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The Time I Left My 9 to 5

The Time I Left My 9 to 5

By: Maggie Ma
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About this listen

In an era where the internet and creator economy are reshaping careers, a traditional 9 to 5 is no longer the only way to make a living. This podcast explores the stories of people who’ve chosen unconventional career paths—be it entrepreneurship, freelancing, or content creation. Join us as we invite guests from diverse backgrounds to share their journeys, insights, and advice on building fulfilling, nontraditional careers.

Hosted on Acast. See acast.com/privacy for more information.

Portfolio Method
Career Success Economics Leadership Management & Leadership Personal Development Personal Success
Episodes
  • C-Suite to Serenity: Letting Go of Prestigious Titles with Jenn Bieri
    May 20 2025

    In this episode, Jenn, a former global head of business operations, discusses her challenging transition to becoming a yoga teacher and later a professional coach. She opens up about the identity shift, financial concerns, and personal growth she experienced during this transformative period. Jen shares insights into how she balanced multiple ambitions, navigated significant life changes, and ultimately found a fulfilling career in coaching and leadership development. Her journey underlines the importance of self-discovery, support systems, and continuous learning in achieving career fulfillment.


    📲 Stay Up to Date with the Show:

    Host Instagram: https://www.instagram.com/maggieindata

    Podcast Instagram: https://www.instagram.com/thetimeileftmy9to5.podcast

    Podcast YouTube: https://www.youtube.com/@thetimeileftmy9to5.podcast


    00:00 Introduction and Identity Shift

    02:14 Journey from Accounting to Tech

    03:18 Starting a YouTube Channel

    04:01 Transition to Full-Time Yoga and Coaching

    12:24 Navigating Financial Stability

    17:30 Coping with Identity Shift

    21:14 Building a Coaching Business

    30:14 Future Plans and Advice

    Hosted on Acast. See acast.com/privacy for more information.

    Show More Show Less
    33 mins
  • Why Discipline Doesn’t Work: Janis Ozolins on the Process of Elimination and Experimentation
    Apr 12 2025

    Ever felt stuck in a job that doesn’t excite you? Or maybe you’ve spent months—even years—chasing a side hustle with no results? Janis Ozolins knows exactly how that feels. For four years, he tried everything—YouTube, blogging, podcasting—with zero measurable success. No audience. No money. Just relentless trial and error.


    But he never gave up.


    In this episode The Time I Left My 9 to 5 podcast, we dive into:

    • How he stayed motivated when nothing was working (hint: it wasn’t just discipline).
    • The exact moment he realized he was living in a bubble—and how a single book shattered his limiting beliefs.
    • Why his first "successful" business model wasn’t sustainable—and how he finally found the sweet spot between passion and profit.
    • The financial rollercoaster of entrepreneurship—how he planned his escape from the 9-5 (with a pregnant wife and a mortgage).
    • The biggest mistake he made while building his side hustle (spoiler: it involves switching jobs at the worst possible time).

    If you’ve ever doubted whether you’re cut out for entrepreneurship, or if you’re tired of grinding with no results, this episode is for you.


    📲 Connect with Janis:

    Instagram: https://www.instagram.com/jaozolins


    📲 Stay Up to Date with the Show:

    Host Instagram: https://www.instagram.com/maggieindata

    Podcast Instagram: https://www.instagram.com/thetimeileftmy9to5.podcast

    Podcast YouTube: https://www.youtube.com/@thetimeileftmy9to5.podcast


    00:00 Intro

    01:29 The Journey Begins: From Corporate to Creative

    04:37 The Struggles and Persistence

    10:01 Discovering the Visuals Niche

    18:45 Making the Leap: Quitting the 9 to 5

    22:58 Financial Realities and Creative Freedom

    26:43 Staying Relevant in Content Creation

    31:32 Advice for Aspiring Entrepreneurs

    Hosted on Acast. See acast.com/privacy for more information.

    Show More Show Less
    34 mins
  • 'I Left Private Equity to Start a Yogurt Company': Kiki Couchman on Building in Public
    Apr 4 2025

    In this episode of The Time I Left My 9 to 5, Kiki Couchman is a Stanford grad who left her job in private equity to build a yogurt company with her best friend. Kiki is the cofounder of Beny Yogurt, and I have to say, she's probably one of the coolest founders I've ever interviewed in the history of this podcast. Kiki's story is one of calculated risk-taking and determination, as she left behind a successful career in private equity to build a consumer product from scratch with no investment funding.


    What I love about Kiki's story is her unique approach to building a business. Kiki and her co-founder Elan chose to build their brand in public, sharing behind-the-scenes moments on social media, and has already gathered over 12,000 loyal customers before the brand has even launched. Her always-on launch strategy, combined with the fact that the company is 100% bootstrapped, has forced her and her cofounder to think carefully about each step and every decision. With her forward-thinking mindset, bias towards action, and bravery, Kiki’s commitment is driven by creating a product that truly makes a difference in people’s everyday lives.


    Without a doubt, Kiki is an inspiration to anyone looking to make a change.


    I’m super excited to share this conversation with you, what made Kiki decide to leave her 9 to 5 behind, and how she has navigated the challenges and opportunities of building a business from scratch. But before we jump in, I’d love if you could subscribe to the channel if you’re watching on YouTube or rate the podcast if you’re listening everywhere else. You have no idea how such a small action can help me to continue bringing you more unfiltered, real conversations just like this one.


    📲 Connect with Kiki:

    Instagram: @couchwoman


    📲 Stay Up to Date with the Show:

    Host Instagram: @maggieindata

    Podcast Instagram: @thetimeileftmy9to5.podcast

    Podcast YouTube: @thetimeileftmy9to5.podcast


    00:00 Introduction

    02:53 Kiki's Journey from Private Equity to Entrepreneurship

    04:21 Building Beny Yogurt: Challenges and Strategies 1

    0:49 The Role of Social Media in Business Growth

    17:58 Partnership Dynamics and Personal Growth

    24:07 Financial Decisions and Bootstrapping

    29:06 Advice for Aspiring Entrepreneurs

    Hosted on Acast. See acast.com/privacy for more information.

    Show More Show Less
    40 mins

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