narratives of unworthiness by measuring our life against curated images online.

When comparison starts creeping in, try taking a short digital detox. Put your phone away for an evening, or remove the social media apps from your device for a day or two. You might be surprised how your decision-making feels lighter without the constant input of other people’s highlights.

7. Clinging to perfection

I’ve always been drawn to minimalism, but I also battle the desire to have everything precisely the way I imagine it. Perfectionism masquerades as a quest for excellence, yet it often paralyzes us with the fear of making a “wrong” move.

Mindful.org suggests incorporating brief meditation sessions to observe one’s perfectionist thoughts without judgment. If you can notice, “Okay, I’m trying to find the one flawless option,” you can challenge that belief and make space for imperfection.

As Brené Brown once mentioned, vulnerability and imperfection are what connect us as humans. Perfection isn’t just unattainable; it can be the very thing keeping us stuck. When you let go of the need to be perfect, even the smallest decisions can flow with less hesitation.

8. Fearing missed opportunities

There’s a sense that by choosing one path—say the orchard wedding venue over the beach—an entire world of future possibilities closes off. It’s the fear that something better might be waiting just around the corner.

In relationships, careers, or even everyday choices, this fear can keep you endlessly stuck in the “what might have been.”

The Institute for Family Studies has shared data on decision-making in relationships. They found that people who constantly fear better alternatives struggle with long-term fulfillment. The same pattern holds true in other parts of life.

When I find myself hesitating, I remember that no single decision is the final word on my future. Yes, certain choices come with trade-offs. But if you’re always waiting for a perfect scenario to reveal itself, you risk wasting the opportunities in front of you right now.

We’re almost done, but this piece can’t be overlooked: remember that the ability to decide is a muscle. Every time you make a choice—big or small—you’re strengthening your self-trust. Even if it doesn’t turn out as you hoped, you’ll have gained insight into what feels right for you.

Final thoughts

It takes courage to break patterns of doubt, and I still catch myself hesitating longer than necessary at times. But learning to trust your inner judgment, even in small ways, can change how you approach life.

Give yourself the gift of taking responsibility for your decisions. Try not to seek external reassurance at every turn, and keep an eye on whether you’re overcomplicating things.

No one else is living your life—you are. The more you own that fact, the less room doubt has to derail your path.