From a Lost Boy to a Confident Man: My Story
There’s been a lot of talk lately about the masculinity crisis, the epidemic of single men, and the loneliness so many boys carry into adulthood. Terms like “toxic masculinity” and “positive masculinity” get thrown around, along with hashtags and headlines. But I’m not here to explain those things. I’m not a psychologist. I’m not a researcher. I’m just someone who lived through it: confused, misfit, heartbroken, and often invisible.
This is my story. A story of growing up without male role models. Of being the sensitive, soft-spoken boy in a world that only seemed to reward alphas and overachievers. It’s the story of feeling like I didn’t belong (at home, in college, at work, in dating) and how that shaped me. But it’s also the story of how I rebuilt myself, piece by piece, into a man I could finally be proud of. Not a perfect man. But a confident one. A kind one. A man who, for the first time, didn’t feel lost anymore.
The Early Years: No Map for Manhood
I grew up in the Middle East, in a fairly traditional Indian family, but I never quite fit into the idea of what a “boy” was supposed to be. I wasn’t athletic, aggressive, or dominant. I wasn’t loud or confident. I was soft, sensitive, and expressive: traits that made me feel out of place, if not outright wrong. And in a world where strength was measured by stoicism and swagger, I often felt like I didn’t belong anywhere.
The male figures around me were imperfect, complex, and far from the role models I needed at that age. They were not people I could relate to or learn from. I couldn’t understand their version of masculinity, and they couldn’t understand mine. There was a disconnect, not out of malice, but out of a mismatch, and it left me without any meaningful guidance on how to navigate boyhood, let alone manhood.
What made it even harder was that I couldn’t find role models in media or pop culture either.
Bollywood offered only alpha heroes who dominated every room or messiahs who saved the day.
There were no boys like me (soft-spoken, unsure, vulnerable, sensitive). No character made me feel seen. And without anyone to emulate, I grew up feeling like something was wrong with me.
School didn’t make it easier. My older brother was confident and accomplished, and I was constantly compared to him. No matter what I did, it never felt enough. Teachers often picked on me for not living up to the standards that my brother had set. I felt misunderstood, even gaslighted at times, as though my intentions never counted because I wasn’t him.
Those years made me conflicted. Part of me wanted to prove myself through hard work and integrity, while another part wanted to push back — to rebel against the unfairness of it all. Instead of learning how to stay unaffected, I absorbed every slight. I personalized it, turned it into a story of injustice, and quietly slipped into a mindset where I saw myself as a victim of the Indian education system.
Somewhere between pride and pain, I lost the joy of learning.
And without a map, I began my journey into manhood — shaped not by mentors, but by the absence of them.
The Misfit Years
When I went to college in Bangalore, I thought life would finally make sense. It didn’t.
I lived in a boys’ hostel divided between two worlds: sons of wealthy businessmen on one side, and boys from modest, middle-class families on the other. I didn’t belong to either.
I was spoiled and somewhat privileged, but not privileged enough to fit in with the rich kids, and not underprivileged enough to relate to the poor ones. I floated somewhere in between, privileged yet insecure, a people pleaser but also defensive, searching for belonging but never finding it.
The education system itself frustrated me deeply. It felt theoretical, competitive, and disconnected from real life. Teachers lacked empathy, and most students seemed more focused on grades than curiosity. I began to openly question things — the rigidity of the Indian education system, its lack of emotional intelligence, its obsession with marks over meaning. But my criticism didn’t sit well with others. Many boys in my hostel saw it as arrogance or unpatriotism. They didn’t like my discontent or my outspoken views about India, and over time, I found myself increasingly excluded — sometimes subtly, sometimes more openly.
By the end of my first year, I had had enough. I felt alienated, misunderstood, and suffocated. I didn’t want to be part of an environment that punished curiosity or saw dissent as disrespect. I decided I wanted nothing to do with the Indian education system anymore. So, I transferred my credits to a British university in Dubai, hoping to find a space that valued critical thinking, open dialogue, and individual growth.
Dubai was different. It was modern, cosmopolitan, and surprisingly comfortable. For the first time, I could breathe. I enjoyed my time there — the diversity, the exposure, the small sense of freedom I hadn’t felt before.
Around that time, I stumbled upon Pirates of Silicon Valley. It wasn’t just a film — it was a window into a personality I had never seen before: Steve Jobs, as portrayed by Noah Wyle. Passionate. Brilliant. Rebellious. Unapologetically different.
For a moment, I saw a reflection of what I could be, not what I was.
By the end of two years, that comfort gave way to a different kind of disappointment. Despite all the effort, I couldn’t find a job. I felt anxious, lost, and deeply let down by myself.
I wasn’t angry at the system anymore; I was angry at me. I thought I had finally escaped what held me back in India, yet I still couldn’t make life work. For the first time, I started wondering if the problem wasn’t where I studied or who taught me, but who I was becoming.
