Flashback Files

Flashback Files
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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. 1d ago

    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 this episode, Kristen shares how she rebuilt her life through resilience, self-awareness, entrepreneurship, and an unwavering belief that people can change their trajectory. We discuss:• Growing up in chaos and learning to protect herself• Receiving an ADHD diagnosis at 35• Being expelled from high school and attending adult school• Becoming a single mom while building a career• Starting a real estate business from scratch• Why self-awareness matters more than confidence• The lessons she’s learned about leadership, success, and personal growth If you’ve ever felt behind, misunderstood, or unsure of your next step, this conversation is for you. #FlashbackFiles #Leadership #PersonalGrowth #Entrepreneurship #ADHD #Resilience

    1h 5m

  2. Jun 15

    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 awareness of how people experience the world differently. She also found comfort in structure, creativity, and achievement. The conversation explores Alicia’s journey from being a quiet, observant child to someone learning to step into new social spaces with more confidence. She reflects on her love of basketball, the knee injury that changed her athletic path, and how that experience helped shape her interest in kinesiology, health, and helping others recover. Alicia also shares her thoughts on pressure, academics, wellness, social media, friendship, and what success means as she prepares for university life. This is a thoughtful conversation about growing up, learning resilience, and realizing that success is not one single path.

    1h 3m

  3. Jun 8

    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 Hamilton upbringing and uncertain years after university to law school, partnership, leadership, and raising a family while building a demanding career. We discuss imposter syndrome, career uncertainty, motherhood, mentorship, leadership, resilience, and why success often looks very different than we imagine when we’re young. Some of the topics we explore: • Growing up in a blended family and the influence of education• Feeling pressure to have life figured out• The uncertainty between university and law school• Imposter syndrome and rejection• Lessons from law school and early career challenges• Balancing motherhood and professional ambition• Reinventing yourself mid-career• Leadership, mentorship, and collaboration• Why reputation matters more than achievement• The importance of embracing discomfort and uncertainty Andrea’s story is a powerful reminder that development isn’t linear, and that some of our greatest growth happens during the periods when we don’t know what’s next. #FlashbackFiles #CareerDevelopment #Leadership #LawyerLife #ProfessionalGrowth #CareerAdvice #ImposterSyndrome #WomenInLeadership #Mentorship #PersonalDevelopment Development is not linearSuccess evolves over timeImposter syndrome never completely disappearsDiscomfort creates growthLeadership is about peopleReputation is your legacyMotherhood changes priorities, not ambitionReinvention is possible at any stageMeaning lasts longer than achievementKey Themes

    1h 26m

  4. Jun 1

    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 shares what it was like growing up as the youngest of six sisters, finding confidence through friendship, leaving a college program that didn’t feel right, and building a career that eventually led her into union leadership, negotiation, and advocacy. We also talk about the importance of active listening, learning from her mom, trusting your gut when the path changes, and why deep-rooted relationships may be what matter most in the end. #FlashbackFiles #PodcastEpisode #CareerJourney #Leadership #Confidence #Friendship #SelfTrust #CareerPivot #UnionLeadership #PersonalGrowth #YoungProfessionals #Identity #Belonging #ActiveListening #LifeLessons

    1h 21m

  5. May 25

    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, working as an inside sales associate, cold calling, door knocking, and learning how to build confidence through repetition. She opens up about the early years where progress felt slow, the mindset that helped her keep going, and the moment things started to click in her third year. The conversation also explores growing up as an identical twin, learning to create her own identity, navigating confidence and relationships, and the importance of surrounding yourself with people who remind you who you are when you forget. Lexi’s story is a reminder that confidence is often built after the commitment — not before it. #FlashbackFiles #Podcast #RealEstate #CareerGrowth #Confidence #YoungProfessionals #PersonalGrowth #Mindset #Sales #Leadership

    54 min

  6. May 18

    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 academic ability, and feeling disconnected from himself after COVID changed the social foundations of adolescence. Together, we explore his journey with ADHD, autonomy, perfectionism, philosophy, political science, music, and the challenge of figuring out who you are while the world expects you to already know. This episode is about self-leadership in real time — not as a polished concept, but as the messy process of learning how to think for yourself, communicate your ideas, and move forward without compromising what matters to you. Topics include:• Being labeled gifted at a young age• ADHD, perfectionism & motivation• COVID’s impact on confidence and identity• Philosophy, politics & curiosity• The pressure of “potential”• Independence, autonomy & career uncertainty• Music, creativity & introspection• Learning to evolve without clinging to the past

    54 min

  7. May 11

    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 stability in the electrical field. His story is a reminder that not everyone has the perfect plan early on — and sometimes direction is built through action. We get into the pressure of feeling behind, the importance of showing up even when the job isn’t ideal, and how one opportunity can come from simply being reliable when nobody thinks anyone is watching. Ryan also shares what it was like transitioning from labour work into project management and how his definition of success has changed over time — from chasing an image to building a stable, meaningful life for his family. This episode is for anyone who feels like their path hasn’t been clean, clear, or traditional.

    1h 6m

  8. May 9

    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 uncertainty.People changing direction. Starting over. Figuring things out in real time. In this episode, I take a step back to reflect on what’s actually come through these conversations—and what it means for anyone trying to find their way.

    11 min
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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
    38
  • Rating
    Clean
  • Copyright
    © Flashback Files
  • Show Website
    Flashback Files