I’ve spent most of 2025 feeling pretty lost. Some personal and professional disappointment and loss has left me detached from the things I once held closest and grappling with a newfound pressure to rebuild my entire identity in order to move on. I also frequently question the decisions I make about what to do with my life to the point where I end up making no decision at all, stagnant in contentment yet dissatisfaction. I haven’t discussed these feelings with anyone and I’m not in therapy, at least not yet. But I needed something, someone, somewhere to turn to with the proverbial medicine to numb the very real pain.
Music has always been how I inspire myself to solve my own problems without having to involve anyone around me, so that’s where I went. One of my favorite, more somber albums from the last several years and a go-to comfort piece is Sob Rock, a 2021 release by John Mayer defined by its lush, coastal 80s soft rock sound akin to the work of Don Henley and Steve Winwood. This time though, I got so engrossed in his perspectives and storytelling that I wanted to further explore the guitar virtuoso’s back catalog, which I wasn’t super familiar with beyond the big hits of the mid 2000s. The list I’ve compiled here, split into three major themes of Mayer’s songwriting, is made up of the songs I discovered that haven’t just taught me something recently, but are now bona fide lifelong traveling companions; songs I’ll have at the ready whenever I need to find myself again.
I will admit, the act of diving headfirst into the discography of one artist has always caused a bit of trepidation. Doing so involves letting said artist take control of a piece of your personality, and it goes even further when you fall in love with what you find. And watching myself have such an emotional response to Mayer’s music sometimes felt like advertising that I’m becoming a cliché: the sad, sensitive guy who’s coping with his broken heart by trying his hardest to look like a deep, artistic soul searcher. But what’s wrong with being that person, even if just for a little while, if it’s who you need to be to survive? When you feel like a feather in a hurricane, it’s comforting to find a voice that can speak to what’s ailing you better than you ever could. Whatever is on your mind, whether it’s facing the long and winding journey of self-discovery, mending the hole in your heart after another failed romance, picking yourself up off the ground that life put you on, or all three at once, John Mayer has a really good song about it. The following 17 are just some of them.
Also, here’s the list in playlist form in case you want to listen along:
Songs of Identity
- No Such Thing (Room For Squares, 2001)
The pantheon of artists who struck gold not just with their debut album, but also with the song that opens it is small but nothing short of impressive: Van Morrison (“Brown Eyed Girl”), Florence + The Machine (“Dog Days Are Over”), Van Halen (“Runnin’ With the Devil”), The Jimi Hendrix Experience (“Purple Haze”), and N.W.A. (“Straight Outta Compton”) are a few that come to mind. And though not a commercial single I will proudly argue that “No Such Thing” deserves its seat at the table amongst these giants. While Mayer doesn’t return to danceable acoustic pop that comprises most of Room For Squares as often afterwards, the song’s lyrics plant the seeds of themes he’d explore for the next two decades: resisting conforming to institutions, unlocking hidden potential, aging and generation gaps. He lets his audience know from the jump who he is, where he’s trying to go and that they are welcome to cast aside their fears and join him. It’s the willingness to pass on plan B’s and realistic expectations expressed here that has me writing this piece in the first place.
- Stop This Train (Continuum, 2006)
When people of different age groups discuss growing up, I think it’s most common to hear kids dream of getting older and old folks wish they could be younger; no time ever feels like the right time. But Mayer makes a pretty good case for young adulthood (early-20s to mid-30s) in “Stop This Train” being the most complicated. On a macro scale, it’s a time in life where the burden of the world’s problems still feel like they’re on the shoulders of the older generations. And on the micro level, it’s the conventional “golden age”: you’re in the physical prime of your life, the majority of your family elders are still around to spend time with, you have a bit less responsibility to a greater cause and therefore more room for independence, adventure and mistakes. But the downside of all of that is what is visible. It’s intimidating to think that soon enough, if not already, it will be on you and your peers to fix what’s broken and maintain what works when it’s not universally decided which is which. And the thought of not having the loved ones that raised you around at some point is all but inconceivable until it happens. What strikes me most about this song is its ambiguity. An anxious John gets some great advice from his father: you can’t stop life from moving, so take the good with the bad and embrace it while you still can. But the last chorus doesn’t seem to show that John is convinced; you may feel some temporary peace, but that fear won’t ever really leave you and that’s okay.
