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My 'Quieting That Overthinking Mind' series explores the overthinking journey — from recognizing the mental spin cycle to moving from "what if" to "let's try."


You wouldn't believe how many emails I've gotten with fantastic questions!


In this post, I'm tackling the most common overthinking questions that keep popping up in my inbox. I love these questions because they show we're all in this together.


Whether you're just starting to catch yourself in those thought loops or you're already making progress, these answers might be just what you need to take your next step forward.



scattered pieces vs organized pieces

How do I know if I'm overthinking or just being thorough?

Oh, this is one of the overthinking questions I hear constantly! Especially from my fellow perfectionists (you know who you are!).


Here's the simple truth: Being thorough gives you energy and clarity. Overthinking leaves you exhausted and confused.


It's kind of like the difference between a brisk walk that energizes you and a treadmill that leaves you tired but going nowhere!


You're probably overthinking when:


  • Your thoughts start feeling like that song that's been stuck in your head all day — repeating without adding anything new
  • You notice yourself feeling more anxious or drained rather than clearer
  • You suddenly realize thinking has become your clever way of avoiding action

The goal isn't to stop that wonderful brain of yours from thinking deeply — it's to make sure your thoughts are moving you forward rather than keeping you stuck.


overthinking questions at 3 am clock blue face

What can I do when overthinking hits at 3 AM?

Another super common overthinking question that has me nodding in recognition (and yes, sometimes at 3 AM!).


Ah, the midnight thought party nobody invited you to! When those thoughts start their late-night dance:


  • Remember that your 3 AM brain is a drama queen. Our brains really do catastrophize more when we're tired. Try telling yourself: "This feels huge right now, but by breakfast it'll probably seem manageable."
  • Use the "park it" technique. I keep what I call my "worry notepad" by my bed for exactly this reason. Scribble down what's spinning in your mind and tell it, "I'll give you proper attention tomorrow at 10 AM." It's like setting an appointment with your worry!
  • Make your body the focus instead of your thoughts. Feel your sheets, notice your breathing, or try tensing and relaxing each muscle group from your toes upward.

Pro Tip ~~


For more comprehensive strategies to manage those 3 AM thought spirals, check out my free guide: "Stop Overthinking: Your Escape Plan to Confidence" where I share powerful techniques to quiet your busy mind.


woman in blue holding head with many question marks above her

I keep replaying my past mistakes - how do I make it stop?

When it comes to overthinking questions about the past, this one always makes me think, "Are you in my head?!"


The past can be like mental quicksand, especially in midlife when we've collected enough "I should have..." moments to fill a book.


Here's what works for me and my clients:


  • Ask yourself if you're learning or just rewatching. Think: "Am I getting something new from replaying this memory, or am I just watching the same mental movie for the tenth time?" If you've got the lesson, it's probably time to change the channel.
  • Use the "And now?" add-on. Try acknowledging what happened ("Yep, I totally fumbled that presentation...") and then immediately add "and now?" This tiny phrase redirects your focus forward like magic.

For example, the full thought would be: "Yep, I totally fumbled that presentation... and now? I can prepare more thoroughly for next week's client meeting by practicing with a colleague first."


The "and now" part shifts you from dwelling on the past to taking constructive action.


Be the friend you need. If your best friend made this mistake, would you keep bringing it up, or would you help them move on with kindness? Give yourself that same gift!


hand count down 1, 2, 3, 4, 5 teal background

Is there a quick way to snap out of overthinking when it hits?

This next overthinking question is about finding your emergency brake when your mind is racing full speed ahead.


When you need to break free from a thought spiral (like when you're supposed to be enjoying dinner but instead you're mentally rewriting that email you sent earlier), try the "5-4-3-2-1" sensory technique.


Wherever you are, notice:


  • 5 things you can see (the pattern on your cup, the way sunlight hits the wall)
  • 4 things you can touch (the texture of your shirt, the smooth surface of a table)
  • 3 things you can hear (maybe birds outside, the hum of your refrigerator)
  • 2 things you can smell (coffee brewing, your hand lotion)
  • 1 thing you can taste (even if it's just noticing the taste in your mouth right now)


It works because your brain can't fully focus on your senses and spin in overthinking mode at the same time — it's like changing the channel on your mental TV!

These pattern interrupts are like mental first aid when overthinking strikes. But the real transformation happens when you build habits that make overthinking less likely to crash your mental party in the first place.


woman in blue with arrow going up labeled progress

I'm trying to overthink less - how can I tell if it's working?

Among all overthinking questions, this one about tracking progress is so important for keeping you motivated!


Progress with overthinking isn't usually a straight line up. It's more like learning to dance — some days you've got the rhythm, other days you step on your own toes.


Here's what real progress often looks like:


  1. You catch yourself sooner. If you used to spend all evening in a thought loop before noticing, and now you catch it after 15 minutes — that's a win worth celebrating!
  2. You bounce back faster. You might still fall into overthinking quicksand, but now you're climbing out more quickly instead of sinking deeper.
  3. You're taking more action. Maybe you're sending that email instead of rewriting it seven times, or making a decision in minutes that used to take days.

Remember, we're not aiming for "never overthink again" (not realistic for us thoughtful types!).


Success means overthinking becomes more like an occasional visitor than your permanent roommate.

Action Step ~~


Pick one overthinking situation that regularly trips you up.


Jot down:

  • How long it typically takes before you notice you're overthinking
  • One technique from this series you'll try next time it happens
  • When you'll check in with yourself to see if it's working

Small steps lead to big shifts!


Bringing It All Together

Overcoming overthinking isn't about becoming a different person — it's about befriending your naturally thoughtful mind while staying in the driver's seat instead of letting your thoughts take the wheel.


These overthinking questions show we're all navigating similar challenges, just with our own unique twists and turns.


If you have overthinking questions specific to your situation, I'd love to help!


What overthinking questions are still bubbling up for you?


Drop them in the comments below!


Or share which strategy from this series has been your favorite — I'd love to know what's working for you.


Want more guidance on quieting your overthinking mind? Download my free guide, “Stop Overthinking: Your Escape Plan to Confidence,” Or join our Facebook group, Tackling Procrastination Together at 50+, for community support.


Here's to thinking in ways that energize rather than exhaust you!



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Posted: March 31, 2025



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