These 9 Regrets Haunt Men Who Destroyed Their Own Marriages

Hindsight is 20/20 on the other side of divorce.

Last updated on Mar 25, 2025

Haunted man with regrets of destroying marriage. Getty Images | Unsplash
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Divorce happens. Not all marriages have happy endings, and having and holding can often have a time limit. Mistakes are made, trust is broken, and life’s curveballs prove too stressful.

No matter why a marriage ends, it’s hard on both parties. There’s stress. There’s grief. There’s probably a lot of sadness. But, as with every disappointment, important lessons must be learned. Looking through the rearview after a divorce, many can learn many lessons about love, marriage, how people evolve over the years, and what mistakes were made.

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The lessons aren’t always positive, but they aren’t always negative either. To provide some insight, we spoke to nine men about what they wished they had known before they got divorced.

These 9 regrets haunt men who destroyed their own marriages:

1. I wish I knew my wife better beforehand

man upset haunted by regrets that destroyed his marriage Prostock-studio / Shutterstock

“I wish I knew that my ex thought a relationship would complete her. I never saw that, because we were always so happy when we were dating and engaged. 

But something in her was missing, and I sincerely believe she thought it would fall into place the day we married. I struggled with that a lot during the divorce because I thought I failed to fill the hole. 

But that hole will never be filled unless it’s by her. Some people are waiting for someone to complete that puzzle, and I don’t think that’s how it works.”

— Caleb, 34, Tennessee

RELATED: 1 In 4 Divorced Men Regret Ending Their Marriages — 11 Things They Wish They'd Done Differently

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2. I wish I would’ve traded fights for pep talks

man sitting on bed haunted by regrets that destroyed his marriage Yuri A / Shutterstock

“I wish I knew that having a plan isn’t the same as having one that works out. When we got married, we tried to see the future. 

Jobs first, then house, then kids, then a better house, and so on. That was our plan, and we were both on board. 

But then ‘life’ happened. I lost my first job before we could buy a house. When we could finally afford one, her credit was so bad that it was almost impossible to get a loan. 

All of these little things derailed our perfect plans. And instead of saying, ‘That’s life…”, I think she  — and, in a way, me too — took it as a sign that we weren’t meant for each other. Looking back, I probably would’ve traded many of those fights for pep talks, instead.”

— Liam, 33, Florida

RELATED: 12 Men Describe Exactly How It Felt When They Officially Divorced Their Wives

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3. I wish I’d pushed harder for therapy

upset man sitting on couch haunted by regrets that destroyed his marriage SB Arts Media / Shutterstock

“I wish I’d pushed harder for regular couple's therapy. Maintenance therapy. We could’ve stocked up our arsenal with communication techniques and empathy practice long before we despised each other. 

She didn’t think we needed it, because we weren’t fighting. It was sort of, ‘Don’t fix what’s not broken.’ But, you don’t — or you shouldn’t — install smoke detectors during the fire. It’s preventative. I think regular mental/relationship checkups could’ve saved us.”

— Mark, 44, Florida

RELATED: 10 Things I Seriously Regret Not Doing Before Getting Married

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4. I wish I knew what would happen to my friendships

man sitting on bed haunted by regrets that destroyed his marriage Prostock-studio / Shutterstock

“All the ‘mutual’ friends I lost just devastated me. As a couple, we spent much time with each other’s friends. We bonded, across the board. 

But divorce is a divider, in every sense of the word. I never would’ve imagined the people I was so close to acting like they did during the divorce. A lot of people, I think, put our marriage on a pedestal. 

When it fell apart, who knows? Maybe it brought up feelings about their own relationships? Whatever the case, the people I was friends with then aren’t the same as those I’m friends with now. I wasn’t prepared for that.”

— Jason, 40, Pennsylvania

RELATED: 5 Divorce Statistics That Predict The Success Of Your Marriage

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5. I wish I hadn’t underestimated the support I would receive

man sitting around empty boxes haunted by regrets that destroyed his marriage fizkes / Shutterstock

“This is kind of an ‘upper’, I guess. I wish I had known I could count on support from so many unexpected people and places. 

When the news went public, people I hadn’t talked to in years reached out to say they’d gone through something similar or knew I was a good person. It sounds superfluous, but those random outpourings of support helped with the loneliness

Not so much in terms of, ‘Oh, I have a new friend.’ But more like, ‘In a time when I feel like the whole world is against me, I know that there are people who’ve been through this, and survived.” 

— Ronnie, 42, Rhode Island

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6. I wish I’d better prepared myself for the judgment

man sitting outside haunted by regrets that destroyed his marriage ESB Professional / Shutterstock

“This wasn’t completely unexpected, but I didn’t anticipate the level of judgment that would happen during and after the divorce. It started with her family and friends. Whispers of me being a bad husband and stuff. 

Then it got a little more…casual? People I would see regularly at church started veering the other way instead of coming to shake my hand. Church was actually where I felt most judged and ostracized for getting a divorce. Very unforgiving. Ironic, right?”

— Matt, 37, Ohio

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7. I wish I was prepared for how many people would have opinions

man staring out window haunted by regrets that destroyed his marriage Ricardo Reitmeyer / Shutterstock

“The opinions. Christ, everyone — everyone — has an opinion about your divorce. ‘Maybe you could’ve done this.’ Or, ‘It’s for the best.’ 

Even the most well-meaning opinions from the most well-meaning people eat you away. The best thing I heard during my divorce was when a friend said, ‘I’ve got advice, theories, pep talks, all that. But I’ll wait until you tell me you’re ready to hear them.’ 

Truthfully, nothing she said was unique from what I’d been hearing. But her willingness to just let me breathe was so, so refreshing. If you’re getting divorced, just be ready to hear about it.” 

— Jeremiah, 41, Kentucky

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8. I wish I knew how much grief I would feel

upset man hugging himself haunted by regrets that destroyed his marriage ShotPrime Studio / Shutterstock

“I was the one who wanted and filed for the divorce. But it still hurt. It’s like a death in the family. It is a death in the family. 

It’s a death of the family. I wasn’t prepared to grieve as I did. Just like death isn’t something we want to accept, divorce isn’t a choice we want to make…even when we’re the one who wants it to happen. 

If you’ve been married a long time, you think back to those vows you made on your wedding day. You’re not just letting them die, you’re the one killing them. That’s a hard thing to accept.” 

— Steven, 43, California

RELATED: 9 Things I'd Do Way Differently If I Got Divorced Again

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9. I wish I knew how good it would feel when it was finally done

upset man haunted by regrets that destroyed his marriage Prostock-studio / Shutterstock

“I honestly wasn’t prepared for the freedom. My divorce was a ‘hard reset’ in my entire life. My marriage wasn’t good. 

When I got divorced, it was like letting the genie out of the lamp. I went back to school, moved to the East Coast for a while, and got back in shape.

I had been trapped — willingly, admittedly — for so long, in a destructive relationship, that my divorce was a true chance to start over. I wish I knew how good it would feel. I would’ve done it much sooner.”

— James, 35, Massachusetts

RELATED: Woman Regrets Not Working To Fix Her Marriage Now That Her Ex Is 'Happily Remarried' — 'I Wish I Was A Better Wife So I Wouldn't Be In This Position'

Matt Christensen is an award-winning content creator, writer, and editorial director with over 15 years of experience working with more than one dozen international brands.

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