- Walt Grace’s Submarine Test, January 1967 (Born and Raised, 2012)
There seems to come a time in every songwriter’s career where they are struck with a level of creative inspiration that propels them to do something outside of their normal habits and formulas. This could manifest itself in working with an entirely new set of collaborators, pulling from one or multiple previously unfamiliar genres, or, in the case of John Mayer, writing narratively. Crafting a short story-esque song (or a “concept album” if they’re broadened to fill an entire LP) entails building a world, conceiving of a plot and a message, and condensing it into one short piece. Mayer’s best and most textbook example of this is “Walt Grace”. Introducing the song on his SiriusXM channel, LIFE with John Mayer, he said, “You only get one of these a lifetime.” It’s a song so far from what listeners had grown accustomed to on his albums both lyrically and musically, but still somehow not an entirely surprising product. Leaning into acoustic folk in a way he hadn’t before, Mayer uses his powers of utilising detailed imagery and tapping into the souls of those who yearn to wander to tell an original tale of a man who feels that he has reached the end of this current life, the kind seemingly sought after that’s complete with a wife, kids and a social circle. But rather than surrender to it, he is determined to start again somewhere new. I draw a great deal of inspiration from Walt’s story as someone who’s felt out of place in the world in which he currently lives. Also, examining the journey I’m currently on, trying to forge a path for myself in a congesting blogging, writing and journalism space, the “will to work hard” displayed by the main character despite those around him casting doubt is a sentiment at the top of my mind every time I sit down to work. I may feel crazy sometimes, like all of this is frivolous or that no one is going to care, but that’s no reason to stop because it’s what I want and what makes me happy. Simply put: never stop dreaming, never stop working, and you’ll never stop achieving.
- Go Easy On Me (The Complete 2012 Performances Collection, 2012)
Sometimes, for an artist who reaches a certain level of fame, I imagine it can be difficult to create autobiographical art that doesn’t feel out of touch. How do you write about breaking up with someone as rich and famous as you whilst tiptoeing around the language that will take the listener out of the story and out of their hearts? Or about the harassment that celebrities might face for their “crimes” in the public eye? Well, I think John Mayer, someone who is no stranger to public relationship ridicule, does about as good as one can facing this kind of conundrum on “Go Easy On Me”, a song from the Born and Raised era that somehow didn’t make the album. During a live show he explains that the song was born from a time of hurt and when his public reputation was so low that he would have people coming up to him at bars just to try to hurt his feelings. Maybe it had something to do with a rejection of his arrogant public persona, which he theorizes in the clip. Maybe it had to do with being viewed as the bad guy in the fallout of every public relationship. But, speaking to the brilliance of the songwriting, I didn’t hear any of that when I listened to it the first time; I heard and related to someone fighting a battle with himself. When you’re in the midst of trying to solve your own problems, for your own insecurities to put up roadblocks is a common occurrence. Self-destructive thoughts are a constant obstacle on the journey to putting yourself back together, and John encapsulates that internal battle perfectly here.
- I Will Be Found (Lost At Sea) (Paradise Valley, 2013)
The song that inspired this list and, to the word, a perfect encapsulation of my state of being for at least the last few years. Feeling lost, listless and lonely is equal parts depressing, terrifying and thrilling. Depressing because, especially in adulthood, there’s a pressure to have your life figured out. You should be equipped with the right knowledge to forge ahead on your chosen path toward success and stay there. So when your path comes to an end, or worse you don’t even know where it is, sometimes all you can do is look back in regret. Terrifying because all you realize as you look back in regret is that you can’t magically fix those mistakes, only dig deep and either try to rectify them or start over, both of which being daunting tasks. And thrilling because, when you find those moments of seeing the upside, your mindset shifts from “I don’t know where to go” to “I can go anywhere”. Furthermore, it’s motivating to believe that the person or people you’re meant to be with are out there, you just have to keep traveling, keep pushing, keep being yourself. This song taught me that not having your life perfectly put together is not a death sentence, it’s an opportunity.
