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  • Nadia Vatalidis: Extreme Async, Unguarded Feedback, Career by Initiative | Work 20XX Ep59
    2026/06/04

    Nadia Vatalidis flew 10,000 miles, almost halfway around the world, to share her insights at Running Remote 2026 in Austin. And the distance is more than geographic. She doesn't live in the US, Europe or Asia. Her vantage is from South Africa, which povides a unique look 'back' if you will at the rest of the tech scene, with a differernt 'reality' check than I have here in Palo Alto, CA, in the eye of the storm, or even Asia or Europe or Austraila for that matter. Sometimes it's harder to tell what's happening when you're standing in the middle of it.

    Nadia was there at the beginning. Over a decade ago, working alongside Darren Murph at GitLab in those early days, helping define what would become the blueprint, reference, dictionary, thesaurus and operations manual, the anchor document, for distributed work around the world, the 'GitLab Remote Work handbook, ' published open source, for the benefit of all. That kind of longitudinal perspective is rare, and she's added to it since, moving from GitLab through other fully remote companies to her current role as Head of People at Doist, 100% remote, 100+ people, 40+ countries.

    So we got into the good stuff. Extreme async, functioning radical candor against 40+ cultures, and self managed careers. What does it take to create the conditions where honesty lands as a gift instead of a grenade, across so many different baseline cultural norms? Nadia explained their shadow program, giving people a chance to try before they buy in different types of roles, departments, and functions. And showing her care for the people, Nadia reinforced that even if that if helping someone grow means they eventually outgrow the company, that's not a failure. She celebrates the growth and development. That's the whole point. It gets celebrated. A great illustration and example of the mature, adult, professional, working demeanor required to operate in a world that prioritizes growth and improvement, at the risk of ruffling a few feathers (unintentionally).

    And of course we got into how Nadia specifically and Doist generally are leveraging AI to deliver more with their existing team.

    Good management is good management. These practices aren't just for remote or hybrid teams. They're for any leader who takes people seriously.

    And if Nadia was willing to fly half way around the word to share, I can assure you it well worth your 25 minutes.

    Please join me in welcoming Nadia Vatalidis to the Work 20XX Podcast.

    Editor's Note: Recorded May 2026 at the Running Remote conference in Austin, Texas. Special thanks to Liam, Egor, Ana, and the entire Running Remote team.

    Nadia Vatalidis: Extreme Async, Unguarded Feedback, Career by Initiative | Work 20XX Ep59 with Jeff Frick from Running Remote 2026

    YouTube - Click Here

    Transcript and Show Notes - Click Here

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    26 分
  • Liam Martin v2: Distributed Intelligence, AI-Native Organizations | Work 20XX Ep58
    2026/05/29

    Liam Martin joined me fresh off the stage at Running Remote's 10th event, a milestone that puts into sharp relief just how much the landscape has shifted since that scrappy little secret called remote work became the world's crash course in 2020. What started as documentation, async, and trust has evolved into something far bigger: the realization that the skills and culture remote-first organizations built out of necessity are now the precise prerequisites for becoming AI-native.

    The conversation moved fast, from the absurdity of AI writing reports that humans then feed back into AI to decode, to a genuinely new management KPI (watch your team's token usage, not just their hours), to Liam's central thesis for this year's keynote: we are no longer simply managing distributed people, we are managing distributed intelligence. And the remote community, almost by accident, got there first.

    Please join me in welcoming Liam Martin back to the Work 20XX Podcast.

    Editor's Note: Recorded May 2026 at the Running Remote conference in Austin, Texas. Special thanks to Liam, Egor, Ana, and Team Running Remote.

    Liam Martin: Distributed Intelligence, AI-Native Organizations, Remote-to-AI Pipeline | Work 20XX podcast with Jeff Frick from Running Remote 2026 Austin

    YouTube - Click Here

    Transcript and Show Notes - Click Here

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    28 分
  • The Big Game: Worst to First – Culture, Talent, Champions | Work 20XX Ep57
    2026/02/10

    Indiana went 16-0 and won the national championship with 7 blue-chip recruits. Their opponents had 110+. What does Curt Cignetti's talent evaluation strategy teach us about the future of work?

    It's not about return to office. It's not about hybrid schedules. It's about creating an environment that enables people to do the best work of their lives—finding the best talent, empowering them with AI and modern tools, and building a culture where everybody plays every play.

    This is the future of work: strategic evaluation over pedigree, development over credentials, empowerment over control.

    YouTube

    https://youtu.be/7H-lLnr_3x8

    Transcript, show notes, links and references.

    https://www.work20xx.com/episode/the-big-game-worst-to-first-culture-talent-champions-work-20xx-ep57

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    6 分
  • Work 2026: AI Adoption, Curiosity, Continuous Learning | Work 20XX Ep 56
    2026/01/16

    Welcome to 2026!

