PodcastsBusinessA Slack Story Podcast

A Slack Story Podcast

James Sherrett
A Slack Story Podcast
Latest episode

54 episodes

  • 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
  • A Slack Story Podcast

    Meet the New, New, New, New Boss

    07/1/2026 | 18 mins.
    Discovering Executive Programs by Doing Executive Programs
    After years of team management, James Sherrett finds himself reporting directly to a new, new, new, new boss, Marnie, while no longer managing a team. This transition leads James to explore the world of Executive Programs and Executive Briefing Centres (EBCs), specialized facilities for hosting executives. James learns to adapt to his new role, focusing on building relationships within sales teams, speaking at various industry conferences, and running executive briefing sessions to advance Slack's business goals. Throughout the script, James highlights key strategies, such as thorough preparation for meetings and public speaking engagements, and emphasizes the importance of learning by doing, illustrating his journey from Dublin to various global cities to advance Slack's outreach and impact.
    00:05 New boss, new role: adjusting to changes
    02:02 Embracing the essentials and finding core responsibilities
    02:59 A tour through Executive Programs
    07:29 Public speaking and representing Slack
    09:49 The pickle of setting: work and location not aligning
    15:08 Learning by coing: leading EBCs in London
    17:50 Conclusion: returning to Vancouver


    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

    An Irish Goodbye

    31/12/2025 | 11 mins.
    Reflections on an Irish Adventure: Transitions and Changes at Slack
    James Sherrett shares his experience working at Slack and living in Ireland from 2015 to 2017, highlighting both personal and societal changes. He observes Ireland's transformation with the legalization of same-sex marriage and a movement to repeal the abortion ban. He shares his family's daily life while he worked at Slack Dublin, noting the company's growth and shift to a sales-focused culture. James reflects on his own career challenges, including hiring a career coach. He emphasizes the importance of people in both his professional and personal life, cherishing the connections made during his time in Ireland.
    00:00 Introduction: An Irish Goodbye
    00:19 Social changes in Ireland
    01:26 Reflections on religion and society
    02:48 Brexit and its impact on Ireland
    03:28 Personal and professional growth
    03:56 Slack Dublin: growth and transition
    05:27 It's the people
    08:43 Moving forward: new role and reflections


    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

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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
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