As major tech companies retreat from their commitments to diversity, equity, and inclusion, startups can lead the way. In this episode, Kevin Goldsmith explores why diverse teams consistently build better products and create stronger, more effective workplaces. He reflects on personal experiences in leadership, shares insights on how startups can leverage the "law of small numbers" to make a meaningful impact, and explains why prioritizing diversity isn't just the right thing to do—it’s also sma...
Feb 02, 2025•21 min•Transcript available on Metacast In Episode 27 of It Depends: Lessons in Technology Leadership, Kevin Goldsmith explores the process of creating a management training curriculum at Avvo. Reflecting on his journey as a manager and lessons learned from his early days at Microsoft and Adobe, Kevin highlights the importance of intentional training for engineering managers. This episode delves into the innovative approach used at Avvo, including collaborative exercises to identify training priorities and designing tailored developme...
Jan 19, 2025•30 min•Transcript available on Metacast In this insightful episode of The It Depends Podcast, host Kevin Goldsmith, seasoned CTO and author, takes listeners behind the scenes of his first CTO role at Avvo, a legal tech company. Kevin shares his real-world experience in transforming the organizational structure by introducing journey teams—an innovative approach influenced by, but distinct from, Spotify’s model. He discusses the challenges of managing small teams, the necessity of fostering team autonomy while maintaining accountabilit...
Jan 05, 2025•48 min•Ep 27•Transcript available on Metacast In this episode of It Depends, host Kevin Goldsmith, a seasoned technology leader and CTO, explores the intricacies of Spotify's famed matrix organization model and its applicability to other companies. Drawing from his firsthand experiences at Spotify during its formative years, Kevin delves into the successes and challenges of implementing the Spotify model, addressing common misconceptions and the cultural nuances that influence its effectiveness. Kevin recounts how the model's flexibility an...
Dec 22, 2024•44 min•Ep 26•Transcript available on Metacast In this episode of It Depends, host Kevin Goldsmith dives into Chapter 26 of his book It Depends: Writing on Technology Leadership 2012–2022. Kevin shares his firsthand experiences with the Spotify model—a revolutionary approach to team organization designed to foster agility, innovation, and collaboration. Drawing on his years at Spotify, Kevin explains how the model allows teams to dynamically form, dissolve, and remix based on company needs. He also addresses some common misconceptions about ...
Dec 08, 2024•30 min•Ep 25•Transcript available on Metacast Kevin Goldsmith, Chief Technology Officer and author of It Depends: Writing on Technology Leadership (2012–2022), shares a unique chapter from his audiobook in this episode of It Depends. Recorded on the road in Chicago, Kevin reflects on his unexpected journey into the Operational Excellence (OpEx) community, a world rooted in Six Sigma and Lean methodologies. Kevin recounts his experiences speaking at OpEx conferences and collaborating with leaders in industries where quality is critical, such...
Nov 24, 2024•24 min•Ep 24•Transcript available on Metacast In this episode of The It Depends Podcast, host Kevin Goldsmith dives into the intricacies of hiring agile coaches—a role he discovered while working at Spotify and which has been transformative in his approach to building high-performing teams. Kevin shares personal stories of successes and challenges with agile coaches across different companies, reflecting on how this role can dramatically boost productivity and collaboration, although sometimes misunderstood. He also explores the current sta...
Nov 10, 2024•35 min•Ep 23•Transcript available on Metacast In this episode of It Depends host Kevin Goldsmith dives into the art of management through the lens of systems thinking. Using the metaphor of gardening, Kevin explores how leaders can “plant the seeds” for success by setting up the right environment, empowering teams, and stepping back to let growth happen organically. He shares practical insights on Kanban boards, the power of autonomy, and the challenges of fostering alignment across teams with different goals. Whether you're a seasoned lead...
Oct 27, 2024•31 min•Ep 22•Transcript available on Metacast In this episode of It Depends, Kevin Goldsmith wraps up his insightful series on crafting and delivering effective performance reviews. Drawing from his extensive experience as a CTO and tech leader, Kevin discusses the challenges and nuances of giving feedback, especially for senior leaders who might not receive regular performance reviews themselves. He shares practical strategies for self-evaluation and growth, including the importance of building a personal advisory board and seeking feedbac...
