Mind-Blowing Facts About Jerry Garcia, Rock’s Doomed Hippie Icon

August 12, 2024 | A.V. Land

Mind-Blowing Facts About Jerry Garcia, Rock’s Doomed Hippie Icon


The Grateful Dead’s Jerry Garcia may have looked like Santa Claus—and was just as well-loved—but his beatific smile concealed a dark side that not even music, adoration, or an endless supply of acid could erase.


1. He Was A Reluctant Messiah

Before the Beyhive, Juggalos, and Swifties, there were the Deadheads. This tribe of intensely devoted Grateful Dead superfans still follows the band from one sold-out show to the next, but from the late 1960s to the mid-1990s, Jerry Garcia, the band’s frontman-slash-shaman, was the reluctant ringmaster of this psychedelic circus.

Unfortunately, it all became too much for him to handle.

Jerry Garcia on stage - 1994Northfoto, Shutterstock

2. He Had A Real-Life Horror-Movie Moment

When he was barely out of diapers, Jerry Garcia experienced a terrifying moment during what should have been a fun family vacation in the Santa Cruz Mountains. In 1946, at four years old, Garcia was helping his older brother Tiff chop wood for the fire pit. They got into a speedy rhythm with Tiff swinging the ax and Jerry clearing away the logs, when disaster struck…

Jerry Garcia w/ new Travis Bean guitar 11/19/75Eric Golub, Flickr

3. He Was Forced To Face The Grisly Truth

The boys’ chopping somehow got out of sync and Tiff’s ax came down on young Jerry’s hand. Ouch. In a flash, his mother wrapped his finger in a towel and they rushed to the hospital. Garcia was too young and in shock to know what had exactly happened, and his family hid the truth from him. 

But weeks later, when he removed the last of his bandages, Garcia had the surprise of his life.

Jerry Garcia on stage.Carl Lender, CC BY 2.0, Wikimedia Commons

4. He Endured Another Vacation Nightmare

Jerry Garcia had lost half a finger in the accident. It seems the loss was only a warm-up for the unthinkable tragedy that five-year-old Garcia would be forced to deal with just a year later—and yet again it happened during a family vacation. In what must have started out as an idyllic scene, Garcia’s father Jose was fly fishing in California’s Trinity River.

Suddenly, though, he slipped and fell into the rushing water.

Screenshot of Jerry Garcia looking sad - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

5. He Had To Grow Up Fast

Imagine the helplessness of watching your loved one get swept away by the wild waters. As Jerry Garcia later recalled in Rolling Stone, “I was there on the shore. I actually watched him go under. It was horrible”. Jose, who was a professional musician and bar owner, drowned before any of the nearby fishermen could save him.

Garcia’s mother Ruth took over her husband’s bar and sent Jerry and Tiff to live with her parents. It was during this time that Garcia got into music and on a path that would change his life forever…

Musician, Singer, Songwriter Jerry Garcia at a home in Mill Valley, CA, 1975Mark Sullivan, Getty Images

6. He Was Vibing His Life Away

Consequences? What consequences? The teenage years are all about risk-taking and experimentation, right? Well, by the time Jerry Garcia turned 15, he was already locking in some lifelong passions. Namely, weed, cigs, and the electric guitar. His life was fun and his vibe was carefree—until one earth-shattering incident changed everything.

Jerry Garcia of The Grateful Dead rehearses at the Hollywood Bowl on September 15, 1967 in Los Angeles, California.Michael Ochs Archives, Getty Images

7. He Was On A Crash Course

California was the capital of car culture in the 60s, and what could be more liberating than cruising around Palo Alto trying to score weed with your buddies? This is exactly what Jerry Garcia was doing one disastrous day in 1961. Unfortunately, the driver took a sharp turn at 140 km/h (90 mph) and the car smashed into the guardrail and started spinning violently through the air…

Screenshot of Jerry Garcia smiling on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

8. He Experienced A Wild Wake-Up Call

In yet another blood-curdling incident, Jerry Garcia flew through the windshield and landed in a field with such force that his shoes were left behind and he ended up with a broken collarbone. One of the car’s other passengers lost his life. The chilling twist? Garcia had been sitting where the guy who died had been, but they had switched seats just moments before the crash.

Garcia was shook. “That was the slingshot for the rest of my life,” he said. “It was like a second chance. Then I got serious”.

