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    Business

    The Pathless Path with Paul Millerd

    The Pathless Path is hosted by Paul Millerd – a writer, creator, and consultant. He has conversations with freelancers, self-employed entrepreneurs, creators, and vagabonds who share their perspectives on their relationship with work, burnout, bootstrapping, indie hacking, remote work, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Past guests include Ali Abdaal, Russ Roberts, Kevin Kelly, Khe Hy, David Senra, Derek Sivers, Joe Hudson, Luke Burgis, Ben Hunt, Dan Vassallo, Steph Smith, Alex Pang, Visakan Veerasamy, Michael Ashcroft, Kyla Scalon, Trung Phan, Justin Welch, and more.

    Advertise

    Copyright: © Paul Millerd

    • Apple Podcasts
    • Google Play
    • Spotify

    Latest Episodes:
    The Arc of The Practical Creator - Lawrence Yeo Jun 07, 2022
    Show notes

    Being an undeclared major till his senior year of college, Lawrence didn’t really know what he wanted to do. After looking up which jobs make the most money, he decided to declare as an economics major, leading him to explore Investment Banking. While he didn’t end up working in investment banking, he was still pulled by the power of prestige, something he says “is a drug, and is most potent” when you are young and looking at schools. Over a number of years and experiments with music and creating and writing, he slowly started to figure out a better path forward for him. After leaving the corporate world for a second time, Lawrence finally found a calling - writing on his blog: More To That where he uses visual storytelling to express his ideas of pursuing alternative paths, sharing ideas, and creating online.

    Some of the topics we explore in this conversation include:

    • The influence of money and prestige
    • Burnout and reflection
    • The importance of the right partner
    • Finding the right medium
    • The Arc of the Practical Creator

    How To Find Lawrence:

    • Website
    • @moretothat (twitter)

    CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here

    Audio Timestamps

    • 2:26: Intro/Who is Lawrence
    • 3:47: Scripts around creativity
    • 5:37: Prestige and Money
    • 8:56: Fear of ending up broke and homeless
    • 16:55: Knowledge Work & Burnout
    • 21:20: Having the right partner supporting you
    • 29:38 How writing emerged as something important
    • 32:44: The Arc of the Practical Creator: Stage 1
    • 42:15: The Arc of the Practical Creator: Stage 2
    • 50:48: The Arc of the Practical Creator: Stage 3
    • 59:10: Rapid-fire questions with Lawrence
    • 1:03:35: Outro/Where to find Lawrence

    Buy Paul’s Book (Published Jan 2020): The Pathless Path

    Connect + Follow Paul

    • Twitter: @p_millerd
    • Paul’s Weekly Newsletter on Work & Unconventional Path: Subscribe to Boundless
    • Paul’s YouTube Channel: Subscribe

    Further Ways To Support The Podcast: I support the following services and recommend and/or use all of the following

    • Become a sponsor of the Podcast / Newsletter
    • Rate on iTunes or Spotify!
    • Want to upgrade your Zoom studio? Check out Kevin Shen’s Dream Studio Course
    • Want to launch a course? Podia or Teachable are both platforms I use
    • Web Hosting: Skystra Fast WordPress Hosting
    • Host your own community" Circle 14-day free trial

    Podcast Update! Re-branded as The Pathless Path & LIVE Q&A From Youtube Jun 01, 2022
    Show notes

    I offer a short little update on the next steps for the podcast and include a live Q&A I did on youtube last week.

    Video link: https://youtu.be/CGbw7Q8hoys


    The Money Path or The Life Path? - Tim Malnick Mar 28, 2022
    Show notes

    Tim Malnick has always lived between the two worlds of business and creative/activist circles. In his twenties, he stumbled into a creative group of young people, of which “none of them following the obvious path.” This gave him a lot of confidence that different kinds of paths were possible and enabled him to offer a diversity of perspectives that he was able to bring to many different environments.

    One of the things he spends a lot of time on now is helping people transcend their relationship with money. He runs The Money Workshop with people helping them explore the scripts people have with money and realized that people have one of two orientations towards the world:

    #1 The Money Path: “One day when I sorted this out I’ll get to do what I want”

    #2 The Life Path: “Do what you love and the more you follow it you will have your needs met with and without money”

    Which one are you?

    Learn More About Tim’s work here 👉 Different Space - Transformational learning & development by Tim Malnick

    New to Reimagine Work? Learn more about Paul here

    JUST LAUNCHED: 📕The Pathless Path


    Music, Entrepreneurship & Embracing Non-Work - Paul Canetti Mar 21, 2022
    Show notes

    Paul Canetti is a professor at Columbia Business School and sits on the Strategic Advisory Board of Riverside Acceleration Capital. We explore his initial passion for music growing up, how he became an accidental founder, and how he's exploring his relationship with work after exiting his startup.