Oct 13, 2024•37 min•Ep 21•Transcript available on Metacast In this episode of the It Depends podcast, host Kevin Goldsmith, an experienced CTO and technology leader with over 30 years in the industry, dives into the intricacies of making raise recommendations as part of performance reviews. Drawing from his book "It Depends: Writings on Technology Leadership" and a talk he delivered at Lead Dev Berlin in 2019, Kevin unpacks the often misunderstood processes behind salary budgeting and recommendations. He shares insights on how companies allocate salary ...
Sep 29, 2024•39 min•Ep 20•Transcript available on Metacast In this insightful episode of The It Depends Podcast, host Kevin Goldsmith delves into a critical aspect of leadership: writing effective and fair performance reviews. Kevin, an experienced CTO and author of It Depends: Writing on Technology Leadership, shares lessons from his own career spanning over 30 years, including his time at Adobe, Spotify, and Microsoft. This episode, part of a four-part series on performance reviews, focuses on how to take the data you've gathered and craft meaningful,...
Sep 15, 2024•35 min•Ep 19•Transcript available on Metacast Join Kevin Goldsmith on the "It Depends" podcast as he explores the nuanced world of performance reviews in technology leadership. Drawing from his extensive experience and his book, Kevin offers actionable insights on making performance reviews more effective and less burdensome. This episode guides listeners through assembling relevant data and providing feedback that genuinely aids employee development. Tune in to transform how you approach performance reviews, making them a powerful tool for...
Sep 01, 2024•26 min•Ep 18•Transcript available on Metacast In this episode of the "It Depends" podcast, Kevin Goldsmith, a seasoned Chief Technology Officer, explores the importance of effective one-on-one meetings between managers and their direct reports. Drawing from his extensive experience, Kevin offers practical tips for making these meetings more productive and engaging, such as taking walks during the meetings or using tactile objects to encourage conversation. He emphasizes the need for consistency in holding one-on-ones, particularly in remote...
Aug 18, 2024•23 min•Ep 17•Transcript available on Metacast In this episode of the It Depends podcast, host Kevin Goldsmith delves into the complexities of managing partially distributed engineering teams. Kevin discusses the nuances of communication, collaboration, and culture in partially distributed teams, emphasizing the unique challenges that arise when some team members work remotely while others remain in the office. He highlights his experiences at companies like Adobe, Microsoft, and more, offering valuable lessons on effective management strate...
Aug 04, 2024•33 min•Ep 16•Transcript available on Metacast In this episode of the "It Depends" podcast, host Kevin Goldsmith, a seasoned CTO and tech executive, explores the valuable lessons that can be gleaned from employee resignations. Drawing from his extensive experience and insights from his book "It Depends: Writing on Technology Leadership 2012-2022," Kevin delves into how a resignation can actually present a unique opportunity for growth and improvement within a team. Kevin discusses the emotional and professional impacts of resignations, the p...
Jul 21, 2024•31 min•Ep 15•Transcript available on Metacast Welcome to the It Depends podcast with your host, Kevin Goldsmith! Kevin is a seasoned Chief Technology Officer with over 30 years of experience in software development, having worked in both colossal companies and budding startups. In each episode, Kevin delves deeper into the chapters, offering more context and behind-the-scenes stories. This week, Kevin revisits a chapter from 2013: What Do I Look for When Hiring an Engineer? Tune in as he discusses the evolution of hiring practices in the te...
Jul 07, 2024•34 min•Ep 14•Transcript available on Metacast In this episode of the "It Depends" podcast, host Kevin Goldsmith delves into the complexities of decision-making in management and its implications on organizational policy. Titled "Every Decision Creates a Policy," this chapter is particularly significant, highlighting common managerial pitfalls and their long-term effects on company culture and consistency. Kevin shares his extensive experience to illustrate how seemingly simple approvals can set precedents, inadvertently shaping future polic...
Jun 23, 2024•31 min•Ep 13•Transcript available on Metacast This chapter discusses what you can do as a manager to protect your team from layoffs: Ensure the team is aligned with company goals. Raising the visibility of the good work of the individuals on the team. Managing performance. All of these things will help when someone is trying to decide if anyone from your team should be laid off. This episode adds more information for individuals and talks about how managers are judged more by the work of their team and less by their own individual contribut...
Jun 09, 2024•29 min•Ep 12•Transcript available on Metacast Politics! The word has such a negative connotation when discussing work and corporate culture. Political tactics or maneuvers aren't inherently bad. It is the intent behind them that makes them so. You can leverage those same tactics for good instead of evil. In this episode, Kevin delves into 'The P Word' and discusses the good and bad sides of politics in the workplace based on his own experiences. Whether you're navigating corporate hallways or startup pathways, this one's packed with insight...