Jerry Garcia of The Greatful Dead, London, 4th April 1972.Michael Putland, Getty Images

9. He Was All Fired Up

Jerry Garcia was a new man, who boldly and ambitiously threw himself into his music. He spent long hours practicing and had started playing small gigs with a couple of pals. In a perfect beatnik-themed meet-cute, Garcia met Sara Ruppenthal in 1963 while she was working at a coffeehouse at the back of a bookstore where Garcia often performed.

The pair, barely out of their teens, made beautiful music together (literally) as a duo. However, they were shocked to discover they had also created something even more life-altering…

CIRCA 1960: Photo of Jerry GarciaPaul Ryan, Getty Images

10. He Could Roll With The Punches

One can only imagine how nervous Ruppenthal, who was going to Stanford at the time, was when she approached Garcia with the news that she was pregnant. Garcia exuberantly replied, “I’ve always wanted to be married”! “Poor guy,” Ruppenthal recalled. “We had no idea. No idea. We were babies”. The pair had a speedy wedding, because Garcia didn’t want people to talk.

Who is this square? Don’t worry, Garcia’s counterculture trailblazer era was right around the corner…

Screenshot of Jerry Garcia looking at front - The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

11. He Got Psychedelic

Sure, the car crash was a catalyst for Garcia, but its influence was small compared to a little ol’ chemical called lysergic acid diethylamide. According to Garica, acid changed everything. “I suddenly realized that my little attempt at having a straight life…just wasn’t going to work out”. The pieces started coming together when a very high Garcia opened a dictionary and immediately put his finger on the entry for “grateful dead”.

It meant: "the soul of a dead person, or his angel, showing gratitude to someone who, as an act of charity, arranged their burial”.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

12. He Fell In With Some Pranksters

Putting acid in the Kool-Aid is one way to get the party started (or so they say), and that’s exactly what was happening during the mid-60s at a series of Bay Area events called the Acid Tests. At these trippy gatherings, held by Ken Kesey and his group of Merry Pranksters, the newly-formed Grateful Dead would jam away amongst the kaleidoscopic strobe lights, writhing flower children, and fluorescent paint.

In this bizarre psychedelic stew, a new counterculture movement was forming, and Garica was the key ingredient.

Photo of Grateful Dead when they started playing as the Warlocks - circa 1965Paul Ryan, Getty Images

13. He Embraced the Chaos

Perhaps the acid expanded Garcia and his wife’s minds a little too far. After a daughter and three years of marriage, both of them started other relationships. By 1966, they had separated and in 1967, just as the band’s debut album dropped, the divorce was finalized. It was time for Garcia’s next chapter and his next relationship—no rest for the wicked, right?

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

14. His New Girl Had Baggage

It was the era of free love, and when it came to romantic partners, people were pretty generous. Enter Mountain Girl. She was the “it” girl of the psychedelic world—but there was just one problem. She had just had a child with Acid Test founder Ken Kesey. Did we mention that Kesey was much older, happened to be married to someone else, and was having issues of his own?

What was a psychedelic single teen mom to do?

Carolyn Garcia, prepare to testify about their relationships with the late Jerry Garcia.  - 1996San Francisco Chronicle/Hearst Newspapers via Getty Images , Getty Images

15. He Found A Fellow Misfit

Mountain Girl had been gallivanting in Mexico when she gave birth to Kesey’s daughter, but she quickly realized she needed to go back to California and grow up. When she got off the bus and hugged her pal Garcia, she felt “a huge jolt” and told him she had a vision of them being together.

Garcia looked at her with his famous smiling eyes and said, “You could stay with me”.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

16. He Left Her Behind

And just like that, Mountain Girl moved into the band’s old Victorian house in the Haight-Ashbury district of San Francisco. She and Garcia were “head over heels in love”—at least, until the band went on tour. She had her suspicions about what happened on the road, but tried not to ask questions.

When the band returned from Woodstock in 1969, she said they looked they’d been through a battle—and what a fight it had been…

Woodstock's famous towers - 1969James M Shelley, CC BY-SA 4.0, Wikimedia Commons

17. He And The Band Blew It

As the saying goes, if you remember the iconic Woodstock ’69 music festival, then you probably weren’t there. However, if you were there, you’d remember the Dead’s disastrous performance. Heavy rains flooded the stage, causing dangerous electrical issues and outages, which caused huge delays while the band’s sound technician desperately tried to rewire everything.