That’s when I told myself maybe going back to India , the very place I’d run away from, might teach me the life skills I never learned.
Hitting the First Breaking Point
When I returned to India after graduation, I carried two things with me: a degree and a quiet ache I couldn’t name. I wanted to prove myself, to start earning, to finally feel like I was becoming someone. But underneath that drive was fear: the fear of failing again, of being ordinary, of never being enough.
After a lot of struggle and my brother’s help, I got my first job at a small digital marketing startup in Mumbai. On paper, it looked promising: a young team, creative work, growing clients. But something always felt off. The atmosphere was heavy, the energy competitive, and I was constantly walking on eggshells, unsure of how to fit in.
The pay wasn’t much, but at that point, it wasn’t about money. I just wanted to prove myself, to start earning, to feel like I belonged somewhere.
Still, I stayed. I told myself this was just what adulthood felt like. But the truth is, I was scared: scared to leave, scared to confront my own unhappiness. I was a people-pleaser trapped in a place that didn’t value softness.
Eventually, I moved to Bahrain, hoping things would get better. My father wanted me to take a banking job; my brother wanted me to continue in digital marketing. Two men, two voices, two versions of what my life should look like. I chose banking, not because I wanted it, but because I didn’t have the courage to choose for myself.
That decision broke me. The workplace was one of the most toxic I’ve ever experienced. I lasted four months before falling into severe clinical depression: the kind that strips you of everything (motivation, self-worth, hope).
I had hit rock bottom. And yet, in some strange way, it was the beginning of something new.
Depression, Denial, and the Peter Pan Years
Depression changes you. Not just your mood, but your memory, your self-worth, your relationship with the world. After those four months in that toxic bank job, I shut down completely. The ambition I once clung to dissolved. The need to prove myself faded.
It was also at this time that I came across this quote by the Dalai Lama, and it made me realize that Steve Jobs was wrong.
“If you want to change the world, first try to improve and bring the change within yourself. That will help change your family. From there, it just gets bigger and bigger.”
For years, I wanted to be like Steve Jobs, the rebel genius who changed the world. I tried to model myself after that image, thinking arrogance was confidence and bluntness was honesty. But instead of inspiring people, I ended up offending them. I said things without thinking. I was cocky and came across as insensitive.
While depression helped me to introspect, reflect, and change my life’s values for the better, I started believing that maybe the world isn’t built for people like me. I slipped into a quiet kind of rebellion. I rejected the adult world: its pressures, its coldness, its demand for performance. I wanted nothing to do with it. I stopped trying to become a “man” (whatever that meant). I clung to comfort, fantasy, and safety.
I didn’t know it at the time, but I had stepped straight into what Jordan Peterson would later call the Peter Pan syndrome: emotionally frozen, stuck in boyhood, unwilling to grow up because adulthood had hurt too much.
Note: I am not an advocate of Jordan Peterson and do not adhere to his political or social views.
To survive, I needed a new role model, and I looked up to my brother. He seemed confident, successful, and sure of himself, and for the next couple of years, I started copying him and trying to be like him. But over time, even that didn’t fit.
The things that worked for him didn’t work for me. We were completely different personalities, driven by different values and fears. And yet, at that point, I didn’t know who else to look up to. I just knew I couldn’t keep being someone I wasn’t.
Even when things improved on paper (when I got a better job, a promotion, a raise), internally, I was still running. I became a 29-year-old boy. Then the 30-year-old boy. Then the 31-year-old boy.
And then came digital marketing, the career I thought would be creative, exciting, and fulfilling. At first, it was. But soon, it became another painful mirror. I ended up working under a narcissistic boss, someone who constantly undermined me, criticized everything I did, and didn’t leave no opportunity to make me feel small.
Each day, I told myself to toughen up, to outwork the humiliation, to prove myself through performance. But the truth was, I was breaking inside. I started to hate social media, hate marketing, and eventually, hate myself for staying in environments that disrespected me.
Looking back, I can admit that part of it was my own doing. I was still a boy: good at my work, but afraid of confrontation, afraid to step up, afraid to claim my place in the world. I confused being agreeable with being kind. I mistook silence for strength.
And by the end of it all, I was burnt out, angry, exhausted, and lost. That was the emotional state I carried into the next chapter of my life: the one that would finally force me to change.
The Business School years
My last digital marketing job had left me bitter and bruised. The constant criticism, the lack of direction, and the bullying made me realize how much damage bad leadership can do — not just to a team, but to a person’s confidence. That experience planted a question in me: what makes a good leader?
Get Sagar Taneja’s stories in your inbox
Join Medium for free to get updates from this writer.
