
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.
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Episodes
- 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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
Working with the CEO: Close Enough to Influence, Independent Enough to Be Honest
Apr 12, 2026·36m - 52
Becoming a CTO
Apr 28, 2024·34m - 53
How I Get My Focused Work Done / The Known Unknowns
Apr 14, 2024·24m - 54
Own Your Calendar / Work Deliberately
Mar 31, 2024·27m - 55
The Personal Strategy Off-site
Mar 17, 2024·23m - 56
When, why, and how to stop coding as your day job
Mar 3, 2024·27m - 57
Taking a thoughtful approach to the job search process
Feb 18, 2024·27m - 58
The challenge of top-down change and the Microsoft layoffs
Feb 4, 2024·21m - 59
Fail Safe, Fail Smart... Succeed!
Jan 21, 2024·57m - 60
Introduction
Jan 8, 2024·8m