PodcastsBusinessA Slack Story Podcast

A Slack Story Podcast

James Sherrett
A Slack Story Podcast
Latest episode

56 episodes

  • A Slack Story Podcast

    New Swag: Pocket Squares / Handkerchief / Head Scarf / Hair Tie / Cravat / Dog Scarf

    11/2/2026 | 9 mins.
    The Pocket Square Project: Swag off in all directions
    In this episode, James Sherrett shares how he created unconventional company swag for Slack. From initial inspiration at Heathrow Airport to collaborating with suppliers and distributing pocket squares as multi-purpose swag, he explores the impact and reception of these stylish silk squares. This off-the-books project showcases the playfulness and high standards Slack aspired to in its executive programs. Sherrett reflects on the innovative culture at Slack, the sense of autonomy, and the joy of injecting a sense of play into his work, all while hinting at future episodes on significant milestones like Slack's public offering.
    00:00 Introduction: A Slack Story by James Sherrett
    00:05 The birth of the pocket square idea
    00:43 Finding the right design
    01:51 Partnering with Monsoon Corporate Gifts
    02:43 The arrival and reactions
    03:24 Covert Marketing operations
    04:07 Spreading the pocket squares
    06:06 Broader swag strategy
    06:55 Standards and challenges
    08:50 Conclusion: embracing play and change


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.slackstory.com
  • A Slack Story Podcast

    Innovation Tours

    04/2/2026 | 21 mins.
    Harnessing Innovation: Slack's Journey to Innovation Tours
    James Sherrett narrates the journey of how Slack capitalized on the rising demand for Innovation Tours, turning it into a valuable business opportunity. Initially uncertain about the concept, Slack learned that Innovation Tours vary greatly, with companies, government agencies, consulting firms, and specialized tour companies organizing them. By assessing the benefits of these tours through a decision matrix, Slack hosted tailored visits, sharing their company culture and innovative practices. These tours increased visibility and led to significant business deals. Ultimately, the Innovation Tours fostered collaboration and showcased Slack as a leader in enabling organizational change.
    00:00 Introduction: A Slack Story by James Sherrett
    00:19 The concept of Innovation Tours
    00:54 Understanding the demand for Innovation Tours
    01:48 Different types of Innovation Tours
    03:26 The value of Innovation Tours?
    05:19 Slack's approach to Innovation Tours
    06:53 A decision matrix for Innovation Tours
    09:37 A memorable Innovation Tour experience
    14:53 Lessons from Building a Culture of Innovation
    18:37 The Impact of Innovation Tours


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.slackstory.com
  • A Slack Story Podcast

    Briefing the Executives

    28/1/2026 | 16 mins.
    Reinventing Meetings: The Power of Effective Executive Briefings
    James Sherrett discusses some common frustrations with meetings and argues for their potential efficiency when conducted properly. By exploring Slack's approach to transforming meetings into executive briefings, he demonstrates how thoughtful execution can drive business success. He highlights the collaboration between Slack's sales teams, Slack executives, and Slack customers to create effective briefings that help close deals. Key results of Slack's briefing process include a higher win rate for deals and significant contributions to annual contract value.
    00:00 Introduction: the dreaded meeting
    00:57 The case for effective meetings
    01:23 Human nature and meetings
    03:31 Steps to better ,eetings
    05:04 Reinventing meetings as briefings
    05:44 Collaborating with our 3 key groups
    08:08 Examples of successful briefings
    13:37 Results and reflections
    15:33 Conclusion: finding competitive advantages in plain sight


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.slackstory.com
  • A Slack Story Podcast

    Becoming a Senior Technology Strategist

    21/1/2026 | 14 mins.
    Fumbling Towards Legitimacy: A Senior Technology Strategist at Slack
    James Sherrett shares his journey of becoming a Senior Technology Strategist at Slack, a role he describes as initially undefined and nebulous. He recounts how he took on the challenge of defining his new role, like with his previous positions at the company. Sherrett outlines the three primary responsibilities he eventually took on: executive briefing center engagements, investor and partner engagements, and innovation tours. Were there personal and professional hurdles? Some. Frequent travel and the need for self-sufficiency on the road. Sherrett's tries to capture the nuance of becoming 'the Slack man' though he never talked about it. He highlights the importance of presenting a coherent future vision, drawing from experiences and lessons in executive engagement. The episode concludes with a teaser on exploring these executive briefings and the balance between vision and reality.
    00:00 Introduction: becoming a Senior Technology Strategist
    01:19 Defining the role: challenges and opportunities
    02:28 Establishing the hob: Executive Briefings and public speaking
    03:11 A Portfolio of Activities
    04:49 Embracing the Slack Man identity
    06:38 Life on the road and time alone
    09:40 Changing beliefs and behaviors
    11:59 Selling the Future: lessons from Microsoft
    13:36 Conclusion: Working on Slack vision for the future


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.slackstory.com
  • A Slack Story Podcast

    Back in the Slack YVR

    14/1/2026 | 12 mins.
    Returning to Slack YVR: A Journey Home
    James Sherrett recounts his return to Vancouver and Slack YVR on Canada Day, 2017. Slack YVR is familiar yet changed, with growth from 1 to 3 floors. We spend some time on the exceptional team that made Slack special, the culture, shared mission, and collaboration that fostered excellence within Slack. Key employees advanced within the company. How Slack YVR uniquely provided perspective and a focus on deeper work.
    00:00 Returning to Vancouver: a new beginning
    02:40 Settling back into Slack YVR
    04:25 The people of Slack: at the heart of the company
    07:37 Growth and expansion: Slack's global journey
    10:18 Balancing work and travel
    11:39 Building new programs and enjoying the work


    This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.slackstory.com

More Business podcasts

About A Slack Story Podcast

In 2013, I started as #9 on the Slack team. A Slack Story tells the best stories from the 7 years and 5 jobs that followed. The Podcast is those stories in audio form. Plus more to come. Subscribe by RSS with this link: https://api.substack.com/feed/podcast/3721181.rss www.slackstory.com
Podcast website

Listen to A Slack Story Podcast, Unhedged and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features
Social
v8.5.0 | © 2007-2026 radio.de GmbH
Generated: 2/13/2026 - 11:26:53 AM