Brian Elliott returns to Work 20XX with a fresh lens on scaling distributed work, investing in people, and navigating the J-curve of technology adoption inside teams. Because what works for supporting distributed teams, works for increasing team AI adoption. Align on real goals, only three to five, and check in with tweet sized updates, once a week, on those three goals.

Please join me in welcoming Brian Elliott back to the Work 20XX podcast from Running Remote.

As co-founder of Future Forum, co-author of How the Future Works, and now with his new Newsletter, Work Forward, Brian is a data-filled champion of distributed teams years and years, long before Covid, before it was in fashion.

He continues in that tradition with his latest, the Work Forward newsletter, chock-full-o case studies, research, and exercises to help you get more out of your team. He pulls from the best, including a heavy dose of Atlassian, PagerDuty, and Neiman Marcus.

Recorded April 30, Fair Market, Austin
Special thanks to Liam Martin, Egor Borushko, Ana Maria Bennett & Team Running Remote

Brian Elliott v2: Invest, J-Curve, Goals, Team | Work 20XX podcast with Jeff Frick Ep43 from Running Remote

YouTube - Click Here

Transcript and Show Notes - Click Here

Sacha Connor returns to Work 20XX and asks, how do you self advocate, make sure the right people see and are familiar with your accompaniments, skills, and potential, when the most important factor when being considered for that next promotion or fresh opportunity is an AI agent preparing a list of candidates for consideration.

Are you on the agent’s radar? What digital persona is assembled by the AI after consuming the knowledge management system data, presentations, actions plans, meeting notes, agendas, project summaries, IMs, emails, meeting transcripts, and more digital exhaust? How does it compare to others?

Please join me in welcoming Sacha Connor back to the Work 20XX podcast at Running Remote,

As Founder and CEO of Virtual Work Insider, Sacha has long been a leading voice and resource for building distributed team success for years.

In this episode, we explore how in today’s AI world, people must signal their value to not just their managers and people who make decisions, but the AI agents that create the nominations based on a wide swath of internal systems communications data.

Recorded April 29, Fair Market, Austin
Special Thanks to Liam Martin, Egor Borushko, Ana Maria Bennett & Team Running Remote

Sacha Connor v2: Self-Advocacy in the Age of AI | Work 20XX podcast with Jeff Frick Ep42 at Running Remote

YouTube - Click Here

Transcript and Show Notes - Episode Page - Click Here

Ryan Anderson and his global research team are spread across more than 20 countries, allowing them to study a wide variety of built environments, workplaces, homes, schools, and healthcare, not just remotely, but in person. That in-person presence is critical. It gives them the ability to feel what’s happening in different types of spaces, each designed around distinct objectives.

Ryan also hosts one of the leading podcasts in the space, About Place—a true masterclass in all things design, workplace, and beyond. In fact, his podcast was one of my earliest and most valued resources as I dove into this community and topic.

So it was a real pleasure to sit down in person at Running Remote 2025 in Austin. Ryan shares how experience-based design isn't just about furniture or aesthetics, it's about creating environments that support engagement, autonomy, and wellbeing.

We explore the purpose behind workspace design, the data behind engaged teams, and the human factors that too often get overlooked. Ryan also talks about the role of choice and trust in workplace effectiveness, and why spaces that reflect organizational values are more important than ever.

Please join me in welcoming Ryan Anderson back to the Work 20XX podcast.

Recorded April 29, 2025 | Fair Market, Austin
Thanks to Liam Martin, Egor Borushko, Ana Maria Bennett & Team Running Remote

YouTube - Click Here

https://www.youtube.com/watch?v=WskmM6kJiKI&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

Transcript and Show Notes - Click Here

Jessica “JJ” Reeder was there, with Darren Murph, at GitLab, early pandemic, when suddenly the entire world was interested in their masterpiece, the GitLab Remote Work handbook. When the world was thrown into remote and distributed work over a weekend in Spring 2020, and answers to many of the questions were contained in the tens of thousands of words, and thousands of pages in the GitLab remote work playbook.

As JJ recently reminded, that work started a decade ago. She and Darren are no longer at GitLab, and the Pandemic is 5 years removed and fading in the new rear view mirror. Good news, eyes on the future.

The future is AI-powered. Good news, the same behaviors, attributes, and best practices that powered success in distributed teams, are the same required to increase team AI adoption.

The long held dream of a high functioning organizational knowledge platform, is finally, almost here?

Please join me in welcoming “JJ” Jessica Reeder to the Work 20XX podcast.

JJ and team are implementing said knowledge platform in her new role at Upwork. As we discuss in this interview, it’s about the hard work, and everyone doing their part, that builds the buy in, and the data base, to dramatically improve the chances of success, wide spread adoption, and a significant reduction in the time spent searching for information.

Thanks again, JJ.

Editor’s Note:
Recorded 2025-April-29 at the Running Remote conference in Austin, Texas.
Special thanks to Liam, Egor, Ana, and the entire Running Remote team for collaborating with Work 20XX to capture these in-person interviews with the top minds shaping the future of work.

