The Ultimate Guide To Avoiding The 6 Biggest Divorce Mistakes

How-to-stop-second-guessing-yourself

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Should I Wait Until After the Holidays? How to Stop Second Guessing Yourself

Every year around this time, women tell themselves the same thing:
“I’ll deal with it after the holidays.”

Whether “it” is:

  • A job that drains you
  • A marriage that isn’t working
  • A life that feels smaller than you imagined
 

…waiting feels safer.

You want to protect your family, avoid awkward conversations, and keep the peace just a little longer.

The reality is, there’s never a perfect time to make a change. There will always be something, a trip, a birthday, a graduation, a family gathering, that convinces you to hold off just a little longer.

This post isn’t about pushing you to make a move. It’s about helping you understand why you keep second guessing your timing, and how to stay grounded whether you choose to act now or later.

Why Waiting Feels Safer (A Note From Your Nervous System)

If you’ve been telling yourself, “I just can’t do this right now,” your nervous system is doing exactly what it is built to do: protect you.

Change, even positive change, feels unsafe to your system. When you imagine disrupting the status quo, your system sounds the alarm:

         “Wait. Slow down. This could be dangerous.”

That danger is not physical; it is emotional. It’s the discomfort of uncertainty, the fear of regret, the vulnerability of not knowing what happens next.

So instead of moving forward, your system pulls you back toward what is familiar, because familiar feels safe, even when it’s painful.

Understanding this helps you stop fighting yourself. Nothing has gone wrong here. You’re just human.

The Downside of Second Guessing & Saying “Not Yet”

Waiting can sound wise, thoughtful, and responsible.
But underneath it, fear is often dressed up as logic.

You might tell yourself:

  • “I just want to get through the holidays first.”

     

  • “It would be too hard on the kids right now.”

     

  • “I’ll know when it’s really time.”

     

And yet, months or years pass, and you are still waiting for that mythical moment of clarity that never arrives.

The truth is, waiting rarely creates the stability you hope for. It often keeps you circling the same doubts and spinning in the same stories, only now with an added layer of guilt or regret for not acting sooner.

Sometimes the kindest thing you can do for yourself is to stop pretending that delay equals peace.

If You Decide to Wait, Wait With Intention

Sometimes, waiting is the right choice, but only if it’s intentional.

If you choose to pause, do it consciously. Give that waiting a purpose.

Ask yourself:

  • What am I hoping will change in this time?

     

  • How will I know when it’s time to move forward?

     

  • What can I do in the meantime to care for myself emotionally, physically, and spiritually?

     

Intentional waiting keeps you in motion, even if that motion is inward. It transforms waiting from avoidance into preparation.

How to Steady Yourself When You Start Second Guessing

When you feel that familiar wave of second guessing, try this:

  1. Name what is happening. “My system is seeking safety right now.”

     

  2. Breathe into the discomfort. Remind yourself that uncertainty is not danger, it is just unfamiliar.

     

  3. Anchor back into your truth. Ask: “What do I know for sure, even in this moment?”

     

The goal is not to force a decision. It’s to create enough calm that your next step comes from clarity, not panic.

Remember: Timing Isn’t Everything, Alignment Is.

There will never be a perfect time to make a difficult change. But there is a time when you’ll be ready to stop settling for what’s familiar and start choosing what feels right, even if it feels uncomfortable at first. That’s what matters most.

Even if you choose to wait, you can still start moving toward what’s next by gathering information, strengthening your support system, and gently untangling what no longer fits.

You don’t need to have it all figured out. You just need to keep noticing what your mind is telling you, and question whether it’s true.

Your Next Step

If you’re still figuring out your next step, you don’t have to rush, but you don’t have to go it alone either.

Subscribe to my Happiness Hits newsletter: weekly reflections, insights, and simple practices to help you stay steady while you find your way forward.

Or, if you’d rather talk it through, sometimes a single conversation can bring the clarity you’ve been searching for.

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Sharri Freedman

Let’s use divorce as a launchpad for your reinvention.
My signature LIBERATED Methodology is a science-based, proven approach that helps you think clearly, trust your choices, and move forward without regret. When your nervous system settles and your mind quiets, the answers rise with ease. They’ve always been there.
You just couldn’t hear them until now.

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Hi, I'm Sharri!
Sharri Freedman

Attorney, Reinvention Coach, & Divorce Expert

Combining 30+ years of legal wisdom and experience with nervous system regulation, mindset, somatics, and subconscious reprogramming, I’ll guide you through divorce and the reinvention that follows so you can trust yourself under pressure, make decisions without regret, and stop abandoning yourself to keep everyone else comfortable.

Whether you’re contemplating divorce, in the thick of it, or already on the other side, I’ll help you stop waiting for certainty and start looking forward to who you get to become.

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