But wait, it gets worse…

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

18. He Was Shocked and Shocking

So, the stage was on the verge of collapsing and the band members were getting shocked by the wet equipment, but that’s OK, there were only a few hundred thousand unruly hippies in the crowd. At one point in the set there was a solid 10 minutes of confused banter and at another point the band performed a 50-minute song. Yikes.

If you think this is an exaggeration, check out the Woodstock documentary. You won’t see the band, because they asked producers to remove their segment.

Screenshot of Jerry Garcia on stage - from Entertainment Tonight (Tv Series- 1995)CBS, Entertainment Tonight (Tv Series)

19. He Knew How To Get The Party Started

What better year to appear on Hugh Hefner’s variety show Playboy After Dark than 1969? The set mimicked the look and feel like a house party, complete with attractive extras. Suspiciously, on the day the band played, someone had dosed the coffee with acid. As Garcia explained, “The whole thing turned from an artificial party into an authentic party”.

As the 60s ended, so did the vibe of freedom and fun, at least for Garcia…

The Playboy Mansion FactsMichael Webb, Getty Images

20. His Life Took A Turn

What could be better than spending a summer’s day driving around Twin Peaks with gorgeous views of San Francisco and your best friend at your side? This is what Garcia’s mother Ruth was doing one day while Garcia and the band were recording American Beauty. Suddenly, somehow Ruth’s dog made its way to the car’s pedals and disaster struck…

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

21. He Stood By Her

In the confusion, Ruth lost control and her car plunged off the side of a cliff. She ended up in intensive care with catastrophic injuries. She and Jerry had a rocky relationship—but everything changed after the accident. He visited her every day over the next month, until her body finally gave out in September 1971. Band lyricist Robert Hunter spoke of the incident’s impact on Garcia…

“There’s a lot of heartbreak on [American Beauty, the band’s masterpiece] … The pathos in Jerry’s voice on those songs, I think, has a lot to do with that experience”.

Photograph of Robert Hunter who wrote many of the songs performed by The Grateful DeadDavid Saddler, CC BY 2.0, Wikimedia Commons

22. He Was On A Losing Streak

Here’s an instance where a nosy landlady could have almost been helpful. Pigpen McKernan, the band’s keyboardist and a founding member, had been having health issues related to his excessive drinking. When his landlady noticed that his car hadn’t moved in a few days, she investigated.

Sadly, Pigpen had passed on, and Garcia had to deal with another gut punch less than a year after losing his mother.

Ron Warner Bros. Records, Wikimedia Commons

23. He Should’ve Got Help

Despite (or because of?) all of the pain, the album American Beauty was a huge success, which meant it was time for the band to hit the road. Hopefully, the exhausting nightly process of getting lost in the music, cheering crowds, and, yes, substances, would help Garcia forget his recent devastating losses…

…Except it didn’t. During this tour, Garcia took things up a notch.

Screenshot of Jerry Garcia looking at camera  - from The History Of Rock 'N' Roll (1995-Mini Series)Telepictures, The History of Rock 'n' Roll (1995-Mini Series)

24. He Sealed His Fate

In a scene that could have been out of a noir movie, in 1974, Jerry Garcia made a decision that would change his life forever. During the band’s European tour, he tried the hard stuff while visiting a house of ill repute and became hooked on a type of refined opium. He said he was looking for an —and he found it. As Garcia recalled, “It was like a long vacation. It worked good; I mean, I got my ‘vacation’.”

He did need a vacation—AKA, rehab—but he had to hit rock bottom first…

Screenshot of Jerry Garcia talking at camera - from Late Night With David Letterman (1982-93)NBC, Late Night with David Letterman (1982-93)

25. He Began A Downward Spiral

Yes, yes, the jokes about having to be stoned to enjoy the Grateful Dead are low-hanging fruit, but, while Garcia was hooked on the hard stuff, there were definitely some quality control issues that even the most ardent fans couldn’t ignore. Luckily for us, Garcia’s bandmate, Bill Kreutzmann, decided to write a tell-all book about it…

Bill Kreutzmann, January 1982David Gans, Flickr

26. He Was Out Of It

In his book, Kreutzmann really went there, writing that Garcia “was sometimes so incapacitated he couldn’t function”. He also said Garcia would sometimes drool on his microphone and forget where he was during songs to the point where he had to resort to humming. As shambolic as the whole band could be at times, the fanbase kept growing and the touring machine kept chugging along.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

27. His Parenting Skills Were Scary

You might guess that having Jerry Garica and Mountain Girl as parents would be, um, interesting, and you would be right—but sometimes, things went too far. When Trixie Garcia was about 18 months old, she got into a bag of magic mushrooms that had been left out in the open.

