PODCAST · technology
Scaling Software Teams
by Casted
Scaling Software Teams is a weekly podcast to help software leaders navigate fast growth without losing the magic that made that growth possible. Every week, we bring you stories of trials, tribulations, and keys to success from high-growth engineering leaders all around the world. We will learn together about how to scale a world-class engineering organization through hard-won stories about hiring developers, structuring teams, scaling collaboration, and managing managers.
Episodes
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Achieving Gender Parity with Active Allyship with Denise Yu
Denise is a Senior Engineer at GitHub, a prolific speaker, as well as an author and illustrator. In this episode, we dive deep into the role that gender plays in inclusion. What solutions can narrow the gap between men and women on engineering teams? Listen in as Wes and Denise break it down.…
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Being Black in Tech with Kevin Stewart
Kevin Stewart is an engineering leader who has worked across multiple company stages such as Fastly, Heptio, Nodesource, and Adobe. Today, he is the VP of Engineering at Harvest. In this episode, we talk about the invisible burden that code-switching puts on underrepresented groups. How can we...
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Firing and Getting Fired with Zach Holman
Zach Holman was employee number 9 at Github. He was one of their earliest engineers, and he saw the team expand to over 250 employees. Years later, he was fired from his role and has since gone on to start his own companies and advise other startups. In this episode, we talk about a really hard...
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Developing Leaders on a Team with Jill Wetzler
How do you lead the leaders on your team? Today’s guest has been developing leaders for years, and she’s sharing her insights on this episode of Scaling Software Teams. Jill Wetzler is the Head of Engineering at Pilot. Before her current role, she scaled Lyft’s Infrastructure Engineering...
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One-on-Ones with Jason Evanish
How do you know if your one-on-ones are effective? In this episode, we’re diving deep into one-on-ones with our guest, Jason Evanish. Jason Evanish is the founder and CEO of GetLighthouse, a company that’s focused on helping develop great leaders by enabling better one-on-ones. Jason is…
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Cultivating a Highly Performant Remote Engineering Team with Jeremy Wight
These are challenging times, especially for engineering leaders. How do you “engineer” the trust in a distributed team that would occur normally in a localized workforce? Today’s guest is here to show you how. Jeremy Wight is the VP of Product and Engineering at Base. Base raised $2.6M in 2019 to...
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Becoming A Resilient Manager with Lara Hogan
A resilient manager is the foundation of every successful team. How do you become a more resilient manager? Today’s guest is here to show you how. Lara Hogan is the co-founder of Wherewithall, the former VP of Engineering at Kickstarter, and the former Engineering Director at Etsy. She’s also the...
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Wes Winham | Scaling Software: What to Expect in Season 2
Scaling Software Teams is back for Season 2! Last season we heard stories of triumph and failure from startup and scale-up leaders around the world. For Season 2, we want to do something different – we want to give you an engineering leadership survival guide so you can thrive in the midst of...
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Starting Up Your Second Office, With Brian Delahunty
Brian Delahunty is the Head of Reliability at Stripe, and was the Site Lead who helped them open and hire for their Seattle office. Throughout this process, he talked to leaders at over a dozen companies who led an HQ2 effort, and learned what worked and what didn’t. Today, he’s sharing those...
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Running Remote, with Liam Martin
Liam Martin is the CoFounder of staff.com and timedoctor.com. Combined, they have 40+ employees in 9 different countries and specialize in remote long term employee management. Liam also runs the Running Remote conference, which is the world’s largest remote conference specifically designed for...
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On Startups and Escape Rooms, with Gregory Koberger
Gregory Koberger is the founder of ReadMe, a company that helps dev teams create and manage documentation and monitor APIs. He founded ReadMe after working at several startups in Silicon Valley, including Mozilla, and finding himself writing documentation for all of them. In this episode, we talk...
