It Depends: Lessons in Technology Leadership

Kevin Goldsmith

60 episodes listed below

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In their own words

Kevin Goldsmith serializes the audiobook for his new book, ”It Depends: Writing on Technology Leadership 2012-2022.” Sharing extra details about each chapter and answering listener questions along the way.

Talks about

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Episodes

  1. 1

    Technical Debt Isn't the Enemy: A Strategic Framework for Engineering Leaders

    The host, a former CTO with 30+ years in tech, introduces an episode exploring why technical debt isn't inherently bad and presents a strategic framework for engineering leaders to manage it effectively.

    ·41m
  2. 2

    The Director to CTO Path: How to Follow It, or How to Mentor It

    This episode explores the non-linear career path from director to CTO, offering advice on how to pursue or mentor this transition by developing key skills and understanding the role's demands.

    ·41m
  3. 3

    Every Decision Creates a Policy

    This episode serializes the audiobook 'It Depends' with commentary from the author, a CTO with over 32 years of experience in technology leadership.

    ·31m
  4. 4

    Twenty Questions For Your One-on-Ones

    This episode discusses chapter 18 of the host's book, focusing on 20 practical questions to use in one-on-one meetings for technology leadership.

    ·23m
  5. 5

    Writing Useful Performance Reviews: Assembling the data

    This episode from the It Depends podcast serializes a chapter about writing useful performance reviews by assembling relevant data, hosted by technology leader Kevin Goldsmith.

    ·26m
  6. 6

    Writing Useful Performance Reviews: Evaluating the data and writing the review

    This episode serializes a chapter from the book 'It Depends', focusing on writing useful performance reviews by evaluating data and crafting effective feedback.

    ·35m
  7. 7

    Lessons From Creating The Spotify Technology Career Steps

    This episode shares lessons learned from creating Spotify's technology career steps, based on the host's book about technology leadership.

    ·45m
  8. 8

    Crafting a Technical Strategy

    This episode discusses the importance of developing and communicating a technical strategy for organizations, particularly as Q4 approaches and planning for the next year begins.

    ·30m
  9. 9

    Demystifying Board Meetings: A CTO's Perspective

    A CTO shares insights and demystifies board meetings based on 30+ years in tech, focusing on what happens in these meetings and why they matter for technology leaders.

    ·51m
  10. 10

    Making Technology Choices That Last

    The host discusses his experiences speaking at tech conferences like LeadDev and LeadingEng, highlighting the industry's focus on AI and the pressures executives face.

    ·42m
  11. 11

    Addressing the challenges of partially distributed engineering teams

    This episode shares insights from the host's book on technology leadership, focusing on challenges in partially distributed engineering teams based on his 30-year career experience.

    ·33m
  12. 12

    What do I look for when hiring an engineer?

    This episode explores key considerations for hiring engineers, drawing from the host's extensive experience as a CTO and technology leader in the software industry.

    ·34m
  13. 13

    Talking to Executives: That's Not a Derailment, That's the Meeting

    This episode discusses how to effectively communicate with executives and senior leaders, based on the host's personal experiences as an engineering leader.

    ·33m
  14. 14

    The Shift to Managing Managers

    This episode discusses the critical transition from managing individual teams to managing managers, sharing lessons from technology leadership experience.

    ·36m
  15. 15

    Success Makes You Dangerous: Why Comfortable Leaders Stop Growing

    This episode explores how self-reflection helps leaders avoid stagnation and continue growing, especially after achieving success.

    ·24m
  16. 16

    Succession for Scale

    This episode marks the final chapter of the host's book on technology leadership and transitions the podcast into new territory after 34 episodes.

    ·26m
  17. 17

    Changing Hiring Practices to Build a More Diverse Technology Organization

    This episode introduces a podcast that serializes a book on technology leadership, focusing on changing hiring practices to build a more diverse technology organization.

    ·36m
  18. 18

    Using Self-Selection to Create Journey Teams at Avvo

    This episode discusses using self-selection methods to create journey teams at Avvo as part of a technology leadership audiobook serialization.