Songs of Heartache
- I’m Gonna Find Another You (Continuum, 2006)
Sometimes, if I feel like putting on my “astute music critic” hat and pretending I can draw up some truly deep analysis on art, I’ll trick myself into believing that Continuum is constructed as an allegory for the Kübler-Ross model a.k.a the Five Stages of Grief. I’m not on trial here so I’m going to avoid dissecting my entire theory lest it fall apart completely, but in it, “I’m Gonna Find Another You” is the perfect, if a little bitter, template of stage five, Acceptance. And the idea that acceptance and spite can coexist as one moves on from a torturous relationship is what I will take with me as I move on from my own.
I went into great detail on what the lyrics of this song meant to me last year in a previous post, “My 2024 in Song”, so I’ll take this chance to lean into what blows me away about this song musically, as it’s also a foundational piece in my understanding of genre-blending. I don’t know if there’s a mainstream musician in the 21st century that has done more to show the power of a horn section than John Mayer, and both live and in studio this song’s horns allow it to soar, matching the sentiment of the words. Big band and swing music, from orchestrators like Count Basie and Glen Miller to vocalists like Sinatra and Martin, has a timeless charm that I think has mostly been abandoned outside of the holiday season. So when John Mayer uses it as a seasoning for his caramel-smooth modern blues-rock, I am nothing short of enraptured.
- In Your Atmosphere – Live (Where the Light Is: John Mayer Live In Los Angeles, 2008)
Long distance friendships/relationships have been a constant struggle for me since the end of high school. The bonds you forge in school are forced to surrender to time and space once you and your circle of friends are set free and if trying to mimic the closeness you can only get from school days is near-impossible. In “In Your Atmosphere”, a stunning two-piece song oft-performed live but yet to feature on a studio album, digs into the emotions tied to only seeing a former lover (or friend in a looser interpretation) from the outside of their life with a vulnerable, barely-holding-on state that really resonates with me as someone who’s constantly wishing he had more time and more chances with important people that have moved and moved on. The hypnotic outro is particularly impactful, bluntly repeating the song’s emotional roots:
“Wherever I go, whatever I do
I wonder where I am in my relationship to you
Wherever you go, wherever you are
I watch that pretty life play out in pictures from afar”
When someone leaves the kind of mark on you that the subject of this song has left on its narrator, it takes a long, long time to fully let go. And, in a prophetic move from 2008 John Mayer, expresses the added challenge that social media would come to play in trying to move on. Today, watching the best parts of that person’s life put on display while all you can do is watch from far away and wondering what they’re doing every moment of every day is a more prevalent issue than ever before.
- Love Is A Verb (Born and Raised, 2012)
If you’ve ever heard “Saturday Night’s Alright (For Fighting)” by Elton John, you may already be familiar with the phenomenon known scientifically as semantic satiation. It’s when the repetition of a word causes the listener to temporarily lose its meaning and hear it only as meaningless sound. While in a literal sense this only applies to actual repetition (“Saturday, Saturday, Saturday” for example), I think it can apply metaphorically to words that are thrown around so loosely in common parlance that they lose their power, with “love” being the primary victim. Whilst expressing it we can surround it with all of the flowery language that we want, but it shouldn’t be lost that amongst hundreds of synonyms, “love” is the king of the hill in the English language when it comes to explanations of feeling for another. So when a song comes around that, out of the assumed millions that address the topic of love, discusses its meaning with unique levels of tenderness and emotional intelligence, it should be appreciated. I would not be surprised to find the lyrics to “Love Is A Verb” in a collection of poems; in fact it might be more fitting there than in a folky acoustic ballad. It’s a crash course on how to give and receive this precious gift with the intent of informing the listener that love is more than a word, an item or just a nice idea. It’s an act; a deliberate action that comes from nothing but the overwhelming positive feelings you have for someone that is done from the goodness of your heart. Showing love over simply speaking it is a shift in my worldview that I’ll carry with me for life.