Luckily, she was okay, but years later, her mother’s response was, “Oh, it made you more communicative!” We’re not sure child services would agree.

Singer, guitarist and songwriter Jerry Garcia (1942 - 1995)Michael Putland, Getty Images

28. He Was Very Hands-Off

Who needs a playground when you can just hang out at your dad’s shows? Garcia’s daughter Trixie would wander around unsupervised at Dead concerts from the age she could walk. In addition to the usual ingestion of mind-expanding substances, she witnessed several identity crises, crazy crowd hug-a-thons, and even backrub circles.

Gotta keep busy during those 30-minute-long noodling jams, right?

Trixie Garcia looking at camera.Susana Millman, Flickr

29. His Fans Were Wild

As the saying goes, “It takes all kinds” and this is very true when it comes to the band’s diverse fans. Deadhead Steve Silberman likened the show’s layout to a mandala with different sections: Fans of bassist Phil Lesh were in the “Phil Zone,” while the “Wharf Rats” held 12-step meetings during breaks in the show.

Hearing-impaired fans held onto balloons to feel the vibrations, and the “Spinners" bowed down to Garcia in religious ecstasy. It’s almost impossible to imagine how Garcia felt being right in the middle of this strange universe.

Screenshot of Jerry Garcia on stage - from Entertainment Tonight (Tv Series)CBS, Entertainment Tonight (Tv Series)

30. His Daughter Had An Interesting Take

When asked what her dad thought of it all, Trixie revealed that he and the band were “cynical…dark-humored guys. A band of pirates, really. And they were being followed around by these tofu-eating love people.”

Trixie Garcia attend the Madison Square Garden 2015 Walk of Fame Inductions Ceremonylev radin, Shutterstock

31. His Daughters Were Scared Straight

Garcia’s other daughter with Mountain Girl, Annabelle, spoke about how growing up surrounded by [mind-altering substances] was the best “Just say no” PSA ever. “When we’d go to the shows, we’d see young fans—15 or 16 years old—taking way too many [substances], really being zombied. It really drove it home. You don’t want to do that to yourself.”

If only Garcia could have learned the same lesson as his daughter.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

32. He Was Not A One-Woman Man

Blame it on the era of free love, his natural anti-authoritarian streak, or his rock and roll lifestyle, but Jerry Garcia had a short attention span when it came to the ladies. And in 1973, his relationship with Mountain Girl was reaching its best-before date. Where did he find his new love, Deborah Koons? Well, like many thousands of others, at a Grateful Dead show, of course.

Now if only he had remembered to tell Mountain Girl, the mother of two of his three daughters (so far), before getting hot and heavy.

Deborah Koons Garcia prepare to testify - 1996San Francisco Chronicle/Hearst Newspapers via Getty Images, Getty Images

33. He Was On To The Next

In the days before DMs, Garcia and Koons’ new relationship started off with the exchange of snail mail, and in 1974, much to Mountain Girl’s chagrin, Garcia and Koons took it to the next level. It wasn’t until 1975 that Garcia officially left Mountain Girl, though. Koons, who was an aspiring filmmaker who came from money, moved in with Garcia and even followed him on the road for a while, but found it too strenuous.

And she was 100% right. Something had to give.

Screenshot of Jerry Garcia on stage - from Entertainment Tonight (Tv Series)CBS, Entertainment Tonight (Tv Series)

34. His Life Was Turbulent

Trouble was coming at Garica from all angles. In addition to his rocky love life, tensions within the band were high as well. Everyone decided it was time for some farewell shows and then a much-needed break. During those last concerts, which were part of The Grateful Dead Movie, things got a bit wild behind the scenes—and not in a good way…

Screenshot of Jerry Garcia talking - from Late Night with David Letterman (1982-93)NBC, Late Night with David Letterman (1982-93)

35. His Roadies Made The Magic Happen

When it came to the band’s roadies, they were just as dedicated to the Grateful Dead lifestyle as any band member—perhaps even more. They played an integral behind-the-scenes role in the band’s legendary performances, but one in particular was kinda insane. During the farewell shows, Rex Jackson stood at the side of the stage and said, “Everyone who goes up these stairs, they’re gonna get acid … and then they’d better […] behave”.