I started reading Simon Sinek’s Leaders Eat Last, and for the first time, leadership became something I wanted to understand — not as a title or power, but as a way of being. When I applied for my MBA, one of the reasons I chose that particular business school was its emphasis on leadership development. I also chose the United States because a voice in me knew I needed to leave the safety of home — to step outside my comfort zone, away from my parents, away from the familiar protection of the Middle East. That bet was right.
In my MBA program, we were encouraged to study leadership by choosing someone we admired — a leader we wanted to emulate. The first person who came to mind was Rahul Dravid, the Indian cricketer.
His calm under pressure, humility in victory, integrity in defeat, and deep sense of responsibility all reflected traits I lacked but longed to build. I admired how he stood firm during tough times — how, even in long, grueling test matches, he never lost composure. From him, I learned that real strength is quiet, and that attitude matters more than ambition.
Later, when I began my second master’s program in Disruptive Innovation at the same school’s San Francisco campus, I was still carrying that hunger to grow — but also the scars of insecurity. Early into the program, I lost two internships I had worked hard to earn: one with a CBD firm and another with an AI startup. I had unknowingly accepted a role I wasn’t legally allowed to take as an international student, and the realization hit me like a brick. I spiraled into anxiety — the familiar kind that comes when effort doesn’t meet outcome.
It was during that same period that I met Morten, a young Danish classmate who became my teammate and, eventually, my quiet mentor. Morten embodied everything I aspired to be — calm, confident, and methodical. He was good at what he did, but never arrogant about it. I remember working on group projects with classmates who made me feel small when I slipped up, but Morten didn’t. Instead, he explained things, showed me how to get better, and treated me like an equal.
He was the first person who showed me that you didn’t have to choose between being strong and being good. You could be both.
If Rahul Dravid helped me shape my attitude, Morten helped me build my work ethic. Dravid taught me what kind of man I wanted to be. Morten showed me how to become him.
The Bootcamp That Changed Everything
After years of drifting, I reached a strange crossroads in my life. On paper, I was educated: two master’s degrees from a business school, one in management and another in disruptive innovation. But in reality, I was unemployed, disillusioned, and exhausted.
A year had passed since graduation, and I still hadn’t found a job. The post-COVID burnout hadn’t worn off. I was back home in Bahrain, living with my parents again, carrying the familiar weight of frustration and failure. Every day blurred into the next: the same walls, the same conversations, the same quiet panic about where my life was going.
Then, one morning (or maybe it was evening, I can’t remember anymore), I was standing in the bathroom, looking at my own reflection. My eyes were dull, tired, lifeless. And for the first time, I heard a voice in my head, clear, direct, almost mocking:
“Do you know why you’re not successful? Because you’re not a capitalist.”
I remember standing there, frozen. It wasn’t a motivational epiphany. It was more like an accusation, a truth I didn’t want to admit. Because it was right.
I had always resisted the adult world: the competition, the hunger, the transactional nature of success. But at that moment, I realized something simple and painful: survival required participation. I didn’t have to love the system, but I had to learn to live in it.
Around that time, I had been contemplating whether to join a Business Analyst bootcamp in the U.S. The idea terrified me. It sounded exactly like what it turned out to be: strict, rigid, suffocating. But I joined anyway. Because deep down, I didn’t just want a job, I wanted dignity. I wanted to stop being the boy who kept running from life.
I signed up for the bootcamp (reluctantly, nervously, almost resentfully). And yet, somewhere deep inside, I knew: this was my last chance to rebuild. To stop hiding behind degrees and excuses. To finally become the man I had spent years avoiding.
The bootcamp wasn’t a school; it was a system. We lived in cramped houses with seven or eight other men. The schedule was rigid. The energy was tense. There were no weekends, no coffee breaks, no personal space. I had two master’s degrees behind me, but none of it mattered here. I was just another candidate with a laptop and a list of rules to follow.
The environment was suffocating. And yet, it stripped away every illusion I had about myself. I couldn’t escape. I couldn’t withdraw. I couldn’t be the misunderstood soft boy anymore. To survive, I had to develop a tougher skin. For the first time, I consciously leaned into traits I had avoided all my life: assertiveness, aggression, even what I later recognized as toxic masculinity. It wasn’t healthy. But it helped me get through.
More than anything else, that bootcamp taught me how to handle pressure — to stay grounded when the world felt heavy, to function under stress, and to keep going when every instinct told me to quit.
But perhaps the most important lesson it taught me was focus — how to separate what’s in my control from what isn’t.
I hated everything about that environment, but it forced me to channel my energy wisely. To stop fighting every external injustice, and instead work on what I could actually change: my career, my discipline, my life.
It didn’t make life easier, but it made me stronger. It taught me that pressure isn’t the enemy — it’s the environment where resilience and focus are born.
