Skip to content
Search AI Powered

Latest Stories

People Describe The Toughest Conversation They've Ever Had To Have With Someone

People Describe The Toughest Conversation They've Ever Had To Have With Someone
Image by Free-Photos from Pixabay

Warning: Some sensitive material ahead.

Few things can ruin your day more than the need to have a tough conversation with someone. How will they react? How devastating is this news? Like it or not, sometimes we need to have these conversations. When there's a death in the family, people need to be notified. When someone is gravely ill, loved ones need to be told. If someone you love is hurting themselves in some way and needs an intervention of some kind, then a decision might need to be made there too.

People told us all about their experiences after Redditor batting_1000 asked the online community,

"What's the toughest conversation you've ever had to have with someone?"

"I was a teen."

"Translating for my father at his last chemo meeting. "The cancer has spread, they're stopping chemo." I was a teen.

fashionistamummy

I am sorry for your loss.

I must say: That is wrong. This is what professional translators do for a living. To place that burden on a teenager is inappropriate.

"I had to be the one..."

"My best friend was killed by a drunk driver. I had to be the one to tell his family and friends, while still doing my job because I was the only manager available for the shift."

TheRavingRaccoon

How does someone go to work after something like that? Sorry for your loss. Hopefully you've had better days since.

"I've never seen someone so sad..."

"My uncle was in chemo and passed away later in the day. I worked nearby and was the first person to get to the hospital in response to a "complication." Telling my mom he passed away was hard, but the hardest call was to my grandma. She'd spent the previous year in the hospital with him, and that woman aged 10 years in about 30 minutes. I've never seen anyone so sad and defeated."

Career-Much

"Her cancer had spread..."

"Telling my wife we were going to remove her oxygen. Her cancer had spread and there wasn't anything left we could do. She looked at me with such sadness. It's seared into my brain. Then, a few days later, I had to tell my 4-year-old his mother died. Watching his face trying to comprehend what I just said broke my heart. It hasn't even been 2 years yet. Worst couple of days I have ever experienced. I miss her so much."

kap4050

"Hearing my cousin tell me..."

"Hearing my cousin tell me that he had been a freelance hitman in a bad part of Johannesburg for three years and that's why we lost contact. I thought the gangs and drugs got him. He set the record straight that he only worked for money and no one else and that he was done with it because he had his first son."

rastika

Johannesburg is rough. Without a doubt.

"Young kid died..."

"I used to be a deputy sheriff. Young kid died in a motorcycle accident. Went to his house at 9 AM on a Sunday morning. Interrupted the entire family and extended family who are sitting down for Sunday breakfast and then were on their way to church. A good 10 people. I had to tell his father that his son died right down the road from his house. The whole family erupted into screams understandably. That sticks with me."

outofmyelement1445

Parents Explain Why They Regret The Name They Gave Their Child | George Takei’s Oh Myyy

I do not envy the job of a sheriff or officer. Situations like that are too much for me. Much respect.

"He has never cried..."

"Telling my dad that his brother died.

Seeing him come home in tears is something I will never forget.

He has never cried in front of anyone so seeing him break down like that was something... scary."

Alukrad

Witnessing our parents break down is frightening. We're so used to seeing them as pillars of strength that when we see them crack, it can feel overwhelming.

"My brother died..."

"My brother died in tragic circumstances a week ago, and every day since somebody asks me what happened. It's emotionally exhausting."

grindelwaldd

"I had to terminate employment..."

"I had to terminate the employment of a single mom who was 8 months pregnant or so. She was laid off due to no fault of her own. She was a contractor, did great work, and we wanted to hire her, but it was on the front side of 2008; the company let all the contractors go. Zero I could do to change what was going to happen, but as her boss, it was my job was to let her know. Sucked."

ZLVE96

"The hardest conversation..."

"The hardest conversation I've ever had was telling my wife and mother of my children that I was leaving her because her refusal to get help for her mental illness was destroying me and them. She checked herself into a mental hospital the next day. 6 years later and a huuuuge amount of effort and we're happy and together."

craycraxy

Unfortunately, we can't avoid moments like these. Life can sometimes be very painful and conversations like these might be warranted. The best you can do is commit to them––and be there for those you love.

Have some stories of your own? Feel free to tell us in the comments below!

Want to "know" more? Never miss another big, odd, funny, or heartbreaking moment again. Sign up for the Knowable newsletter here.

More from Trending/best-of-reddit

Denver Airport Sparks Debate After Asking For Financial Support For Unpaid TSA Agents Amid Partial Shutdown
Annabelle Gordon/AFP via Getty Images

Denver Airport Sparks Debate After Asking For Financial Support For Unpaid TSA Agents Amid Partial Shutdown

Denver International Airport (DEN) is asking travelers to donate grocery and gas gift cards to help Transportation Security Administration (TSA) agents who are working without pay during the Department of Homeland Security (DHS) shutdown that began in mid February.

The shutdown stems from the 2026 DHS budget appropriation still being unapproved by Congress and the expiration of their continuing resolution authority (CRA) which funded their operations until it lapsed. This weekend, TSA workers missed their first full paycheck.

Keep ReadingShow less
Screenshot of Donald Trump and Melania Trump
@atrupar/X

Melania Mocked After Praising Herself As A 'Visionary' In Bizarre Speech

First Lady Melania Trump was widely mocked after she praised herself as a "visionary" while speaking at a Women's History Month event at the White House on Thursday.

The First Lady praised women who are "finding unique ways to balance careers, ambition, and family"—yet still found the time to congratulate herself while promoting her recent documentary.

Keep ReadingShow less
Michael B. Jordan accepting Oscar; Michael B. Jordan with Oscar at In-and-Out Burger
@revolt/TikTok; @DiscussingFilm/X

Michael B. Jordan Took His Oscar To In-N-Out Burger To Celebrate His Best Actor Win—And It's Everything

It's a cool experience to watch the various awards shows throughout the winter months and see which celebrities will be recognized for their hard work. But it's especially rewarding when a celebrity is super humble.

This year, for his dual role in Sinners, Michael B. Jordan received his first Oscar nomination. Competing with Ethan Hawke, Leonardo DiCaprio, and Timothée Chalamet, Jordan also received his first win.

Keep ReadingShow less
Gavin Newsom; Donald Trump
Tayfun Coskun/Anadolu via Getty Images; Roberto Schmidt/Getty Images

Gavin Newsom Explains The Real Reason Trump Boasted That High Oil Prices Mean 'We Make A Lot Of Money'

California Governor Gavin Newsom explained the real reason why President Donald Trump is celebrating the rise in oil prices after bragging openly about them in a post on Truth Social.

On February 27, the day before launching the war against Iran, Trump appeared in Corpus Christi and touted falling gas prices, which have a direct correlation with the price of oil on the global market. At that event, he claimed that “right here” gas prices had dropped below $2.30 a gallon.

Keep ReadingShow less
Screenshot of "Inside Out" style Donald Trump from Iran embassy video
@IRAN_in_NL/X

Iran Embassy Trolls Trump Hard With Mock 'Inside Out' Sequel Trailer Eviscerating His Response To Girls' School Bombing

The Iranian embassy in The Hague, The Netherlands, had social media users applauding after it shared an AI-generated video in the stye of Pixar's Inside Out in which President Donald Trump is compelled to lie about the U.S. attacking an Iranian girls' school that killed 168 children.

Iranian state media and health officials said the strike occurred early on February 28 in Minab, in the country’s southern Hormozgan Province. Journalists from international news organizations have not been granted access to independently verify the reported death toll or the circumstances surrounding the strike.

Keep ReadingShow less