Sadly, Jackson perished in a car crash in 1976—yet another deep loss that drove Garcia deeper into despair.

Screenshot of Jerry Garcia talking - from Late Night with David Letterman (1982-93)NBC, Late Night with David Letterman (1982-93)

36. He Had No Shame

After tossing the mother of his two daughters to the side, Garcia returned to Mountain Girl with his tail between his legs after his two-year relationship with Koons ended. To Mountain Girl’s credit, she gave it a go until she realized how deep he had gone down the rabbit hole of illicit substances. How deep? Remember, this is a woman who was a key player in Ken Kesey’s Acid Tests!

Screenshot of Jerry Garcia talking - from Late Night with David Letterman (1982-93)NBC, Late Night with David Letterman (1982-93)

37. He Daughter Didn’t Mince Words

Exactly how bad was Garcia’s addiction? Bad enough for Annabelle, his daughter with Mountain Girl, to confront him. He “gave me a look over the top of his glasses and said, ‘I can’t go outside. I’m recognized now’”. Annabelle also explained why he had so many wives and lovers.

“He was always looking for the one to make it right. The next thing he knew, they were trying to get bucks out of him”. Sadly, she’s wasn’t wrong.

Woodstock factsArchive Photos, Getty Images

38. He Hung Out With “Angels”

Obsessive fans, maniac roadies, money troubles, tragic losses of life, romantic turmoil…but wait! Why not crank things up a notch by throwing a biker gang into the mix? With similar countercultural beliefs, the Hell’s Angels had been associating with the band since the early days. However, at times the relationship was a bit hair-raising…

Hells Angels bikers on the street.Jon Kneller, Flickr

39. He Was Living The Surreal Life

Motorcycles indoors were once de rigeur in the world of rock, but at one of the band’s shows, the Angels took it too far. The biker gang rode their choppers backstage and, wielding some sharp-looking blades, demanded that the band play the song “Truckin’”.

When the tour manager questioned Garcia’s relationship with the bikers, he said, “Well, you know, good wouldn’t mean much without evil”.

Jerry Garcia of The Grateful Dead performs live at Golden Gate Park in 1975 in San Francisco, California.Richard McCaffrey, Getty Images

40. He Had No Money, Mo’ Problems

In 1980, the Grateful Dead had their biggest hit single with “Touch of Grey”. As successful as the band was, Garcia still had money troubles. One part of the problem was the band had an unusually massive payroll and another part of the problem was Garcia’s $700-a-day (about $2,600-a-day in 2024) substance habit. Good guy that he was, he deeply felt his responsibility for his team’s livelihoods.

His only other option was to push his exhausted, addicted body to the limit by taking on even more gigs as a solo artist.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

41. He Was A Hot Mess

The band was flying high on the momentum of their massive hit and Garcia was flying high on, er, other things. By this point, he was so checked out that he would rest his chin on the microphone during shows. His voice was shot from smoke, he had gained quite a bit of weight, and his sleep apnea didn’t help matters.

It was all too much for the band to continue turning a blind eye.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

42. Everyone Had Had It With His Habits

In 1985, the band finally gave Jerry Garcia an ultimatum. It was probably about a decade too late, but who are we to judge? Afterward, Garcia agreed to go to rehab. Unfortunately, a funny thing happened on the way to the clinic…

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

43. He Screwed Up

Jerry Garcia was alone on his way to rehab, so he decided to take a detour along the way. As he sat in his parked BMW (with expired tags), a law enforcement officer approached just in time to see him chasing the dragon. On the seat beside Garcia was an open briefcase containing an insane amount of substances.

The officer apprehended Garcia for possession of narcotics for sale. The wild part? While it looked like enough to get the whole city high to the officer, that was just Garcia’s personal stash.

A mug shot of Grateful Dead guitarist Jerry Garcia (1942 - 1995), following his arrest in New Orleans, 31st January 1970.Kypros, Getty Images

44. He Had A Come-To-Jesus Moment

Garcia’s housekeeper, of all people, was the one to help him taper off substances, but to say that he was out-of-shape was an understatement. According to his daughter Trixie, “he’d been living off Tang and Twinkies for ten years”. In July 1986, it all caught up with him. 

