PODCAST · society
Flashback Files
by Flashback Files
Flashback Files is a real, honest look at how confidence, identity, and leadership are built long before job titles or promotions.Instead of pretending everything is perfect, this show goes backward—through childhood, high school, first jobs, first heartbreaks, mistakes, insecurity, and growth—to understand how people become who they are.Hosted by Josh Green, each episode breaks down personal experiences, journal entries, and conversations with others who are still trying to figure out their place in the world. If you’ve ever felt behind, overwhelmed, you'll feel seen here.
Episodes
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From Expelled Student to Successful Entrepreneur | Kristen S’s Story of Resilience
Kristen ’s path to success wasn’t linear. As a teenager, she struggled with a chaotic home environment, was labeled a troublemaker, and was eventually expelled from high school. Years later, she would be diagnosed with ADHD and finally gain clarity on challenges she had faced since childhood. In...
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Alicia G: Growing Through Pressure, Injury & Change
In this episode of Flashback Files, I sit down with Alicia G, a soon-to-be high school graduate preparing to attend Western University for Kinesiology. Alicia’s story is one of maturity, resilience, empathy, and growth. In her early years, Alicia developed patience, independence, and a deep...
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Law, Leadership, Motherhood & Finding Your Own Path
What does a successful career actually look like over 20 years? In this episode of Flashback Files, I sit down with Andrea G, lawyer, board member, mother, and Managing Partner, to explore the realities behind career growth, leadership, and personal development. Andrea shares her journey from a...
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Confidence, Career Pivots & Lifelong Friendship with Sam
In this episode of Flashback Files, I sit down with Sam — someone I’ve known since we were 12 years old. What starts as a conversation about childhood friendship turns into a deeper reflection on confidence, belonging, career pivots, leadership, and the relationships that ground us over time. Sam...
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The Transformation Phase: Lexi on Career, Confidence & Ambition
In this episode of Flashback Files, I sit down with Lexi to talk about what it looks like to choose a career path early, build from the ground up, and stay disciplined before the results start to show. Lexi shares her journey into real estate at a young age, starting with limited experience,...
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Trying to Find Yourself Again | Atticus
In this episode of Flashback Files, I sit down with Atticus for a conversation about intelligence, identity, perfectionism, and the pressure that can come with being labeled “gifted” at a young age. Atticus opens up about growing up deeply introspective, struggling with motivation despite…
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People Are Watching: Ry’s Career Path
In part two of my conversation with my older brother Ryan, we shift from childhood into career — and the path was anything but linear. Ryan talks about leaving college, considering different directions, working retail, fast food, warehouses, traffic control, and eventually finding long-term...
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6 Months In: Themes & Thank Yous!
Over the past 6 months, I’ve had conversations with students, recent grads, and professionals at all different stages of life. And going into it, I thought I’d hear about plans. Clear direction. Defined paths. People who had things figured out. But that’s not what came up. What came up was...
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Growing Up Green: Brotherhood, Identity & Perspective
In part one of my conversation with my older brother Ryan, we look back at what it meant to grow up in a house full of boys, how birth order shaped our experiences, and how two siblings can live through the same childhood but walk away with very different perspectives. Ryan shares what it was…
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Yvonne on Career Pivots, Working Smart, and Why Success Isn’t Always Linear
In this episode of Flashback Files, I sit down with Yvonne N to talk about career decisions, identity, confidence, and what it means to grow beyond the path you originally imagined for yourself. Yvonne shares her journey from studying engineering at McMaster University, to starting her career at...
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What Starting Over Taught Yohan About Confidence, Respect and Growth
What happens when you have to rebuild your identity as a teenager in a completely new country? In this episode of Flashback Files, Yohan reflects on immigrating from India to Canada at 13, adapting to new schools and social dynamics, and learning how early experiences can shape confidence,...
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Kenya’s Story: Law School Experience, Leadership, and Becoming More Than Your Goals
In this episode of Flashback Files, I sit down with Kenya, a first-year law student at Western, to talk about what it looks like to grow up with a strong sense of direction — and how that identity gets challenged, refined, and reshaped over time. From being called an “old soul” as a kid, to…
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He Got Into Med School… Then Made The Decision To Walk Away (Aryan)
What happens when the path you’ve been working toward for years suddenly changes? In this episode of Flashback Files, I sit down with Aryan K to explore how early experiences shape confidence, identity, and direction — especially in your early twenties. Aryan shares how a pivotal moment in his...