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Launching a Coding School Without Writing a Single Line of Code, with Ariel Camus
Ariel Camus is the Founder and CEO at Microverse, a YC-backed distributed school for software engineers. They are available anywhere in the world, and they don’t charge students anything until they get hired. In this episode, we talk about why remote workers are so much better at documentation…
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The Three Questions To Ask Every New Manager, Part Two With Doug Gaff
This week, we bring you part two of our conversation with Doug Gaff. Doug is the VP of Engineering at Zapier, the software solution that helps your other software work together more effectively. As the leader of an organization with over 100 engineers, he has learned a lot about effective...
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How Zapier Scales Past 100 Engineers, Part One With Doug Gaff
Doug Gaff is the VP of Engineering at Zapier, the software solution that helps your other software work together more effectively. His team recently crossed the 100 engineer threshold and they’re currently going through some exciting transitions as an organization. Their current inflection point...
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Building a World-Class Onboarding Process For Your Software Engineering Team
This is the final week of our community questions series, and we saved the best for last. We're not talking about hiring...we're talking about what comes next. How can we build a world-class onboarding process that keeps our new teammates engaged from day number one? In this episode, we chat with...
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What Do The Best Technical Assessments Have In Common?
The most common questions we get are about technical assessments. It's an area of concern for a lot of engineering leaders. Some believe their technical assessment is costing them great-fit candidates. Others believe they're not getting good enough information from their technical screening...
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How Can I Speed Up My Hiring Process Without Sacrificing End Results?
There's a tension in hiring, especially with software developers. If I hire too slow, candidates withdraw. If I hire too fast, I may hire the wrong person. In this episode, we talk to engineering leaders who have threaded that needle to figure out what makes their process work. We'll discover the...
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Hunting Hidden Gems - Tricks to Find Great-fit Developers That Other Hiring Managers Miss
Some hiring managers are elite at finding diamonds in the rough. In this episode, we're going to learn why. This week, we talked to hiring managers across the country to learn what they do differently in their hiring process to find great-fit engineers that other leaders miss. We'll also find...
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Hiring Faster By Identifying Our Best-Performing Candidate Sources
On this week's episode, we're talking about hiring. More specifically, how do we find the candidate sources that are bringing us the best candidates? If our methodology is flawed here, it could bias our entire hiring process, leading to worse outcomes and more homogeneous teams. In this episode,...
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What Changes Our Engineering Team Should Expect After a Major Round of Funding
This week, we're talking about the scary side of a really exciting day...the day our startup raises a major round of funding. Unfortunately, more money can mean more problems. The act of raising Venture Capital looks less like receiving a cardboard check from Publisher's Clearing House and more...
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Answering Your Best Questions With Engineering Leaders Across The World
Usually, we feature interviews with engineering leaders who have experienced high-growth. For the next few weeks, we're changing things up a bit. Our team has talked to hundreds of engineering, HR, and recruiting leaders in the past year. As a result, we’ve heard a lot of the same questions over...
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Changing Your Hiring Process After a Big Round of Funding, with Ryan Carroll
Ryan Carroll is the VP of Engineering at Zylo, a SaaS company that helps you manage your SaaS spend. Last year, Zylo raised a $9M Series A round of funding, and they’ve been on a high-growth path ever since. Ryan has already hired 20 engineers to-date, and has plan of hiring ten more in the next...
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Building Companies That Are Both Good & Valuable, with David Odmark
David Odmark is the Co-Founder and CTO of Greenlight Guru, a quality management software platform designed for medical devices companies that has undergone a ton of growth in the past year. Today, David oversees an engineering team of about 20, and is planning on ramping up hiring in the year to...
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Are All Women Engineers Like You?, with Rukmini Reddy
Rukmini Reddy is the VP of Engineering at Abstract, a design management system that centralizes design decisions, feedback, Sketch files, and specs for your team. It’s kind of like Github for design. Abstract has raised over $50M in VC dollars since their founding in 2015. Today, Rukmini oversees...
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Using Checklists For Onboarding Success, with Radoslav Stankov
Radoslav Stankov is the Head of Engineering at Product Hunt. He actually took over the post from our last guest, Andreas Klinger, and Andreas wanted us to follow up with Rado to learn about some of the changes he’s made. In this episode, we dive into the impact that “single-player mode” has on...