YouTube - Click Here

Transctipt and Show Notes - Click Here

Mark Cruth, Principal Modern Work Coach and Advocate at Atlassian, has been knee deep in the Atlassian system of work for years. A driving force behind Atlassian’s Team playbook,and a big fan of starting from templates, Mark has been helping organizations implement better ways of working.

Such a treat to sit down with Mark at the Atlassian Team ‘25 event in Anaheim, California. He walked me though some of this foundational team effectiveness philosophies, starting with alignment around goal, clear working agreements, clear roles and responsibilities, and an emphasis on getting closer with the teams one step removed, upstream, and downstream, to stay aligned.

Please join me in welcoming Mark Cruth to the Work 20XX podcast

Let’s make things more explicit. More communication, fewer assumptions.

Thanks again Mark.

Editor's Note:
Recorded 2025-Apr-10, Anaheim Convention Center. My first solo onsite recording with some new gear. Missing my rock star production team.

Special shout out to Rob Castaneda and Team ServiceRocket for sharing their booth to enable this recording.

YouTube - Click Here

https://www.youtube.com/watch?v=eF0JsaJfR8M&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

Transcript and Show Notes - Click Here

Dominic Price returns to Work 20XX, this time from the floor of Atlassian’s Team ’25 conference in Anaheim. Dom shared his candor, introspection, experiences, and hopes on the back end of a busy week, in person, across a small high boy table, on far more than the future of work. Simultaneously tired out and fired up, it promises to take some fun and unexpected turns.

Dominic has multiple frameworks, available to all, which can help all teams perform better. From the User Manual, to Working Agreements, the Personal Moral Inventory to the Modern Work Manifesto, think of them as intentional guide rails to prevent unnecessary friction and turbulence down the road when unfounded assumptions collide into behavior and attitude differences around specific actions. Sometimes resulting in intentional internal sabotage.

Dom is more than playbooks. He leans into the learning attitude, and looking in for opportunities to have existing beliefs challenged and updated with new information, so we can evolve and progress, not get stuck.

Beyond active listening, ask questions, be a catalyst, be curious, be explicit in your acceptance and actively seek out alternative views, approaches, and opinions.

How would you approach this problem? What would you do differently? Be the catalyst to move the knowledge forward.

Please join me in welcoming Dominic Price back to the Work 20XX podcast

This time, live and in person, from Atlassian Team ‘25.

Thank you Dom

Editors Note:
Recorded 2025-Apr-10, Anaheim Convention Center. My first solo onsite recording with some new gear. Missing my rock star production team.

Special shout out to Rob Castaneda and Team ServiceRocket for sharing their booth to enable this recording.

YouTube - Click Here

https://www.youtube.com/watch?v=RW7Ys5gn8AI&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

Transcript and Show notes - Click Here

https://www.work20xx.com/episode/dominic-price-v2-curiosity-impact-listen-value-work-20xx-ep38

​Peter Marquez, Chief Customer Officer at ServiceRocket, joins us from the floor of Atlassian Team '25 in Anaheim to share his frontline perspective on the vibe and announcements, including Rovo, Atlassian’s AI assist, now included with purchase.

With over a decade of experience, we cover the ecosystem, evolution of the market, and company. Customer expectations are shifting, Atlassian's footprint more strategic. Rovo promises to significantly reduce the TTI … Time-To-Information (I just made that up) sitting on top of a unified data structure, including the transcripts from looms and meetings.

If we're reliable, we don't always have to be right. But we always want to be present. We always want to be available. - Peter Marquez:

Please join me in welcoming Peter Marquez to the Work 20XX podcast

Thank you Peter.

Editor's Note:
Recorded 2025-Apr-09, Anaheim Convention Center. My first solo onsite recording with some new gear. Missing my rock star production team.

Special shout out to Rob Castaneda and Team ServiceRocket for sharing their booth to enable this recording.

YouTube - Click Here

https://www.youtube.com/watch?v=YUj6eXv79F0&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

Transcript and Show Notes - Click Here

Molly Sands is Head of Teamwork Lab at Atlassian, where she helps distill what makes teams great, the practices, tools, exercises, behaviors and rituals that great teams tick. Built on first person research, delivered by Molly and team from the Teamwork Lab. Results are published regularly via a number channels including the State of Teams report.

I was able to grab some time with Molly in Anaheim at the Atlassian Team ‘25 show, and surface a wellspring of insight from the latest State of Teams, Personal Productivity, and so much more.

Please join me in welcoming Molly Sands to the Work 20XX podcast

Atlassian’s always done things a bit differently. Born in Sydney, scaling from profit not venture, replacing email with JIRA, and building one of the earliest distributed-first cultures.

Thank you Molly

Editor's Note:

Recorded 2025-Apr-09, Anaheim Convention Center. My first solo onsite recording with some new gear. Missing my rock star production team.

Special shout out to Rob Castaneda and Team ServiceRocket for sharing their booth to enable this recording.

YouTube - Click Here

Transcipt and Show Notes - Click Here