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She Went Back To High School...and it Changed Everything! (Stephanie)
In this episode of Flashback Files, Stephanie shares a story that challenges the idea that life has to follow a straight line. After starting college and realizing it wasn’t the right fit, Stephanie made a decision most people wouldn’t even consider — she went back to high school to improve her...
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From Beginner To Varsity: Jimmy's Journey
Jimmy’s story is a reminder that growth does not always start with a perfect plan. Sometimes it starts with trying something new, paying attention to what brings you joy, and having the discipline to keep going when the results are not immediate. In this conversation, Jimmy shares how he went…
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Lessons From A High School Athlete
In this episode of Flashback Files, I sit down with Grade 10 student-athlete Keegan to talk about sports, school, pressure, and figuring out the future one step at a time. Keegan has been playing competitive basketball since the age of nine and recently helped his high school team win the Father...
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Learning Who You Are By Doing: Keighan's Take
Keighan’s story isn’t a straight line — it’s a real-time journey of showing up with kindness, effort, and curiosity while figuring out what’s next. We talk about learning styles, routines, the power of healthy work culture, building community online, and why your early twenties don’t need to be a...
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The Timeline Is Fake: Alex on Elite Softball, COVID Pivots & Self-Trust
In this episode of Flashback Files, I sit down with Alex to talk about confidence, pressure, and building a life without a perfect blueprint. Alex shares what it’s like to lead young (becoming a supervisor at 18), how customer service teaches emotional control and professionalism, and how elite...
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From Hockey Goalie to Finance: Accountability Under Pressure w/ Gianni
In this episode, I sit down with Gianni to talk about the mindset behind his path — from growing up as a hockey goalie to navigating university setbacks, tough recruiting cycles, and landing in the world of finance. Gianni shares what it’s like to have nowhere to hide when you fail, how he…
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NCAA Dreams, Exams and Big Decisions (Sara W)
Sara W is in Grade 12 — and living in the “in-between” stage a lot of students are in right now: exam season, graduation around the corner, working part-time in the restaurant industry, volunteering weekly, and training at an elite level in beach volleyball with Team Ontario. In this…
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I Started My Career One Month Before COVID — Career Pressure, Identity & Your 20s: Melissa V
Melissa V is a registered massage therapist in Ontario, Canada who started her career in February 2020 — just weeks before the world shut down. In this episode, Melissa shares how growing up as a creative kid and soccer goalie shaped her self-leadership, communication, and ability to handle...
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Just Keep Swimming: Caitlin on Career Pressure, Pacing, and Becoming a Mom
In this conversation, Caitlin shares her journey from education to her career in law, discussing the impact of her upbringing, early work experiences, and the challenges of balancing relationships and ambitions. She reflects on her transition from university to college, her experiences in private...
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Unfolding: Finding Your Pace When You Feel Behind
In this episode of Flashback Files, Andrea shares her journey from being the youngest sibling to becoming a successful occupational therapist. She discusses the influence of her siblings on her personal development, her experiences in school, and the challenges she faced in finding her career…
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Your First Job Is Not “Just” a Job — Lessons From a 30 Year Career At McDonald’s
In this episode of Flashback Files, I sit down with Cindy — my former McDonald’s boss — who turned a job she was hesitant to keep into a 30-year career. Cindy started as a teenage crew member, went to College for a correctional officer program, and thought McDonald’s would just be a paycheck on…
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The Pressure To "Pick A Lane" Is Lying To You
In this episode of Flashback Files, I have chat with my lifelong friend Tom, exploring how our early experiences shaped our identities and careers. Tom shares insights on balancing various aspects of life, the importance of imagination, and the lessons learned from sports and academics. He…
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It's Okay To Not Know: Tori T Explores Career Clarity, Confidence and Pivoting In Her 20s
In this episode of Flashback Files, I sit down with Tori T to unpack what early career confidence really looks like — and how career clarity can evolve over time. Tori shares how she became a shift manager at 16, what she learned managing older coworkers, and how COVID disrupted her…
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2025: EXPLORING THEMES FROM FLASHBACK FILES
In this episode, I reflect on their journey of creating a podcast focused on early adulthood, sharing personal experiences and insights gained from guests. We will also take a look at universal themes that came up across all guests and I. These themes include self-awareness, confidence, financial...