- You’re Gonna Live Forever in Me (The Search for Everything, 2017)
Every great songwriter has the ability to write lyrics with flexibility, allowing them to be interpreted as specific or broadly as the listener wants them to be. It’s how pop artists can simultaneously reach a vast audience and maintain artistic integrity. No greater example of this in the John Mayer catalog is the enduring ballad “You’re Gonna Live Forever In Me”. If you just need a somber atmosphere in which you can uncork your emotions, that slow, reflective whistle and meandering piano will do the trick. But make no mistake, these words, when played specifically in the context of grieving, cut like knives in a way that’s hard to truly describe. When John played the song live on CNN’s New Year’s Eve 2020 broadcast, it gave a poignant, painfully sweet ending to a year defined by the loss of loved ones. Or, if you’re mourning the loss of a relationship, especially one that will leave a mark on your soul despite finding the ability within yourself to let them go, the second half of the song speaks for you in ways you’ve probably been afraid to yourself. I felt like the sentiment expressed by this song was hiding somewhere deep in my heart, trapped by the fear of admitting defeat. But hearing someone else sing them to me from their world told me it was finally safe to let them out in mine.
Songs of Well-being
- New Deep (Heavier Things, 2003)
I get a lot of enjoyment out of trying to reinvent myself. The adrenaline that comes from the inspiration to reach a new personal ideal is intoxicating. I’ve been through the reinvention cycle many times in life, with it sticking a decent amount of times. So when John Mayer discusses this conversationally in the lyrics of a groovy electric pop-rock tune, I’m predisposed to gravitate towards it.
When faced with substantial changes in life, especially in terms of relationships, the kind of person I aim to become, at least for a while, is the narrator of this song; someone who is done putting his heart first and is ready to find a little more soul through the projection of being soulless. Hardening oneself to the world and bottling up feelings is an under-discussed male instinct that Mayer paints an impressive picture of here, as confident cynicism is one common method for masking or driving down pain. The component that makes this song so effective, though, is that I don’t think the narrator ever really comes off as trustworthy is the sense that he’s going to commit to this persona long term. Even though he calls out the doubters who say this won’t last longer than a day, something in his tone makes it feel like becoming emotionless is a rash, emotional decision. Still, whenever I throw headphones on and strut down the street to this song with false confidence coursing through my veins, I trick myself into thinking this could one day be me; and that’s comforting.
- Gravity (Continuum, 2006)
Almost certainly the most recognizable song on the list, the celestial guitar riff alone makes it worthy of its classic status. It’s the centerpiece of an album chock full of riveting emotional pieces from the point of view of a man trudging through heartbreak and existential dread, only hoping he can make it to the other side. If you feel like it’s overplayed or cliché, that’s not unreasonable. But the frequency with which something is heard on the radio or in a Guitar Center shouldn’t have an effect on its core message, which may have gotten lost in the nearly 20 years since its release.
The narrator of this song is desperate; he’s self-destructive, vulnerable, and at a total loss for confidence. The only thing that keeps him from being totally broken is the belief that he still has some light, he just needs some help staying in it. However, he’s also afraid that if he tries and fails to get what he wants in life, he may be lost forever. Perhaps my interpretation is overdramatic in its dourness, but I can’t deny that when the storm clouds are passing through, this song meets me in the darkness and speaks in a way I can’t muster in the moment. During a show in 2005, Mayer explained that, to that point in his career, “Gravity” was the most important song he’d ever written, coming at a time when his stock was rising and, with it, the fear that he was going to screw it all up. That sentiment comes through clear and true, and gives a voice to all of us upstarts that worry the floor is going to fall out from under us and our fragilities will be exposed.