    He was named one of Inc.'s “30 Under 30” and has founded multiple software businesses including MAZ and ClickEasy (originally Bounce House), both of which were acquired in 2021. He is an angel investor, startup advisor, and the author of an upcoming book about the business implications of augmented reality.

    He also hosts Tech News for MBAs

    ----

    New to Reimagine Work? Learn more about Paul here

    JUST LAUNCHED: 📕The Pathless Path


    The Magic of Writing with Sasha Chapin Feb 11, 2022
    Show notes

    I talked with writer and writing coach Sasha Chapin about the role of writing in our lives, how we think about writing, and how he specifically helped with my process in the book.

    Check out Sasha here: Sasha Chapin (imsashachapin.com)

    & Buy Paul's Book https://think-boundless.com/the-pathless-path/


    Khe Hy - Tales From The Pathless Path Feb 09, 2022
    Show notes

    Join Khe's Supercharge Your Productivity course: https://10k.radreads.co/join-syp11/yzrsv (affiliate)

    Get access to Khe's $10k training which will help you wander towards the pathless path: https://radreads.co/millerd

    From a live event where Paul & Khe talk about their shared journeys of self-employment, creating online & more



    The Pathless Path Launched! (reading of the introduction) Jan 26, 2022
    Show notes

    Just launched my book, The Pathless Path!

    Purchase the book here.

    This is the introduction of the book.

    I'll be releasing some clips of me reading the book and will eventually publish an audio book.


    Valuing Options & Possibilities On The Solo Creator Path with Kris Abdelmessih Nov 09, 2021
    Show notes

    Kris Abdelmessih has one of the most unique perspectives on life and works I've stumbled across in the past few years. He uses his experience as a trader to look at decision-making and work investments through the lens of options, pricing, and other financial models. I enjoy his perspective because unlike other financial types, he seems to have a proper appreciation of non-work / non-productive time.

    We explore his recent break from trading, his creative journey writing on the internet, and finding his people, and he challenges me to think differently about how I'm spending my time with my work.


    The conversation dramatically shifted how I'm thinking about the possibilities of my path. If you are on a self-employed path, this is a must-listen:

    • For Kris' newsletter: Party at the Moontower - (moontowermeta.com)

    ------------

    SUPPORT BOUNDLESS

    Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation.


    🆕 I launched Freelance Consulting Skills Course. You can find out more and sign up here.

    If you'd like to support the podcast, consider using my affiliate links

    • Podia - 14-day free trial
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    The Formless Path - Money, Fatherhood & Creativity (Howard Gray) Sep 27, 2021
    Show notes

    Howard Gray is the founder of Wavetable, a studio that helps brands and companies come together to develop fan-based experiences to help teams teach and share ideas.

    The two things that drive him are to "create space for people to do the work they want to do" and to help people "make sense of the world and overcome the tension of putting things out in the world"

    We dive into his idea of the formless path, why the creator economy is in danger of being hijacked, how he sees himself as a guide rather than as a creator, and why fatherhood is helping him "sharpen" his focus.

    Links Mentioned

    • Howard Homepage
    • Labels In, Labels Out
    • Jobs, Vocations, Careers

    SUPPORT BOUNDLESS

    Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation.

    🆕 I launched Freelance Consulting Skills Course. You can find out more and sign up here.

    If you'd like to support the podcast, consider using my affiliate links

    • Podia - 14-day free trial
    • Teachable - 14-day free trial
    • Wealthfront - $5k managed for free
    • ConvertKit - First 1k subscribers for free
    • Charles Schwaab No International ATM Fees

    The Shadow Side of Solopreneurship - Darren Joe Sep 19, 2021
    Show notes

    “You can’t study or learn your way into a new identity” - I love this quote from Darren Joe. He’s been thinking about carving a different path from 2003 to 2004. He said that he was driven by a natural drive to be independent and do his own thing. I found this pretty impressive because in those years not many people were doing what he was doing.

    He recently published a book titled The Fail-Safe Entrepreneur. In it he argues that almost all solopreneurs strive for three things: Freedom, Adventure, Meaning. I definitely agree. However, he says many fail to reach these aims because they ignore the shadow side of this path. He details four things - FAIL: Failure, anxiety, instability, loneliness.

    We explore many things in this conversation including:

    • Grappling with the achiever identity
    • Longing for independence and freedom
    • Parental approval
    • Building Community
    • Experiments
    • Defining success

    You can buy his book the Fail Safe Solopreneur on Amazon

    ------------------------

    SUPPORT BOUNDLESS

    Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation.

    🆕 I launched Freelance Consulting Skills Course. You can find out more and sign up here.

    If you'd like to support the podcast, consider using my affiliate links

    • Podia - 14-day free trial
    • Teachable - 14-day free trial
    • Wealthfront - $5k managed for free
    • ConvertKit - First 1k subscribers for free
    • Charles Schwaab No International ATM Fees

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