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Money, Debt & Your Early 20s: What I Wish I Knew
If money feels confusing or overwhelming in your early twenties, you’re not broken — you’re early. In this episode of Flashback Files, I’m opening up about my own early experiences with money and debt: the first credit card, the too-small paycheck, the bills I wasn’t prepared for, and the shame...
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Eesha on Self-Leadership, Stage Confidence & Surviving University Transition
Welcome back to Flashback Files — the podcast for students, recent grads, and young professionals who want to reflect on how early experiences shape confidence, identity, and leadership. Today I’m joined by Eesha, a third-year Psychology, Neuroscience & Behaviour student at McMaster University....
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My Early Career: Rejection, Identity, and the Leadership I Didn’t Know I Was Learning
Stepping into your first sales role feels a lot like stepping into adulthood—exciting, confusing, and full of pressure you didn’t see coming. In this episode of Flashback Files, I go back to the early days of my career to break down what sales really looks like for young professionals: the fear,...
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Grounded Ambition: Sergio's Journey Through Engineering, Co-op and a PhD
In this episode of Flashback Files, I sit down with Sergio, a newly-minted PhD in Chemical Engineering and Bioengineering, to unpack what really happens between starting university and “figuring out” your career. Sergio walks us through his journey from an environmentally-driven high school...
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Losing My Mom In My 20's: What I Didn't Understand Then
Grief changed me—whether I wanted it or not. In this episode of Flashback Files, I breaks down how losing my mom reshaped my identity, confidence, and the way I lead my life and the people in it. This isn’t therapy. It’s a heads-up for anyone who’s gone through loss or hasn’t yet—and how it may...
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Not Knowing What’s Next — Sanya’s Story
In this episode, I sit down with Sanya — a recent university graduate — to talk about what real life looks like after school. And in keeping with Flashback Files’ theme of honesty and transparency, we left the “behind-the-scenes” conversation in the beginning. No polishing, no pretending. Just…
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Age 18–24 (Part 2): Internships, Anxiety & Starting Over
Part 2 of Ages 18–24 picks up at my first job in the career I went to school for — and the reality that it wasn’t what I imagined. What looked like a dream job quickly turned into anxiety, performance warnings, embarrassment, and a hit to my confidence that followed me for years. In this episode…
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Age 18–24 (Part 1): First Jobs, First Reality Checks
In this episode of Flashback Files, I cover the early years of adulthood — ages 18 to 24. This is Part 1, where life gets real for the first time: first full-time job, first taste of independence, and the pressure of trying to figure out who you are and what you’re doing with your life. I talk...
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Age 13–17: Identity, Insecurity & First Love
In this episode of Flashback Files, I jump into ages 13 to 17 — the high school years. This was the chapter where insecurity, identity, friendship, and first relationships started shaping who I became. I talk about: Leaving middle school confidence behind and starting over again Trying to be the...
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Growing Up, Fitting In & First Fears
In this episode of Flashback Files, I go all the way back to ages 6 to 12 — before careers, before confidence, and before any of us had words to explain how we felt. These years shaped how I saw myself, how I tried to fit in, and how early patterns of insecurity and approval-seeking began. I talk...
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Flashback Files: Before We Begin
Flashback Files Kick Off | Episode 1 Welcome to the very first episode of Flashback Files. I’m Josh Green — and before we get into childhood stories, journal entries, first jobs, and leadership lessons, I want to tell you why this podcast exists. A lot of young adults feel like they’re supposed…
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ABOUT THIS SHOW
Flashback Files is a real, honest look at how confidence, identity, and leadership are built long before job titles or promotions.Instead of pretending everything is perfect, this show goes backward—through childhood, high school, first jobs, first heartbreaks, mistakes, insecurity, and growth—to understand how people become who they are.Hosted by Josh Green, each episode breaks down personal experiences, journal entries, and conversations with others who are still trying to figure out their place in the world. If you’ve ever felt behind, overwhelmed, you'll feel seen here.
HOSTED BY
Flashback Files
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