May 26, 2024•29 min•Ep 11•Transcript available on Metacast Teams create their own languages organically, which is essential to team bonding and belonging. Understand this and use it to improve how your team works together and to make it easier when onboarding new members. Links: The newsletter with the text of the chapter: https://kevingoldsmith.substack.com/p/building-a-vernacular-with-your-engineering "It Depends: Writing on Technology Leadership 2012-2022" https://itdependsbook.net It Depends newsletter: https://kevingoldsmith.substack.com Questions/...
May 12, 2024•21 min•Ep 10•Transcript available on Metacast If you are on the technology management track, the final role is Chief Technology Officer. Still, the path to the role is not obvious because the role itself differs greatly from company to company. The episode includes chapter 10 from "It Depends: Writing on Technology Leadership 2012-2022," "Becoming a CTO." This chapter discusses the common skills needed for the CTO in almost any company and how the role differs between early-stage and mid-stage companies. More information about the book is a...
Apr 28, 2024•34 min•Ep 9•Transcript available on Metacast Once again, two shorter chapters in this podcast from the book. How I get my focused work done: When you are a manager, constantly interrupted, how can you get focus time to devote to your projects? The Known Unknowns: Understanding the mastery curve. Links: Book/Podcast/Newsletter website: https://itdependsbook.net/ Questions/Comments/Suggestions contact@itdependsbook.net...
Apr 14, 2024•24 min•Ep 8•Transcript available on Metacast Two chapters from the book this week! Discussing a deliberate approach to managing your calendar and tracking how you actually are using your time, and then how to approach your work with thoughtfulness and decisiveness instead of just making decisions based on instinct. More information about the book: https://itdependsbook.net/ Ask a question or request a signed copy: contact@itdependsbook.net The newsletter: https://kevingoldsmith.substack.com/...
Mar 31, 2024•27 min•Ep 7•Transcript available on Metacast Taking a day, once, twice, or even four times a year to reflect on how things are going and think about where you want to go next is a valuable practice. This episode includes how to approach this practice and get value from it. This episode also includes Chapter 5 of the audiobook "It Depends: Writing on Technology Leadership 2012-2022" by Kevin Goldsmith. It Depends Book website: https://itdependsbook.net/ CTO Podcast link: https://pod.link/1356275803/episode/7a88eac00279eb4bd3172b9a59d21ab7 J...
Mar 17, 2024•23 min•Ep 6•Transcript available on Metacast One of the questions I most frequently get from engineering leaders or aspiring leads is "how much coding do you do?" or "How do you handle coding and managing?" One of the hardest things for me in my development journey was letting go of developing features on the products I worked on. This episode is all about that. I include Chapter 4 of the audiobook for It Depends: Writing on Technology Leadership 2012-2022, which is all about this step in your development as a more senior engineering leade...
Mar 03, 2024•27 min•Ep 5•Transcript available on Metacast Chapter 3 from It Depends: Writing on Technology Leadership 2012-2022 In this episode, we discuss my experience building an exercise to help me better understand what is important to me in a role or company and then how I used the results to help prepare for job interviews. I also discuss some of the mistakes people make when interviewing for roles in a downturn with how they present themselves in job interviews. If you're currently looking for a job, or thing you will in the future (we all will...
Feb 18, 2024•27 min•Ep 4•Transcript available on Metacast How can top-down culture change be effective? Looking at Microsoft and Yahoo as examples. Links: It Depends book: https://itdependsbook.net Questions/comments: contact@itdependsbook.net
Feb 04, 2024•21 min•Ep 3•Transcript available on Metacast We discuss how critical failure is to innovation and how to handle failure well. We talk about how software used to be written, Clippy and why it was bound to fail, how Spotify uses the Think It/Build It/Ship It/Tweak It framework to build fail-safe products, and more... links: Newsletter: kevingoldsmith.substack.com Book: itdependsbook.net Videos of the talk: kevingoldsmith.com/talks/fail-fast-fail-smart-succeed.html
Jan 21, 2024•57 min•Ep 2•Transcript available on Metacast Welcome to the podcast! This episode introduces the podcast and includes the introduction to the book "It Depends: Writing on Technology Leadership 2012-2022" by Kevin Goldsmith. Links: Book info https://itdependsbook.net/ Blog https://blog.kevingoldsmith.com/
Jan 08, 2024•8 min•Ep 1•Transcript available on Metacast 
