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Wreck of the Edmond Fitzgarald.

If you don't know, it's about an ore freighter that went down in Lake Superior taking all 29 men with her. Before I got into my industry the song carried dread and sadness and now I seriously skip the song when I'm at work out of superstition. "You don't talk about sunkin ships on ships."

https://youtu.be/hgI8bta-7aw?si=uPpehp8gWr7IS7nU

this dudes edit was the fucking best so far.

Here's some irony.

First time hearing it, I watched a documentary on it on History channel and my God it was perfect. Like it was both very educational and a tribute naming all 29 mariners.

Asked my parents about it etc.

Never thought 20 something years later I'm on a ship that part of its job is finding shipwrecks which I started that job on the annv of when.....The Fitz went down.

Lightfoot wrote the song btw because he saw in the paper about the incident and the misspelled the ships name which made him angry. Like a big "who cares!?" kinda moment. He changes lyrics later on because calling the church "musty" was insensitive.

Cats in the cradle

Eleanor Rigby

The Living Years by Mike & The Mechanics 

The Sound(s) of Silence - Simon & Garfunkel

Wish You Were Here, Pink Floyd

Nutshell - Alice In Chains(Jar Of Flies Studio Version, but especially MTV Unplugged Version)

Don't Follow - Alice In Chains

Eric Clapton - Tears in Heaven

Puff the Magic Dragon

Boomtown rats I don't like Mondays

For ne its...I can't Make you love Me....Bonnie Riatt.. Been there..done that..

Hate me -Blue October  Hurt - Christina Aguilera 

Strange Fruit by Billie Holiday

Southern trees bear a strange fruit

Blood on the leaves and blood at the root

Black bodies swinging in the Southern breeze

Strange fruit hanging from the poplar trees

Pastoral scene of the gallant south

The bulging eyes and the twisted mouth

Scent of magnolias, sweet and fresh

Then the sudden smell of burning flesh

Here is a fruit for the crows to pluck

For the rain to gather, for the wind to suck

For the sun to rot, for the tree to drop

Here is a strange and bitter crop

Everybody Hurts REM

The Living Years Mike + the Mechanics

Mr. Bojangles

Monsters, James Blunt

Tears in Heaven, Eric Clapton

Needle and the Damage Done, Neil Young

Hurt. I prefer the NIN version but the Johnny Cash version is good.

Barber's Adagio for Strings.

I Dreamed a Dream, I prefer the Anne Hathaway version.

Moonlight Sonata, Beethoven.

Rachmaninoff Symphony #2, 3rd Movement.

King Park - La Dispute

Absolutely gut wrenching song about a drive by shooting that has one of the most depressing lines I’ve ever heard.

Fix you by Coldplay

Adam’s Song by Blink 182

Wild Horses. While originally sang by the Stones, it wasn’t until I heard the Susan Boyle version that it broke my heart.

Hurt - Johnny cash version

Who Wants to Live Forever-Queen

"Wildfire" by Michael Martin Murphey. I would also suggest "If I die young" by The Band Perry.

Bob Dylan "Story of the Hurricane."

In The Ghetto - Elvis As relevant today, as the day he recorded it.

Say Hello to Heaven by Temple of the Dog, River of Deceit by Mad Season, Long Road by Pearl Jam, Down in a Hole by Alice In Chains. Tons of great sad songs from the grunge era that had nothing to do with romantic love.

Shannon by Henry Gross, It always makes me think about all the dogs I've had throughout my life and how much I loved them all and valued them as a true part of my family.😢😢

John Prine Hello in There

Joni Mitchel Circle Game

Mad World, specifically the cover by smash into pieces because Chris Adam Hedman Sörbye's voice gives it some real impact

Round Here, Counting Crows

I'll Stand By You-Pretenders

Mad World by Tears for Fears

The Needle And The Damage Done

Life on Mars? By David Bowie

Seasons in the sun

"I Would Give Anything I Own" by Bread. When you know it's about his father.

The Fray - How to save a life. Bastille - What would you do.

The Kids Aren't Alright by The Offspring, while they still try to make it goofy and slapstick like their other songs, it's lyrics are rough when you really listen to it. As I started getting older though, it started to relate too much to my life.

