Flashback Files

Flashback Files
  • 5.0 (2)
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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.

  1. The Pressure To "Pick A Lane" Is Lying To You

    3D AGO

    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 reflects on his journey through different industries, the significance of mentorship, and the value of transferable skills. The discussion emphasizes the importance of enjoying the journey rather than fixating on the destination, providing valuable advice for young adults navigating their career paths.

    58 min

  2. JAN 5

    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 post-secondary experience and momentum. We also talk about the pressure to “have it all figured out,” the reality of pivoting when your plan changes, and the difference between looking confident and actually feeling confident. If you’re in your late teens or early 20s and you feel unsure, behind, or stuck, this one will land. Topics we cover: early leadership, lessons from motherhood, career pivots, confidence, post-secondary pressure, mentorship and support systems, and building a path that fits who you’re becoming.

    39 min

  3. 2025-12-31

    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 literacy, and the universal challenges faced by young adults.

    11 min
  4. Money, Debt & Your Early 20s: What I Wish I Knew

    2025-12-29

    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 that came with it. I’m not a financial advisor. I’m sharing the real, emotional side of money — the part no one explained to me until I learned the hard way. We’ll talk about: • Why debt isn’t a failure — it’s structural • Spending money before it even hits your account • Filling income gaps with credit to “look okay” • The emotional weight of ignoring statements • A simple framework that would’ve helped me at 20 • Why shame keeps young adults stuck in the money loop Your early twenties aren’t about being perfect with money. They’re about learning how money works before the numbers get bigger. If this episode brings you clarity or takes some pressure off your shoulders, share it with someone who’s quietly stressed about money too.

    17 min

  5. 2025-12-22

    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. Eesha has: • 16+ years of training and teaching in North Indian classical dance • 9+ years in Toastmasters youth gavel clubs and leadership • A published poetry collection from her “COVID project” In this conversation we cover: • How one hour a week of dance over 16 years built real discipline and cultural identity • What Toastmasters actually is, and how it changed her relationship with the stage • Practical ways to read a room and connect with an audience • The hard reality of the high school → university transition (and why she didn’t admit she was struggling at the time) • Building routines from a low point — starting with the smallest possible step • “Psychological inertia,” and why tackling the easiest problem first can change everything • Navigating family expectations as a psych / neuro student in a family of engineers and lawyers • Why she’s a 7/10 confident in her career path — and why that’s enough for now • The pressure of social media “success stories” vs building a meaningful, grounded life If you’re presenting at school, trying to show up at work, or quietly wondering if you “belong” in your program, Eesha’s story offers a very real, very relatable perspective from someone who’s still in the middle of the journey.

    47 min

  6. 2025-12-15

    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, the rejection, the identity struggle, and the surprising ways you’re already “selling” every day without realizing it. If you’ve ever wondered whether sales is for you, or if you feel intimidated by the idea of pitching yourself, your ideas, or your work—this episode will make the whole thing feel a lot less scary… and a lot more human. You’ll learn: • Why your first sales job feels like a crash course in confidence • How selling shows up in friendships, relationships, and career decisions • Why people actually need to be “bought into you” long before they buy anything else • The biggest myths young adults believe about sales • How to build early-career leadership through communication, presence, and self-awareness Perfect for recent grads, first-time leaders, or anyone trying to navigate the messy leap from “student” to “someone who needs to convince people”—this episode will help you reframe sales as a life skill, not a job

    18 min

  7. 2025-12-08

    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 student, into first-year engineering at McMaster, co-op experiences, and eventually a seven-year PhD at the University of Toronto. Along the way, he talks honestly about uncertainty, comparison, money trade-offs, and why networking and friendships are essential to surviving heavy course loads and long research days. If you’re in your late teens or early twenties, wondering whether you need a clear plan—or if grad school is even realistic—this conversation will help you see that careers are rarely linear and that it’s okay to only be at a “6 out of 10” on certainty.

    38 min
  8. Losing My Mom In My 20's: What I Didn't Understand Then

    2025-12-01

    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 impact your character, your decisions, and your leadership. If you’ve ever felt the pressure to “stay strong” while everything inside you feels unsteady, I am hoping this episode will make you feel seen.

    16 min
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Ratings & Reviews

5
out of 5
2 Ratings

About

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.

Information

  • Creator
    Flashback Files
  • Years Active
    2025 - 2026
  • Episodes
    14
  • Rating
    Clean
  • Copyright
    © Flashback Files
  • Show Website
    Flashback Files