- The Heart of Life (Continuum, 2006)
The second of two incredible examples of truly poetic songwriting on this list, “The Heart of Life” is like the gasoline to my sputtering engine of a soul, filling it with enough positive energy to at least keep me moving, if not flying. I’ve also sent it to friends after they’ve had a long day or aren’t feeling like themselves, just to remind them that whatever it is they’re going through right now, perhaps with a little help, will pass. I’m very passionate about clear communication in relationships and friendships, especially when one party is dealing with something that they can’t handle alone. Anything you can give to another person you care about, even just lending an attentive ear or gentle hand, can go a long way.
The simplicity of the song, especially compared to some of the guitar heroics that characterize many of the surrounding Continuum tracks, is what I think gives it its power. When you’re trying to bring someone down from the ledge or up from the bottom of the well, yanking with maximum force is not always the best technique. Being gentle, methodical and reassuring is how you best ensure sustained improvement; lazy rivers are way more comfortable than roller coasters. “The Heart of Life” is one of Mayer’s best and most important songs. I don’t know if it was all that difficult to create, but he sure made it look and feel easy.
- In Repair (Continuum, 2006)
For all of the darkness and cynicism weaved through the tone of Continuum, it has its fair share of personal triumph as well. Two of them I’ve already touched on, but the album’s penultimate and longest track, “In Repair”, might be the most universal. Understanding it in a meaningful way doesn’t have to involve having your heart broken or grappling with a bleak worldview or trying desperately to comfort someone else through their pain. No one’s life is pure and unadulterated happiness, but for many it’s also not intense depression; it’s just a series of rough and smooth patches that gradually interchange with time. And getting through a rough patch involves doing a lot of the little things Mayer describes in this song: trusting your heart, waiting for the winds to change, even just going for a self-care walk. Sometimes the culmination of these things takes longer than one might like to take effect, but by continuously working on yourself bit by bit, they’ll get there. With its grandiose arrangement and another brilliant guitar performance, it’s another instant feel-good song for me and reteaches me, every time I hear it, that it’s okay to not feel your best; as long as you keep putting in the work to get there, that’s good enough.
- War of My Life (Battle Studies, 2009)
I’ll just state this for the record right off the bat: These are my favorite lyrics of any John Mayer song and they would probably land in my top 10 favorite lyrics of all time. The line “If fear hasn’t killed me yet then nothing will,” is on its own a simple statement that holds more power than could be found in many entire albums. Life can often feel like one battle after another and putting yourself in the shoes of a capable hero brave enough to keep fighting could very well manifest itself into real-life benefits. Additionally, the imagery evoked from lines like, “I’ve got a hammer and a heart of glass, I gotta know right now which walls to smash,” is just plain great songwriting and accomplishes the mission of getting the listener invested regardless of whether or not they relate.
But the cherry on top of this brilliance sundae is that he goes against the grain of what a song about panic is expected to sound like. Almost any other song I’ve ever heard about anxiety, the many variations of which I personally interpret as the main “villain” of the song though love and heartbreak are also valid readings, are built on a framework of embracing the frenetic, jaded energy of the condition. And while I quite like many songs like this (“Anxiety” by Doechii and “Head Above Water” by Daryl Hall & John Oates, for example), more often than not I find power in the calm and focus that “War of My Life” is a catalyst for. It’s a declaration of war against personal demons packaged in a subdued and soothing tenderness, which might be just what one needs to survive.
- Helpless (The Search for Everything, 2017)
I’m all for musicians exploring and experimenting with new genres for their albums; it’s a surefire way to keep the creative juices flowing, an exercise in self-discovery and a good method for widening your audience. But sometimes, when you’re a longtime fan, you want your favorite artist to come full circle and do what made them who they are/what made you fall in love with them. In the case of John Mayer, whilst listening to his studio albums in order I had a great time with his folksy back-to-back records Born and Raised and Paradise Valley. I’ve already explained here several songs that now mean a lot to me from that era. But I couldn’t hide my excitement when I put on The Search for Everything and heard Mayer venture back to many of his old signatures: the vibrant, bluesy guitar, the gentle yet crushing piano ballads, and the dichotomy between sexual and thoughtful energy that comprise a well-rounded piece of work. The epitome of all of this is “Helpless”. It’s fun, funky and an all-around quality piece of music that I could have on repeat for hours, but the groove isn’t so overpowering as to take you out of the grim emotions of the lyrics. Taking a page from John Lennon’s playbook and writing a cry for help you can dance to, Mayer (or his narrator) is in a grim state: relying on alcohol for comfort, losing his relationships, subject to massive mood swings and unsure of how to make anything better. I find songs with this “sad lyrics vs upbeat music” contrast really refreshing, as I’m rarely the kind of person whose poor mental health phases manifest in the form of not getting out of bed or losing interest in activities. Instead I’m inclined to manically hyper fixate on comfort activities and interests in an effort to distract myself. Songs like “Helpless” are valuable representations of that behavior cycle and can bring some light to bad situations.