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Hiring and Managing World-Class Remote Teams, with Andreas Klinger
Andreas Klinger is the Head of Remote at AngelList, the largest remote hiring job board in the world. After building multiple remote teams at companies like CoinList and Product Hunt, Andreas has become one of the preeminent voices in the remote work movement. In this episode, we discuss how...
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Achieving Operational Excellence Through Small Teams, with Melissa Leffler
Melissa Leffler is the VP of Engineering at Drift, a chat software and conversational marketing platform based out of Boston that has grown a ton over the past few years. In the past 5 years, they’ve raised $107M in funding. They have 75 developer on staff and are showing no signs of slowing down...
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Solving Your Elegant Puzzles, Part 2 with Will Larson
Will Larson is the author of my new favorite engineering management book, An Elegant Puzzle: Systems of Engineering Management, and this week, we’re answering listener questions about real-life situations with him. Will has been an engineering leader and software engineer at technology companies…
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An Elegant Puzzle, Part 1 with Will Larson
Will Larson is the author of my new favorite engineering management book, An Elegant Puzzle: Systems of Engineering Management. Will has been an engineering leader and software engineer at technology companies of many shapes and sizes including Digg, Uber, and Stripe. He currently leads…
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Why You May Want To Delegate Management, with Peter Cullen
Peter Cullen is the Product Architect at Dispatch, a software company that enables businesses to order a courier directly from the driver. Based out of Bloomington, Minnesota, they’re fresh off of a nearly $8M Series A and are looking to grow their engineering team substantially in the next year....
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We’re Not Google… And That’s a Good Thing, With Skyler Nesheim
Skyler Nesheim is the VP of Engineering at Dwolla, a fast-growth FinTech scale-up. They’ve raised over $50M in venture dollars to connect enterprises to the US banking system. The Dwolla team has built one of the most disruptive products in the enterprise FinTech space, all from Des Moines, Iowa....
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Being Thoughtful About The Algorithms In Our Lives, With Jake Miller
Jake Miller is the CTO and Co-Founder of MetaCX, an Indianapolis-based startup that raised a $14 Million dollar initial round to revolutionize the Customer Success industry. Before starting MetaCX, he was an engineering leader at ExactTarget and Salesforce. In this episode, we talk about why we...
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Hard Decisions on Fast-Growing Teams, With Ron Lancaster
Ron Lancaster is the CTO of Structural, a Minneapolis-based platform that allows clients to create an internal people network powered by both data science and people science. In this episode, we talk about making hard decisions as a leader, building a hiring plan that adapts as you grow, and…
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Getting Diversity and Inclusion Right, With Jason Wong
Jason Wong is an engineering leadership consultant who focuses on Diversity and Inclusion. His past lives include engineering roles with Yahoo! Sports, Etsy, and Blink Health. In this episode, we talk about the difference between diversity and inclusion, and why that difference is important. We...
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Why Remote Teams Don’t Always Work, With Kyle Gunderson
Kyle Gunderson is the President and CTO at Revel Health, a Minneapolis-based software company that uses advanced analytics and AI to create health action programs that improve the health of people on an individual-basis. He’s a tech veteran, with over 20 years of leadership experience and…
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Avoiding the All-Senior Trap, Part 2 With Charity Majors
Charity Majors is the CTO at Honeycomb, a startup that builds observability for distributed systems, and this week, we’re diving into part two of our conversation with her. Charity’s team is on a mission to make monitoring less cumbersome so that being on-call can suck less. In this episode, we...
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Hiring for Strengths, Not Lack of Weaknesses, Part 1 With Charity Majors
Charity Majors is the CTO at Honeycomb, a startup that builds observability for distributed systems. Occasionally, we have a conversation that’s so much fun, we need to break it into two episodes. This is one of those weeks. We recently sat down with Charity, and the result is one of the most...
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How Speed Shaped Lambda School, With Bob Lauer
Bob Lauer is the VP of Engineering at Lambda School. Lambda School has been in the news a ton for the way they’re revolutionizing the financial model of education. Today, we get to talk with one of the architects of this revolution. For those of you who aren’t familiar, Lambda School is a coding...