    ·48m
  19. 19

    A Resignation Can Be an Opportunity

    This episode of the It Depends podcast introduces the host's book on technology leadership and hints at discussing how resignations can be opportunities, though the transcript cuts off before reaching the main topic.

    ·31m
  20. 20

    The Spotify model: how to create, dissolve, and remix teams to be more dynamic and more innovative

    This episode explores the Spotify model for creating, dissolving, and remixing teams to enhance dynamism and innovation in technology organizations.

    ·30m
  21. 21

    Writing Useful Performance Reviews: Delivering the Review

    This episode focuses on delivering effective performance reviews, drawing from the host's extensive experience in technology leadership.

    ·37m
  22. 22

    Creating a Vernacular With Your Engineering Team

    This episode introduces the podcast's format of serializing the host's book on technology leadership, focusing on creating effective communication within engineering teams.

    ·21m
  23. 23

    Writing Useful Performance Reviews: Making a Raise Recommendation

    This episode discusses writing performance reviews with a focus on making salary recommendations, based on a chapter from the host's book on technology leadership.

    ·39m
  24. 24

    Management and Systems Thinking

    This episode serializes a chapter from the host's book on technology leadership, discussing management and systems thinking in software engineering.

    ·31m
  25. 25

    Hiring Agile Coaches

    This episode introduces a podcast that serializes a book on technology leadership, focusing on hiring agile coaches as part of its content.

    ·35m
  26. 26

    Transcript of my speech from OPEX Week Summer 2018

    This episode introduces the podcast's format of serializing the audiobook 'It Depends' about technology leadership, recorded on the road with explanations about alternate newsletter content.

    ·24m
  27. 27

    Thoughts on emulating Spotify’s matrix organization in other companies

    This episode introduces a podcast that serializes the host's book on technology leadership, with a focus on discussing Spotify's matrix organization as a topic.

    ·44m
  28. 28

    Building a Management Training Curriculum at Avvo

    This episode discusses building a management training curriculum at Avvo while explaining the podcast's format of featuring book chapters and soliciting listener feedback.

    ·30m
  29. 29

    Building a technical career path at Spotify

    This episode serializes a chapter from the host's book on technology leadership, focusing on building a technical career path at Spotify.

    ·44m
  30. 30

    A diversity challenge: tech start-ups have a great opportunity

    This episode introduces chapter 30 of the audiobook serialization of 'It Depends, Writing on Technology Leadership 2012 to 2022', focusing on diversity challenges and opportunities in tech startups, while also promoting related content and a listener survey.

    ·21m
  31. 31

    Spotify Technology Career Steps

    The host discusses the podcast's progress, book sale, and future plans while promoting his book on technology leadership.

    ·51m
  32. 32

    The Right Amount of Process: Finding the Balance Between Chaos and Bureaucracy

    This episode explores how process develops in companies, distinguishing between beneficial and excessive process, particularly in growing tech organizations and leadership contexts.

    ·45m
  33. 33

    Answers That Depend: Tech Leadership Q&A Part 1

    This episode is the first Q&A session after completing a book on technology leadership, where the host answers audience questions and discusses future plans for the podcast.

    ·38m
  34. 34

    Answers that Depend: Tech Leadership Q & A pt 2

    This episode features a Q&A session where the host answers a listener's question about fostering learning in a backend development team with limited resources.

    ·43m
  35. 35

    ENCORE: The Myth of the Startup in a Large Company with Kevin Stewart

    This episode explores the myth of creating a startup within a large company, featuring insights from Kevin Stewart on technology leadership and corporate innovation.

    ·1h 7m
  36. 36

    The Myth of the Startup in a Large Company with Kevin Stewart

    This episode features a conversation between host Kevin Goldsmith and guest Kevin Stewart, exploring the challenges and myths of fostering startup-like innovation within large companies, based on insights from Goldsmith's book and their shared experiences at Adobe.