    After four years and 50+ episodes of Work 20XX, it's time to evolve the conversation. The return-to-office debates? We've covered them exhaustively. The real action now is in AI adoption, continuous learning, and building the skills that matter for distributed work.

    In this episode, Jeff shares his vision for Work 20XX in 2026, including why he's shifting focus away from return-to-office topics, the AI training with Kyle Moschetto that transformed his workflow, and his commitment to increase episode frequency this year.

    Key Topics:

    • The evolution of workplace conversations since 2021

    • Why return-to-office debates are no longer the priority

    • AI adoption and practical training insights coming in 2026

    • Evergreen topics that never age: distributed teams, communication, leadership, team effectiveness

    • The importance of curiosity and continuous learning

    • What's next for Work 20XX

    The workplace has changed dramatically since the show started. Our conversations need to change too. This episode sets the stage for a year focused on practical AI adoption, team effectiveness, and the skills that create meaningful work in a distributed world.

    What's Next: More episodes, more frequently. AI adoption stories and practical insights. Deeper dives on distributed leadership and team effectiveness. Shorter, more focused conversations.

    What We're Moving Beyond: Return-to-office mandates and hybrid work debates have been thoroughly covered. Time to focus on what actually helps people do better work.

    Let Jeff know what you want to hear in 2026. What topics are you curious about? What challenges are you facing? What skills are you trying to build?

    EPISODE DETAILS: Episode Type: Show Update / Vision Statement Host: Jeff Frick Recording Location: Palo Alto, California Date: January 2026

    Topics: Future of Work, AI Adoption, Distributed Teams, Remote Work, Leadership, Team Effectiveness, Continuous Learning, Workplace Technology, Professional Development

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    4 分
  • Liam Martin: Community Retreat, Remote, AI | Work 20XX Ep55
    2025/08/09

    Liam Martin shared his full circle moment with me at Running Remote, almost 5 years to the day he was forced to cancel Running Remote's last visit to Austin, April 2020. With prior stops in Lisbon and Montreal, Running Remote's return to Austin was a community fest.

    Remote first organizations focus more on in-house retreats than anyone outside of the actual travel industry. Industry leaders needed their own retreat. And Running Remote was born in 2018.

    After the reflection, the conversation turned to the future, and the intersection of remote management practices, AI adoption, and the impact of hiring the 'best for the job' AI proficient talent, regardless of location.

    Please join me in welcoming Liam Martin to the Work 20XX Podcast.

    Editor's Note: Recorded 2025-April-30 at the Running Remote conference in Austin, Texas.
    Special thanks to Liam, Egor, Ana, and Team Running Remote.

    Liam Martin: Community Retreat, Remote, AI | Work 20XX podcast with Jeff Frick Ep55 from Running Remote 2025 Austin

    #RemoteWork #RunningRemote #AI #Leadership #CommunityBuilding #FutureOfWork #RemoteTeams #GlobalTalent #WorkplaceInnovation #ScalingBusiness #HybridWork #SaaS #DigitalNomads #Entrepreneurship #RiskTaking #EventManagement #BusinessGrowth #Digital #Distributed #Remote #Hybrid #Office #FoW #Workplace #TechnologyAdoption #RemoteFirst #EmployeeEngagement #WorkplaceCulture #Interview #Podcast #Work20XX

    YouTube - Click Here

    https://www.youtube.com/watch?v=LOKJ7j_yqNM&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt&ab_channel=TurntheLenswithJeffFrick

    Transcript and Show Notes - Click Here

    https://www.work20xx.com/episode/liam-martin-community-retreat-remote-ai-work-20xx-ep55

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    15 分
  • Michael Melen: Talent Pool, Growth Opportunity | Work 20XX Ep54
    2025/08/07

    Mike Melen took a college side hustle, and built it into a growing global digital marketing agency. After starting full remote, Mike opened an office in Bergen County, New Jersey. Covid closed the office, and SmartSites is back to being fully remote to stay.

    Remote hiring opened up the available talent pool beyond his Bergen County, New Jersey. Suddenly, Mike could hire people with the special skills needed, regardless of where they plugged in their laptop.

    Mike learned early on that the best people want opportunities to grow, so he set an annual goal of 30% growth. He hired younger, less experienced people and invested in them to grow and advance along with the companies. Fourteen years later, SmartSites has grown to 400 people.

    Please join me in welcoming Mike Melen to the Work 20XX podcast.

    Editor's Note: Recorded 2025-April-30 at the Running Remote conference in Austin, Texas. Special thanks to Liam, Egor, Ana, and Team Running Remote.