- Roll it on Home (The Search for Everything, 2017)
This song is a prime example of a common message in Mayer’s songs: don’t be too hard on yourself. And for folks out there like me who eat, sleep and breathe self-criticism and over analysis with the tendency to indulge in shame and despair, a gentle hand guiding you to the light of tomorrow is a great comfort. “Roll it on Home”, somehow the least-streamed song on its album outside of an instrumental piece by a wide margin, is a breezy, bluesy, country-western tune that might sound more at home on one of Mayer’s two previous releases but is perfect fit lyrically amongst a collection of songs about life’s constant movements, downturns and opportunities for reflection. The tone of the narrator is akin to that of a therapist, telling it like it is, laying out their behavior in front of them not to be critical but to allow them to see that a shift in perspective and a few better choices might do a world of good. I only first heard it a couple of months ago but it’s already a go-to song when the world around me or the circus in my own head becomes too much and I need to stop, breathe and regroup.
- I Guess I Just Feel Like (Sob Rock, 2021)
The song that needed to close out the list, despite being another cinch for it when I started putting it together. The song that hooks you into a musician, that makes you a fan of theirs regardless of how many other songs you know, is one you never forget. A few examples: Oasis? “Champagne Supernova”. James Taylor? “Suite For 20 G”. Billie Eilish? “all the good girls go to hell”. John Mayer? “I Guess I Just Feel Like”. Out of a good crop of songs on Sob Rock, it stuck out to me immediately, like I was meant to find it and keep it forever.
While I may, according to some people who are probably just being nice, be a decent writer, actually talking through how you feel is a totally different story (and skill altogether). Like many human beings, I feel a lot of things all the time on any given day. And trying to organize, compartmentalize and comprehend all of those thoughts is in itself a full-time position, and one you can’t quit. Mayer summarizes this process beautifully in this song. Internal and external factors contributing to how he feels about himself, his relationships and the state of the world have him scrambled and tired. When upsetting things are coming at you from all sides, you don’t really know what to say about it all and your emotions, though internally intense, end up coming off muted. But John, myself, and many others that go through this struggle also have the ability to hold polar opposite feelings simultaneously. Despite the negativity, hope can still survive. Staying true to yourself and recognizing that there will be better days is key in order to get through the bad ones. Sometimes you just have to admit, even if you can’t find the right words to do so, that some days are lost battles in a very winnable war.
What I Learned
John Mayer is not a perfect person, and neither am I; my stupid mouth gets me in trouble, I never really got around to living, and I can’t seem to get her off my mind. But I’ve found a great deal of enlightenment in absorbing the teachings of a man who has been through a lot, some of that due to his own actions, and is doing his best to live his version of a peaceful and fulfilling life. I found the medicine I was looking for and it’s a permanent addition to the first aid kit. I’m not done changing, repairing or waiting for the right one to come, but right now I’m perfectly lonely and (at least for a while), free from my shadow days.
Above all of that, though, these last few months have unlocked a new level in how I relate to music. Life is too short and there are too many good songs out there to worry about anyone’s opinion of your taste, even if the battle you’re fighting is internal. Being perceived in any kind of way should not force you into hiding. Whatever genre, mainstream appeal or stereotype your favorite music is associated with should carry no weight; as long as it makes you happy (or a little less sad), then you’re doing things right.