He fell into a diabetic coma for five days. He had some very trippy experiences while he was under, but he woke up to an even bigger shock…

Screenshot of Jerry Garcia talking  - from Entertainment Tonight (Tv Series)CBS, Entertainment Tonight (Tv Series)

45. He Was Alive But Not Well

As happy as Jerry Garcia must have been to be alive, he was likely devastated to discover that he would have to relearn not only several basic skills, but also how to play the guitar. It was a monumental task, but by the end of 1986, he and the band made a triumphant return. They kicked off their first show with “Touch of Grey,” which includes the refrain “I will survive”.

It was the perfect opportunity for a fresh start—too bad he didn’t treat it that way.

Screenshot of Jerry Garcia on stage - from Late Night with David Letterman (1982-93)NBC, Late Night with David Letterman (1982-93)

46. He Was Trapped

Garcia’s fresh start included many changes, including a new wife, Manasha, who he married in a spiritual ceremony, and daughter, Keelin, who was born in 1987. But then, there was also a never-ending tour. After five years on the road, he was exhausted. To make matters worse, he was suffering from carpal tunnel syndrome—a nightmare for a guitarist.

His manager wouldn’t let him quit the tour, so Garica found other ways to escape his misery.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

47. He Was All Over The Place

Jerry Garcia, new father, was a changed man. He made a valiant effort to stay clean, moved to Hawaii, took up scuba diving, became a vegetarian, and even cut back on his cigs. Perhaps seeking to relive the good ol’ days, he left Keelin’s baby momma to rekindle a relationship with Barbara Meier, an old flame from the 60s who had given him his first guitar.

Still, the pull of the addiction was strong.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

48. He Was Sucked Into The Darkness

During a heart-to-heart, Meier, who could see Garcia was deeply suffering, she asked him why he didn’t just walk away from the band. He replied, “Do you know how many people are depending on this show going down the road”? It was clear that the pressures were mounting.

Garcia was sucked back into the dark world of self-medicating...

Image of Grateful Dead (1970)Herb Greene, Wikimedia Commons

49. He Played His Last Show

The band’s last tour became known as “The Tour of Doom,” because of multiple crowd control problems, fans (plural!) getting struck by lightning, and ominous vibes. The last show took place in July 1995 at Chicago’s Soldier Field. A distant Garcia struggled with his equipment and kept messing up lyrics. One review ominously asked, “Is this a new beginning or the beginning of the end?”

The review also described the show as ranging “from painful to spectacular”—which is a pretty good way to describe Garcia’s life.

Screenshot of Jerry Garcia on stage - from The Grateful Dead (1977)Electrascope, The Grateful Dead (1977)

50. He Had Good Intentions

In 1995, Jerry Garcia decided to give rehab another go. In the same month as the band’s last concert, Garcia checked into the Betty Ford Center, and then the Serenity Knolls treatment center. On August 9, 1995, the stress, the pressure, the loss, the lifestyle, and pain finally caught up with him. Garcia suffered a fatal heart attack in his sleep.

When he was found in his room, staff reported that he still had that famous smile on his face.

The Grateful Dead in concert in Washington, D.C., on Saturday, June 20, 1992.Northfoto, Shutterstock

51. The Drama Continued After He Died

At the time of Garcia’s passing, he was married to Deborah Koons—the same filmmaker he’d spent a few years with in the 1970s. However, her behavior after his death hasn’t won her many fans. Koons barred two of Garcia’s ex-wives from his funeral and one from the spreading of his ashes. But that’s not all she did.

Screenshot of Jerry Garcia singing - from Late Night with David Letterman (1982-93)NBC, Late Night with David Letterman (1982-93)

52. She Went Against His Wishes

Koons managed Garcia’s estate, and although the late rocker had agreed to pay “Mountain Girl”—AKA Carolyn Garcia—$5 million as part of their divorce settlement, Koons tried to renege on that agreement. As a result, Carolyn had to take the estate to court. Eventually, she settled for $1.25 million instead of what she was owed.

Since then, Koons has also been involved in a lawsuit against Garcia’s beloved youngest daughter Keelin.

Deborah Koons Garcia at her Mill Valley, Calif., home on Thursday, November 15, 2012.San Francisco Chronicle/Hearst Newspapers via Getty Images, Getty Images


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