Work 20XX with Jeff Frick

Jeff Frick

Welcome to Work 20XX A show focused on the future of work as we navigate transformational times. I'm your host Jeff Frick. We'll talk to the practitioners, with 100,000s of newly empowered employees, looking for a different relationship with their employer. We'll talk to the technology providers, who are responding to these changing demands with new tools leveraging the latest in AI and ML. We'll explore the impacts of the rising tide of gig workers, solopreneurs, consultants, and 1099 services that enable them to cater to a global market. We'll talk to the academics, authors, and thought leaders who are helping us all get a better handle on what's really going on, and what it means to each of us. Our goal is to bring you the human story behind the issues, the context, and the relevance in the spirit of sharing best practices and experiences so we can all contribute to making the future of work better for people, organizations, and our world.

  1. Vinícius Coelho: Know the Team, Growth and Impact | Work 20XX Ep63

    2 ngày trước

    Vinícius Coelho: Know the Team, Growth and Impact | Work 20XX Ep63

    Vinícius Coelho: Know the Team, Growth and Impact | Work 20XX with Jeff Frick Ep63 from Running Remote Vini Coelho recently added Chief of Staff and VP Operations to his People and Culture role at Time Doctor, 140 people spread across 40 countries and 24 time zones. And Vini's met them all. Please join me in welcoming Vini Coelho to the Work 20XX podcast.  In Austin for the second year collaborating with the team at Running Remote, we sat down with Vini to learn how he does  creates and manages culture across such a wide georgraphical and cultural spread. Time Doctor uses its own workforce analytics tool built to track productivity and in the act of usage behaviour, converts it from what might be percived to be a survealance too, into a trust-building platform.  Vini also makes the case that a company is a sports team, not a family, and explains why that distinction matters for how people actually commit to their work. We talk through what career growth looks like when the org chart is flat and vertical promotion is not a given, and Vini's answer is lateral growth: more responsibility, more influence, more relevance, even without a new title attached. The most surprising thread runs back to his time as a sommelier in a 2-Michelin-star restaurant. Hospitality taught him that the job was never the paperwork. It was the people. That is the whole philosophy, transplanted into HR at scale. Vinícius Coelho: Know the Team, Growth and Impact | Work 20XX with Jeff Frick Ep63 from Running Remote

    19 phút
  2. Nick Francis: Calibration, War Council, High Agency Investment | Work 20XX Ep62

    22 thg 6

    Nick Francis: Calibration, War Council, High Agency Investment | Work 20XX Ep62

    Let me re-read the transcript to nail the details and get Nick's language right.Here's the Libsyn description, built to match the Bobbi Wegner template: Nick Francis: Calibration, War Council, High Agency Investment | Work 20XX Ep 62 Nick Francis co-founded Help Scout in 2011 and ran it as CEO for 15 years before stepping into the Chairman role in late 2025. Today he coaches founders, facilitates a CEO peer group, and speaks on leadership, remote culture, and building companies for the long haul. In this episode, Nick makes the case that the AI moment is not a cost-cutting exercise. It's a growth opportunity, and the companies that treat it like one will leave the others behind. The conversation starts with what it actually feels like at the top of the org chart, where there's no support built into the structure, and moves through the operational practices Nick built at Help Scout to keep a remote team calibrated, honest, and moving in the same direction. We cover: The loneliness of the CEO role and the two things that were transformational: a coach who could give hard criticism without organizational risk, and a peer group built on shared values The "War Council," a technique Nick picked up from Wade Foster at Zapier, using AI personas to pressure-test decisions from multiple angles when nobody around you wants to deliver bad news Calibration as an operating practice, not a document. Managers getting together every six months to stress-test rubrics, align on what great looks like, and minimize bias across the organization Why hard conversations don't happen in remote companies unless they're baked into the operating system Bifurcating engagement data to focus on high-performer feedback, and why that's not leaving anyone behind, it's investing where the ROI is highest High agency as the unlock for the AI era. Nick's belief that the capacity is in everyone, though in some folks it might just be dormant. You've got to wake it up. Why leaders thinking about AI only in terms of cutting costs and improving productivity are taking a short-sighted view. You can't save your way to growth. The job is still the job. The tasks are going to change radically. For an entrepreneur, this is heaven. Recorded live at Running Remote 2026, Austin, Texas. Guest: Nick Francis, Co-founder & Chairman, Help Scout | nickfranc.is | helpscout.com Work 20XX explores the future of work, distributed teams, and human performance in the age of AI. Hosted by Jeff Frick. Transcript and Show Notes - Click Here  YouTube - Click Here

