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15 Strategies for Navigating a Painful Breakup

Updated on May 29, 2025 by TMM Staff · Dating & Confidence

A man and a woman seated at a table in what appears to be a cafe or sunroom, engaged in a serious conversation.
©Curated Lifestyle/Unsplash.com

No one gets into a marriage or a serious relationship hoping or thinking it would end someday. Most people are hopeful that love, if it’s real, will be enough to make it last. That effort will win. That timing will cooperate. That two people with good intentions can outrun the odds.

Table of Contents

Toggle
  • It’s Okay to Cry, and You Should
  • Close the Chapter Properly
  • Give Yourself Time Before Trying Again
  • Validate Your Feelings
  • Set Boundaries
  • Speak Kindly to Yourself
  • Seek Professional Help If Needed
  • Find Small Pockets of Joy
  • Don’t Isolate Yourself
  • Learn From Lost Love
  • You Don’t Have to Be Friends
  • Having Loved and Lost is Better
  • Don’t See It As a Failure
  • Growth Isn’t Always Comfortable
  • Carry the Good

But if you’ve ever had the rug pulled out from under you by a breakup you never saw coming, or maybe you did see it coming but it was more painful than you ever expected it would be, here are 15 lessons you can carry with you as you navigate this difficult time in your life. These aren’t quick fixes. They’re not meant to rush your grief. They’re here to hold your hand while you find your footing again.

It’s Okay to Cry, and You Should

A person wearing a hooded top sitting alone on a large rock in a body of water, facing away from the viewer towards a distant shoreline under an overcast sky.
©Mark Pan4ratte/Unsplash.com

If you’ve always needed an excuse to finally take a much-needed break from work, you have it now. Some people have compared painful breakups with the grief of losing a loved one, and they’re not wrong. You’re not being dramatic. You’re mourning something that was real. Let yourself fall apart if you need to. Cry in the shower. Cry in traffic. Cry into your pillow. This is part of the healing. 

Close the Chapter Properly

A close-up of a hand holding a photograph near a small flame from a lighter in a dimly lit environment.
©Yuvraj Singh/pexels.com

The last thing you need is to feel like there was never proper closure. A relationship that mattered deserves to be marked with finality. If you need some kind of ritual to feel like you did something concrete to close this chapter, do so. Whether that’s burning letters or archiving old messages or changing their contact name or deleting the playlist–you get to decide how and when. Honor the love, but also let it end. Endings deserve space too.

Give Yourself Time Before Trying Again

A person is sitting in a meditative pose on a grassy hilltop overlooking a mountainous landscape under a cloudy sky.
©Milan Popovic/Unsplash.com

It may be tempting to reach out to the next warm body you see just to feel some semblance of comfort, but that kind of comfort is always temporary. Jumping into something new too soon can turn into emotional whiplash. Let your heart settle. Give it room to breathe. You’re not running late. Love will still be there later–if and when you’re ready to choose it from a place of wholeness.

Validate Your Feelings

Three wooden blocks with letters arranged to spell the word "SAD" on a white, textured fabric surface.
©Nik/Unsplash.com

It’s easy to fall into the trap of burying your feelings six feet under and going through the motions, but that only delays the pain. You’re allowed to feel angry, sad, confused, even numb. None of those emotions make you weak or irrational. They make you human. You don’t have to justify your heartbreak to anyone, not even yourself. Feel it. Say it out loud. It matters.

Set Boundaries

An illustration of a person standing within a circular, transparent boundary surrounded by a fence in a stylized outdoor setting.
©️Image: OpenAI

Another one of the biggest temptations you may have to face is staying in touch just to feel some semblance of connection, or to feel like nothing really changed. But if talking to your ex hurts, stop. If following them online makes you spiral, unfollow. If you find yourself replaying every word, mute the thread. You owe no one unlimited access to your healing. Protect your peace and your dignity, even if it looks cold from the outside.

Speak Kindly to Yourself

An illustration of a person standing in front of a mirror with a thought bubble containing a smiley face.
An illustration of a person standing in front of a mirror with a thought bubble containing a smiley face.

If your ex ended up saying things that hurt you, you may end up replaying those words over and over again in your head. But don’t let their voice become your own inner critic. Your job now is to replace the harshness with grace. You are not unlovable. You are not broken. Speak to yourself like someone worth saving—because you are. Keep the promises to be gentle with your heart.