    ·1h 6m
  37. 37

    Answers That Depend: Tech Leadership Q&A Part 3

    This episode is a Q&A session on tech leadership, where the host plans to answer listener questions and previews a future meta episode about writing a book and creating podcasts.

    ·42m
  38. 38

    Why I Wrote a Book: A Meta Episode on Self-Publishing and DIY Business

    The host explains his motivations and process for writing and self-publishing a book on technology leadership, framing it as a DIY business venture.

    ·45m
  39. 39

    ENCORE: Fail Safe, Fail Smart... Succeed!

    This encore episode of the It Depends podcast features a host announcement about taking a summer break while promoting upcoming speaking engagements about technology leadership and company culture.

    ·59m
  40. 40

    ENCORE: Becoming a CTO

    This episode explores the journey and responsibilities of becoming a Chief Technology Officer, focusing on leadership development in the tech industry.

    ·36m
  41. 41

    ENCORE: Addressing the challenges of partially distributed engineering teams

    This episode explores the unique challenges and strategies for managing partially distributed engineering teams, drawing from the host's extensive experience in technology leadership roles.

    ·34m
  42. 42

    ENCORE: Building a technical career path at Spotify

    This episode explores building a technical career path at Spotify, featuring insights from a CTO with extensive experience in engineering leadership roles.

    ·46m
  43. 43

    How to Handle Career Gaps and What CTOs Actually Do All Day

    The host discusses personal experiences with career breaks, announces a new podcast format focusing on listener-submitted topics about technology leadership, and hints at more conversational content.

    ·47m
  44. 44

    Values → Culture → Everything: Why Company Culture Actually Matters

    The host revisits and expands on a 2013 keynote about building a strong engineering culture, discussing its importance for individuals, managers, and job seekers while updating his evolving perspectives.

    ·1h 4m
  45. 45

    The Hidden Architecture of Engineering: Practical Lessons in Organizational Design

    This episode explores Conway's Law and organizational design principles for engineering leaders, based on a listener suggestion and the host's experience with related talks.

    ·47m
  46. 46

    Every Organization Is a System. Are You Designing It or Just Living in It?

    This episode provides practical tools and methods for developing systems thinking skills in technology leadership, helping listeners move from intuitive understanding to explicit application.

    ·37m
  47. 47

    Leading What You've Never Done Before

    This episode discusses the challenges and lessons of leading technology teams in areas where you lack direct expertise, based on the host's 30-plus year career in tech leadership.

    ·35m
  48. 48

    Don't Let Your Boss Do Your Job

    This episode discusses the common leadership problem where bosses inadvertently undermine their team's credibility by stepping in to handle issues before their subordinates can take ownership, based on a mentoring conversation about moving into a director role.

    ·27m
  49. 49

    Protecting Your Team From Layoffs

    This episode discusses strategies for protecting teams from layoffs, based on the author's book on technology leadership.

    ·29m
  50. 50

    The P Word (Politics at work)

    This episode serializes the audiobook for Kevin Goldsmith's book 'It Depends,' focusing on the chapter 'The P Word' about politics at work.

    ·29m·2 clips
  51. 51

    Working with the CEO: Close Enough to Influence, Independent Enough to Be Honest

    Apr 12, 2026·36m
  52. 52

    Becoming a CTO

    Apr 28, 2024·34m
  53. 53

    How I Get My Focused Work Done / The Known Unknowns

    Apr 14, 2024·24m
  54. 54

    Own Your Calendar / Work Deliberately

    Mar 31, 2024·27m
  55. 55

    The Personal Strategy Off-site

    Mar 17, 2024·23m
  56. 56

    When, why, and how to stop coding as your day job

    Mar 3, 2024·27m
  57. 57

    Taking a thoughtful approach to the job search process

    Feb 18, 2024·27m
  58. 58

    The challenge of top-down change and the Microsoft layoffs

    Feb 4, 2024·21m
  59. 59

    Fail Safe, Fail Smart... Succeed!

    Jan 21, 2024·57m
  60. 60

    Introduction

    Jan 8, 2024·8m