    15 phút
  3. Bobbi Wegner: Culture Is Relationship at Scale | Work 20XX Ep61

    18 thg 6

    Bobbi Wegner: Culture Is Relationship at Scale | Work 20XX Ep61

    Bobbi Wegner: Culture Is Relationship at Scale | Work 20XX Ep 61 Bobbi Wegner is a clinical psychologist, Harvard lecturer, and Founder and CEO of Groops — a psychology-based coaching platform built on a simple, solid premise: people are social beings, hardwired for connection. "Animals in suits" was her phrase. In this episode, Bobbi makes the case that culture is relationship at scale. Not the posters on the wall. Not the values deck. The actual strength of the connections between the people doing the work, accumulated one interaction at a time. We cover: Why AI adoption is fundamentally a behavior change problem — and why most companies are treating it like a software rollout The thoughts-feelings-behavior chain that drives every business outcome anyone actually cares about The impossible squeeze on middle managers right now, asked to hold teams together while navigating their own uncertainty The bifurcation Bobbi sees coming: companies that double down on people plus the tool, versus companies using AI as cover to cut When people are stressed and uncertain, their amygdalas are getting beat up all day long. A stressed, defensive amygdala is not a connecting brain. It's a surviving brain. And that shows up directly on the bottom line. Good psychology is good business. Bobbi makes the case. Recorded live at Running Remote 2026, Austin, Texas. Guest: Bobbi Wegner, Founder & CEO, Groops | drbobbiwegner.com | joingroops.com Work 20XX explores the future of work, distributed teams, and human performance in the age of AI. Hosted by Jeff Frick.     Transcript and Show notes - Click Here  YouTube - Click Here

    20 phút
  4. Gianna Driver: How You Treat the Waiter, Humans First, Employees Second | Work 20XX Ep60

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    Gianna Driver: How You Treat the Waiter, Humans First, Employees Second | Work 20XX Ep60

    Gianna Driver didn't come to Running Remote 2026 as a remote work evangelist. She came as a Chief People Officer who believes, deeply, that how you design the spaces where people gather, physically, culturally, organizationally, determines everything about the kind of company you actually become. Not the kind you say you are. The kind you are. And that conviction didn't come from a business school case study. It came from growing up on the other side of privilege. Her mother emigrated to the US as a mail-order bride. Gianna knows what it feels like to be on the outside looking in. That experience shaped everything, how she hires, how she leads, how she thinks about who gets a seat at the table and whether the table itself is worth sitting at. Being humans first and employees second isn't a tagline for her. It's a worldview forged long before she had a title. So we got into the good stuff. Starting with the waiter test. For critical hires, Gianna takes candidates to dinner and watches how they treat the wait staff. Not as a trick. As a window. One CRO finalist interviewed brilliantly right up until the server got his order wrong. That was the end of the process. It's a small moment. It tells you everything. We talked about mistake-making as a leadership competency, normalizing failure fast, cost-effectively, and without fear, and why organizations that run on cultures of fear are leaving performance on the table every single day. We talked about the machine-to-machine hiring pipeline and what gets lost when the humans step out of the loop. And we went to the hard places: DEI, the political headwinds, the companies pulling back. Gianna's answer was clear and unequivocal. Call it whatever you want. If the words are triggering, find new words. But the spirit, building inclusive, diverse teams because the science says they produce better outcomes and because it's the right thing to do, that doesn't get to go away because it became inconvenient. And she made a prediction, on the record: companies using AI as cover for layoffs are going to see a boomerang. They've over-cut. They'll need to rehire. And the talent they let go won't be waiting. Good leadership is good leadership. These aren't lessons for remote teams or hybrid teams or any particular org chart configuration. They're for anyone who takes people seriously enough to be intentional about the conditions they create. Please join me in welcoming Gianna Driver 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.* *Gianna Driver: How'd You Treat the Waiter, Humans First Employees Second | Work 20XX Ep60 with Jeff Frick from Running Remote 2026* *YouTube – Click Here* *Transcript and Show Notes – Click Here*

    17 phút
  5. Nadia Vatalidis: Extreme Async, Unguarded Feedback, Career by Initiative | Work 20XX Ep59

    4 thg 6

    Nadia Vatalidis: Extreme Async, Unguarded Feedback, Career by Initiative | Work 20XX Ep59

    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

    26 phút
  6. 16 thg 1

    Work 2026: AI Adoption, Curiosity, Continuous Learning | Work 20XX Ep 56

    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

    4 phút

Giới Thiệu

Welcome to Work 20XX A show focused on the future of work as we navigate transformational times. I'm your host Jeff Frick. We'll talk to the practitioners, with 100,000s of newly empowered employees, looking for a different relationship with their employer. We'll talk to the technology providers, who are responding to these changing demands with new tools leveraging the latest in AI and ML. We'll explore the impacts of the rising tide of gig workers, solopreneurs, consultants, and 1099 services that enable them to cater to a global market. We'll talk to the academics, authors, and thought leaders who are helping us all get a better handle on what's really going on, and what it means to each of us. Our goal is to bring you the human story behind the issues, the context, and the relevance in the spirit of sharing best practices and experiences so we can all contribute to making the future of work better for people, organizations, and our world.