Seek Professional Help If Needed

A person is seated, engaged in conversation with a therapist who is taking notes on a clipboard.
©Getty Images/Unsplash.com

There is no shame in asking for help when you need it. We live in a time when stigma around mental health is being lifted, slowly but surely. So if you need therapy to process what just happened, go. If your pain feels too heavy to carry alone, reach out. You don’t have to wait for rock bottom. You don’t have to suffer in silence. There is help, and you deserve it. 

Find Small Pockets of Joy

A person wearing glasses and a sweater sitting on a couch, smiling while using a laptop and holding a mug.
©Vlada Karpovich/pexels.com

In the throes of a breakup, it may seem counterintuitive to find little things to smile about, but it’s exactly what you need to survive. Watch something dumb and laugh too hard. Eat your favorite meal without guilt. Sit in the sun with music that doesn’t make you cry. You’re allowed to feel light again, even in small doses. That’s not betrayal. That’s healing in real time.

Don’t Isolate Yourself

A group of friends are laughing and embracing in a decorated room.
©Cedric Fauntleroy/pexels.com

The last thing you need to do is withdraw from every person who loves you. Loneliness will try to convince you that no one understands, but that’s rarely true. Text someone back. Let your friend drag you out, even if you just sit there. Answer the phone when your mom calls. You don’t need to be the life of the party; just don’t disappear. Let people carry you when you can’t carry yourself.

Learn From Lost Love

 An illustration of a person sitting at a table with an open book, looking thoughtful with a thought bubble showing a broken heart.
©️Image: OpenAI

In non-abusive relationships, two people will more often than not play a part in the relationship breakdown. That doesn’t mean placing blame on yourself or the other person; it simply means reflection. Ask yourself what patterns need to shift. Look at what you tolerated, and why. Learn how you showed up, and how you want to show up differently next time. Love can leave, but the lessons can stay. Don’t waste them.

You Don’t Have to Be Friends

A silhouette of a person sitting on a rocky outcrop overlooking a city at sunset.
©Christopher Sardegna/Unsplash.com

Contrary to popular belief, you don’t need to be friends with your ex to be fully healed, especially if doing so will be harmful to one or both of you. Sometimes closure is choosing silence. Sometimes peace is found in letting go of contact completely. Friendship may never be on the table, and that’s okay. You can wish them well from afar, and you can still do so while honoring what you had.

Having Loved and Lost is Better

The word "peace" rendered in gold, three-dimensional letters against an abstract landscape.
©Valeria Nikitina/Unsplash.com

It is truly better to have loved and lost than not to have loved at all. You may feel like damaged goods, but you’re not. You’re someone who dared to love deeply, and that still matters. You now know your capacity for connection and how much you’re capable of loving. That’s not something to regret. That’s something to remember when love finds you again.

Don’t See It As a Failure

Scrabble tiles arranged to spell out the phrase "FAIL YOUR WAY TO SUCCESS" on a white background.
©Brett Jordan/Unsplash.com

If the relationship made you realize that you and your ex were not right for each other, then it still did its job. Think of love not as a project you need to complete, but a mirror reflecting yourself, your needs, and your heart. If it showed you your heart’s desire, what you won’t settle for, or who you’re still becoming, then the relationship wasn’t a failure, even if it ended. That’s growth in disguise. Not all love is meant to last, but all love leaves something behind.

Growth Isn’t Always Comfortable

A person in athletic wear lying on their back on a sports court next to a racket and tennis balls.
©Oliver Sjöström/pexels.com

Now may be a good time to redefine what progress looks like. It’s not always clean. It’s not always pretty. Sometimes growth looks like eating toast for dinner and making it through the day without crying. Sometimes it’s sleeping through the night without checking your phone. Don’t wait for it to feel good to know that it’s working. Discomfort is part of the bloom.

Carry the Good

An illustration of a person walking along a path in a stylized outdoor setting, with a broken heart symbol in the lower left corner
©️Image: OpenAI

Therapist Lily Jay once said, “Some of what you loved most about your partner was actually your own goodness reflected back to you; it’s yours to keep and carry forward.” And it’s true. Not everything has to be thrown away. Not every memory has to be a source of pain. The tenderness, the growth, the laughter, the memories, and your own goodness–it still belongs to you. 

Dating & Confidence ethical clothing, sustainability, Tentree

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About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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