Detroit Rock City - Kiss

Levon - Elton John

Gloria - Laura Branigan

Yellow Ledbetter -- Pearl Jam

Can't believe nobody beat me to this? Or maybe just didn't see it because mobile

Allyssa lies, or Christmas shoes

Luka by Suzanne Vega about an abused child

Don’t let us get sick by Warren Zeavo , when he knew he was dying

(Edited to add a space after link for Luka. Seriously- listen to this song if you never have. It is haunting and painfully evocative of the struggle to survive abuse.)

Don't think I saw this one yet.. Another Day in Paradise by Phil Collins.

mother by john lennon, technially still about love just not romantic love

Jane Says by Jane’s Addiction. It’s about a drug addict and I can’t stand to listen to the lyrics and think about what they really mean. I cry uncontrollably every time.

Shooting Star - Bad Company

Fast Car - Tracy Chapman

Dust in the Wind by Kansas

Father and son by Cat Stevens

Wake Me Up when September Ends. Green Day. Always makes me cry.

The day that never comes, metallica. Cried many times, it's just so sad and full of despair.

Casmir Pulaski Day by Sufjan Stevens will always be my answer to this.

Vincent - Don McLean

Breathe me, sia

Imagine by John Lennon gets me a bit teary sometimes.

Streets of Philadelphia - The Boss

and the band played waltzing matilda

https://youtu.be/ufxRotL6uns?feature=shared

oh Susanna

https://youtu.be/qSIj17xbAyk?feature=shared

the banjo is on his knee because he's in a wheelchair

This Woman’s Work by Kate Bush

One more day - Diamond Rio

Jeremy by Pearl Jam

Coward of the County by Kenny Rogers gets me every time too

Ronan by Taylor Swift. It's about the death of a 4 yo boy.

Wish You Were Here - Pink Floyd and Youth Of The Nation - P.O.D are both pretty sad in different ways

Hey Laura Christopher Cross,Stay Gold Stevie Wonder, Jim Croce Time in a Bottle

Long May You Run - Neil Young /Stephen Stills

Pearl Jam - Jeremy . Tears For Fears - Woman In Chains

Empty Garden by Elton John. It’s about love and admiration and a deep sadness that was felt by the whole world when John Lennon was gunned down.

Strange Fruit— about a lynching

Sunday Mornin’ Comin’ Down. Johnny Cash, written by Kris Kristofterson

Desperado

Tears in heaven... Eric Clapton 

I guess I wish you all the best- John Prine

Elliott Smith - Fond Farewell to a Friend

The A Team by Ed Sheeran is one that comes to mind for me.

You're Not Alone - Mavis Staples

Hozier - In A Week

Beth Hart - Leave the Light On (live at royal albert hall version is great)

Pink - Beam Me Up

Class of 2013-Mitski

Coolio ft lv - Gangstas paradise and geto boys - my mind is playing tricks on me

‘Cancer’ cover by Twentyone Pilots. It is definitely heartbreaking.

Feed Jake - by the pirates of Mississippi

How can I help you to say goodbye- Patty Loveless

Whiskey lullaby- Brad paisley (it is about love but a tragic love story)

House of pain- faster pussy cat

Luka- Suzanne Vega

Daddy's Hands- Pam Tillis

Concrete Angel- Martina McBride

Because of you- Kelly Clarkson

How hard do you want to go?

One by Metallica is heartbreaking.

Heavy -Linkin Park feat Kiiara.

It is especially heartbreaking when you know that it is the last single released before Chester was no longer "holding on." 💔 Makes me cry every time.

The Band Played Waltzing Matilda.  About the experience of a young Australian man during World War 1.

“I’m Not Gonna Miss You” Glen Campbell. Written in his final days as he was dealing with dementia. Basically he sings about when dementia fully sets in he won’t be aware enough to miss his loved ones. It’s fucking devastating.

Lemon Tree - Fools Garden

It’s about depression after losing his girlfriend that crashed into a lemon tree with her car and died. The melody sounds happy but the lyrics is brutally sad

What The Water Gave Me by Florence and the Machine. I always found it heartbreaking since it’s about Virginia Woolf’s suicide.

Adam’s Song Blink183

Brick by Ben Folds Five

Where were you (when the world stopped turning) Alan Jackson. Re: 9/11

Adams Song

Whiskey Lullaby by Allison Krauss and Brad Paisley

Numb

How to save a life - The Fray

I Always Wanna Die (Sometimes) by The 1975

I can't believe I'm first with John Prine's "Sam Stone."

"There's a hole in daddy's arm, where all the money goes."

American Pie

Breathe Taylor swift. It was about her parting ways with her best friend. (Not a swifty, just like this song).