What surprised me, though, was what came after survival. Somewhere along the way, I started shedding entitlement. I became more empathetic, more grounded. I began to see the other men around me, not as threats or rivals, but as flawed, struggling humans just like me. That basement didn’t just break me; it quietly rebuilt me. And for the first time, I saw glimpses of the man I could become.
Finding Balance (and a Friend Who Helped Me See It)
After the boot camp, life began to move again. I got a job in St. Louis — my first real job in the United States — and for the first time in years, I felt like I was standing on my own feet.
A few months later, something unexpected happened. My friend Tushar, whom I’d met during the bootcamp, also landed a job at the same company and moved to St. Louis. Coincidentally, he became one of my neighbors and, over time, one of my closest friends.
If Morten had helped me become a better professional version of myself, Tushar helped me become a better personal one.
He was calm, grounded, and deeply self-aware. He had a healthy relationship with his mental health and was one of the first Indian men I met who could speak openly about emotional well-being, without shame or hesitation. He wasn’t driven by materialism or status; he was content, emotionally secure, and in a kind and balanced relationship with his girlfriend.
Through our conversations, Tushar helped me realign with the values I had started to lose sight of: empathy and integrity over materialism and consumption. He played a quiet but powerful role in nudging me toward a fuller, more wholesome life. He encouraged me to nurture my relationship with my partner, Bhawna, and even nudged me toward adopting Zoe, my cat, who would go on to become one of the most healing companions in my life.
Learning to Love (and to Be Loved)
Romantic relationships didn’t come easily to me. Not because I wasn’t ready to love, but because I hadn’t yet learned how to stand up for myself, how to draw a line, or how to believe that I deserved to be treated well. I wasn’t man enough in the way the world defines it, and more importantly, I wasn’t secure enough in who I was. That made me vulnerable, not just emotionally, but existentially.
For years, I thought love would come as a reward: that if I became successful, confident, or interesting enough, someone would finally see me. But love doesn’t arrive as a prize. It arrives as a mirror.
When I started dating, I was still figuring out who I was. I wanted connection, but I didn’t yet understand boundaries. I wanted warmth, but I confused it with approval. I tried too hard to please, to prove, to be the “good guy.” And again and again, I found myself hurt.
Rejection, ghosting, manipulation: they all cut deep, not just because they were painful, but because they echoed something familiar (that quiet belief that I wasn’t enough). Every failed relationship felt like confirmation of that story.
But healing doesn’t happen in a straight line. It’s slow, uneven, and often lonely.
Healing, Zoe, and Attracting Peace Instead of Pain
Something changed when I stopped trying to fix myself just to be loved. Somewhere in the stillness after those heartbreaks, I began to focus on simply being. I stopped hunting for a partner who would complete me, and started building a life that felt whole on its own. For the first time, I wasn’t begging to be chosen. I was learning to choose myself.
A lot of that healing came from unexpected places. One of them was Zoe, my cat.
She wasn’t just a pet. She became my companion, my therapist, my daily dose of oxytocin. Her presence taught me something I’d never really experienced before: unconditional affection without judgment or expectation. She didn’t need me to be alpha. She just needed me to be present.
And then came Bhawna. Not as a rescue, not as a fairytale, but as a reality I could finally receive. By then, I didn’t need a partner. I wanted one. There’s a big difference. Wanting someone comes from wholeness. Needing someone comes from a lack. With Bhawna, I wasn’t performing. I wasn’t pretending. I wasn’t trying to be impressive. I was just being, and that was enough.
Maybe that’s what becoming a man really looks like. Not power or dominance or bravado, but the quiet confidence to sit with yourself, without needing anyone to fill the silence.
Becoming a Man Without a Map
I didn’t become a man by following a clear path; I became one by walking through the fog, often barefoot, sometimes crawling.
My role models came in waves: Steve Jobs showed me passion, my brother taught me confidence, Rahul Dravid modeled grace under pressure, Morten gave me structure, and Tushar helped me find balance. Each of them shaped a part of the man I was trying to become.
I moved through places as much as I moved through emotional states, from Bahrain to India, from Dubai to Boston, from San Francisco to St. Louis. I carried depression to Bahrain, faced anxiety in San Francisco, got caught up in unhealthy ideas of what strength should look like, and slowly began to find a sense of balance and love in St. Louis.
What I once saw as flaws, my softness, my sensitivity, my confusion, I now understand as signs of depth. I stopped trying to impress people with performance and started building myself on a foundation of values, work ethic, and emotional clarity. I stopped chasing a version of manhood built on external approval and began honoring the man I was becoming, one built on integrity, reflection, and truth.
This is how I became a man, not through one breakthrough, not by being taught, but by surviving, questioning, learning, and standing back up every time.
If you, too, feel like you’re building yourself without a map, know this, you’re not lost, you’re just becoming.