    Michael Melen: Talent Pool, Growth Opportunity | Work 20XX podcast with Jeff Frick Ep54 from Running Remote 2025 Austin

    #Remote #Digital #Distributed #Async #Work #FoW #Workplace #Talent #Career #BergenCounty #DigitalMarketing #DistributedTeams #Global #HiringStrategy #Leadership #Scaling #RemoteTeams #SmartSites #StartupJourney #TalentPool #TeamGrowth #WorkFromAnywhere #SmartSites #RunningRemote #Interview #Podcast #Work20XX

    YouTube - Click Here

    https://www.youtube.com/watch?v=MosbOY0uFUI&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

    Transcript and Show Notes - Click Here

    https://www.work20xx.com/episode/michael-melen-talent-pool-growth-opportunity-work-20xx-ep54

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    10 分
  • Melinda Stallings: Positivity, PechaKucha, Gifts, Reset | Work 20XX Ep53
    2025/08/04

    Melinda Stallings brings the power of positivity to the workplace and stage. Founder of The Positive Consultant and curator of DisruptHR Austin, Melinda promotes the "infinite power of positivity," consulting with individual organizations and extending her reach as the force behind DisruptHR Austin, where she builds programs such as the 2025 theme, Envision, Empower, Elevate, helping people thrive in the workplace.

    I also learned about PechaKucha, a Japanese storytelling format built around the idea of "talk less, show more." At DisruptHR, this translates into speakers having just 5 minutes, with 20 slides that auto-advance every 15 seconds. No stress there.

    With her focus on pausing, reflecting, reframing, and resetting, Melinda reminded me that there is usually a gift in the negative. You might not see it right away, but look no further than the Odyssean journey at the center of our best stories. There has to be some pain along the way.

    Please join me in welcoming Melinda Stallings to the Work 20XX Podcast.

    Editor's Note: Recorded 2025-April-30 at the Running Remote conference in Austin, Texas.
    Special thanks to Liam, Egor, Ana, and Team Running Remote.

    Melinda Stallings: Positivity, PechaKucha, Gifts, Reset | Work 20XX podcast with Jeff Frick Ep53 from Running Remote

    #Positivity #Gifts #Reset #EmployeeExperience #FutureOfWork #Culture #HR #HumanCenteredLeadership #KindnessMatters #AustinTX #DisruptHR #Leadership #Digital #Distributed #Remote #Hybrid #FoW #MelindaStallings #PechaKucha #Podcast #RemoteWork #RunningRemote #Storytelling #TeamCulture #ThePositiveConsultant #Interview #Podcast #Work20XX

    YouTube - Click Here

    Transcript and Show Notes - Click Here

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    13 分
  • Robert Phelps: Cybersecurity, People, Responsibility, Test | Work 20XX Ep52
    2025/08/03

    Robert Phelps helps keep remote teams secure, often before they even know they're at risk. As President of Creative IT, Robert and team provide IT services for companies that are too small to build an in-house department, or those that need a little assist.

    Robert and I spoke at Running Remote 2025 Austin, before his keynote, 'The Hidden Bottleneck: Why Remote Teams Struggle to Scale (and How to Fix It Today),' on the cybersecurity challenges of remote and distributed teams, and the responsibility for user and companies, even if most of their apps and IT are hosted at a large public cloud provider like AWS, Google Cloud, or Microsoft Azure.

    With the world trying to convince us to click, it comes back to people, educating, training, and as Robert stresses, testing to make sure they understand, and don't take tempting bait.

    Compliance and Security, never go out of style. But the challenges and degree of difficulty only increase over time.

    Please join me in welcoming Robert Phelps to the Work 20XX Podcast

    Editors Note: Recorded 2025-April-30 at the Running Remote conference in Austin, Texas.
    Special thanks to Liam, Egor, Ana, and Team Running Remote.

    Robert Phelps: Cybersecurity, People, Responsibility, Test | Work 20XX podcast with Jeff Frick Ep52 from Running Remote

    #Bottlenecks #CARA #Cloud #CMMC #Compliance #Culture #CyberSecurity #Distributed #Enablement #Experience #FoW #IT #Monitoring #Onboarding #People #Platforms #Remote #Responsibility #Risk #Scale #SOC2 #Teams #Test #Threats #Training #Trust #Workplace #RunningRemote #MenloCreekMedia #Interview #Podcast #Work20XX

    YouTube - Click Here

    https://www.youtube.com/watch?v=aDE6yTpz1No&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

    Transcript and Show Notes - Click Here

    https://www.work20xx.com/episode/robert-phelps-cybersecurity-people-responsibility-test-work-20xx-ep52

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    10 分