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Hiring and Mentoring Coding Bootcamp Grads, With John Harden
John Harden is the Principal Software Engineer at Kerauno. Kerauno is a workflow and communication software company that just raised a $25M Series A. When he’s not leading a high-growth development team, he’s mentoring for two coding academies, Eleven Fifty and Kenzie Academy. Hiring coding...
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Doing Better Work, With Max Yoder
Max Yoder is the founder and CEO of Lessonly, a team learning and training software company that raised a $8M Series B in late 2017. Max’s team is dedicated to helping people “Do Better Work,” which is where he got the title of his new book, Do Better Work: Finding Clarity, Camaraderie, and...
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Communicating Feedback to Your Team, With Miles Sterrett
Miles Sterrett is a Partner at Fretless, a custom software development shop that helps software companies level-up their software chops. Miles’ team specializes in coming into high-growth teams and acting as an interim software leader. He has worked with startup and scale-ups to help them…
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Getting the Technical Hiring Process Right
This week, we're doing something different. Instead of talking to one engineering leader about a broad range of topics, we talked with a collection of engineering leaders about one topic: How do you screen for technical talent? In this episode, we talk to: Jon Lavender, CTO at Dragos Adam…
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Announcement: Woven Acquires Headlight
Today’s a really exciting day for us. Our startup just acquired a New York City-based tech hiring platform called Headlight. We're sitting down with Wayne Gerard to talk about this transition. We wanted to know what they’ve learned while uncovering some of the best software engineers in New York...
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Using Rubrics For More Objective Hiring, With Christine Spang
Christine Spang is the Co-Founder and CTO of Nylas. Nylas’ API powers communications in software applications, taking data from 4.5 billion inboxes worldwide and connecting it directly to productivity, sales and marketing apps. Nylas has raised $30M in funding and has 20 engineers across 4 teams....
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Empowering Our Teams With The Right Tools, With Amjad Masad
Amjad Masad is the founder and CEO of Repl.it. Repl.it is a Y Combinator-backed online development environment that helps developers learn, build, collaborate, and host all in one place. They’re on a mission to make programming more accessible. In this episode, Amjad shared why he believes that...
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Explaining the “Why” Behind Your Features, with Mitch Stewart
Mitch Stewart is the co-founder of Guru, a software company based out of Pennsylvania that is working with companies like Shopify, Square, and Spotify to unify their team’s collective knowledge and empower them with information when they need it most. In this episode, we talk about some of the...
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Increasing Your Offer Acceptance Rate With Sandwiches, With Austin Broyles
Austin Broyles is the Director of Engineering at Primer, a Bay Area company using AI to parse and collate a large number of documents across several languages. In this episode, we talk about Austin’s experience transitioning into a management role at Google and how he is splitting leadership...
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Trying to Replace Yourself, With Eric Tobias
Eric Tobias is a Partner at High Alpha, a Venture studio that conceives, launches, and scales next-generation enterprise cloud companies. In this episode, we chat about how he parlayed an early love of basketball and bootlegged music into a passion for the internet, how he grew his first team at...
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Being a Tortoise in a Hare's World, With Ade Olonoh
Ade Olonoh is the founder of two companies with similar names and very different stories. Formstack is an online form builder that has witnessed slow, steady growth since its founding in 2006. In their first month, they had $75 in Monthly Recurring Revenue and today, they’re clocking in at seven...
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Treating Your Engineering Team Like Adults, Part 2 with Jacob Kaplan-Moss
Jacob Kaplan-Moss talks to us about managerial practices he believes in, as well as practices he’s sick of, in this week's part two of his interview. One central thesis: Our teams perform better when we treat them like adults. For those who missed part one, Jacob Kaplan-Moss is a veteran software...
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ABOUT THIS SHOW
Scaling Software Teams is a weekly podcast to help software leaders navigate fast growth without losing the magic that made that growth possible. Every week, we bring you stories of trials, tribulations, and keys to success from high-growth engineering leaders all around the world. We will learn together about how to scale a world-class engineering organization through hard-won stories about hiring developers, structuring teams, scaling collaboration, and managing managers.
HOSTED BY
Casted
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