Software Misadventures - podcast cover

Software Misadventures

Ronak Nathani, Guang Yangsoftwaremisadventures.com
A show about not just the technologies, but the people and stories behind them. In every episode, Ronak and Guang sit down with engineers, founders, and investors to chat about their paths, lessons they’ve learned and of course, the misadventures along the way.

Episodes

Podcast update and news!

Some reflections on running the podcast and Ronak has some eggciting news to share :) Music: Vlad Gluschenko — Forest License: Creative Commons Attribution 3.0 Unported: https://creativecommons.org/licenses/by/3.0/deed.en

Oct 08, 202414 minEp. 53

Uncrating the Oxide Rack | Bryan Cantrill, Steve Tuck (Oxide)

Oxide co-founders Bryan and Steve are back on the show to give an impromptu peek at the Oxide server rack and to chat about writing their own manufacturing software, overcoming false summits before shipping the first rack, the #1 reason startups fail and more. Don't miss the full-circle moment on their "meet cute" story from last time, shared at the end of the conversation :) Segments: (00:00:00) The Oxide rack uncrating experience (00:02:40) The office tour (00:04:03) Challenges of shipping and...

Sep 24, 20241 hr 27 minEp. 52

LLMs are like your weird, over-confident intern | Simon Willison (Datasette)

Known for co-creating Django and Datasette, as well as his thoughtful writing on LLMs, Simon Willison joins the show to chat about blogging as an accountability mechanism, how to build intuition with LLMs, building a startup with his partner on their honeymoon, and more. Segments: (00:00:00) The weird intern (00:01:50) The early days of LLMs (00:04:59) Blogging as an accountability mechanism (00:09:24) The low-pressure approach to blogging (00:11:47) GitHub issues as a system of records (00:16:1...

Sep 10, 20242 hr 56 minEp. 51

From "AI mid-life crisis" to the "time of my life" | Steve Yegge (Sourcegraph)

A Silicon Valley veteran and known for his writings like "The Death of the Junior Developer", Steve Yegge joins the show to chat about his "AI Midlife Crisis", the unique writing process he employs, and building the future of coding assistants. Segments: (00:00:00) The AI Midlife Crisis (00:04:53) The power of rants (00:09:55) “You gotta be able to make yourself laugh” (00:11:46) Steve's writing process (00:14:10) “I published them… and nothing happened for six months” (00:17:30) Key to persever...

Aug 27, 20241 hr 26 minEp. 50

Early Twitter's fail-whale wars | Dmitriy Ryaboy

A veteran of early Twitter's fail whale wars, Dmitriy joins the show to chat about the time when 70% of the Hadoop cluster got accidentally deleted, the financial reality of writing a book, and how to navigate acquisitions. Segments: (00:00:00) The Infamous Hadoop Outage (00:02:36) War Stories from Twitter's Early Days (00:04:47) The Fail Whale Era (00:06:48) The Hadoop Cluster Shutdown (00:12:20) “First Restore the Service Then Fix the Problem. Not the Other Way Around.” (00:14:10) War Rooms an...

Aug 13, 20241 hr 9 minEp. 49

Discovering the power of story-telling in engineering | Adam Gordon Bell (CoRecursive)

Known for hosting the CoRecursive podcast, which dives into the stories behind the code, Adam joins the show to chat about discovering that the great engineers he had looked up to are actually great communicators, his framework for building one of the best storytelling engineering podcasts, and the journey getting into DevRel. Chapters: (00:00:00) Highlights (00:04:23) The power of casual conversations (00:07:08) Taking the leap into podcasting (00:10:34) The hardest part of running a podcast (0...

Aug 06, 20241 hr 2 minEp. 48

Behind designing Kubernetes' APIs | Brian Grant (Google)

As the original architect and API design lead of Kubernetes, Brian joins the show to chat about why "APIs are forever", the keys to evangelizing impactful projects, and being an Uber Tech at Google, and more. Segments: (00:03:01) Internship with Mark Ewing (00:07:10) “Mark and Brian's Excellent Environment” manual (00:11:58) Poker on VT100 terminals (00:14:46) Grad school and research (00:17:23) The value of studying computer science (00:21:07) Intuition and learning (00:24:06) Reflecting on car...

Jul 30, 20242 hr 11 minEp. 47

Ditching the rules to build a team that lasts | Bryan Cantrill, Steve Tuck (Oxide)

From building a new kind of server to building a new kind of company, co-founders Bryan and Steve join the show to chat about their "meet cute" and the origin story of Oxide, their unconventional recruiting process, transparent and uniform salaries, and their solution to the "N+1 shithead problem". Segments: (00:03:03) Bryan and Steve's "meet cute" (00:05:56) "the sun does not shine on me" (00:12:19) the dagger that went into sun (00:21:23) culture of exonerating yourself vs solving customer pro...

Jul 23, 20242 hr 6 minEp. 46

Grokking Synthetic Biology | Dmitriy Ryaboy (Twitter, Ginkgo Bioworks)

From building a data platform and Parquet at Twitter to using AI to make biology easier to engineer at Ginkgo Bioworks, Dmitriy joins the show to chat about the early days of big data, the conversation that made him jump into SynBio, LLMs for proteins and more. Segments: (00:03:18) Data engineering roots (00:05:40) Early influences at Lawrence Berkeley Lab (00:09:46) Value of a "gentleman's education in computer science" (00:14:34) The end of junior software engineers (00:20:10) Deciding to go b...

Jul 16, 20241 hr 9 minEp. 45

Growing and selling an indie business | Michael Lynch (TinyPilot)

Having quit Google in 2018 to bootstrap indie software businesses, Michael is known for writing very transparently about the ups and downs of his journey. After recently selling his hardware business TinyPilot for $600K, Michael returns to the show to chat about the misconceptions about running an indie business, the hardest part of selling a company, and why “hardware is definitely out” for his next move 😂 Segments: (00:04:22) The complexity of selling a hardware business (00:08:49) Why "hardw...

Jul 09, 20242 hr 40 minEp. 44

Breaking distributed systems for fun and profit | Kyle Kingsbury (Jepsen)

Well-known for his insightful and meticulous write-ups on testing distributed systems, Kyle (aka Aphyr) joins the show to chat about the origins of Jepsen, how he built a business around testing distributed systems, his writing process, favorite databases, and more. Segments: (00:03:29) From Physics to Software Engineering (00:07:47) The origins of Jepsen (00:09:41) Turning Jepsen into a full-time venture (00:13:14) Jepsen's testing philosophy (00:16:30) The consulting journey (00:19:16) Structu...

Jul 02, 20241 hr 23 minEp. 43

The 3 traps of open source funding models | Wes McKinney (pandas, Voltron Data, Posit)

From creating one of the Python’s most influential libraries to co-founding Voltron Data, Wes joins the show to chat about why the book cover of the pandas book doesn’t feature a panda, open source pitfalls to avoid, the pros and cons of hiring engineers at a non-profit, and more. Segments: (00:02:50) Guang’s complaint about the pandas book cover (00:04:38) Quarto and Open Access Publishing (00:12:00) Convincing Wall Street to Open Source (00:15:31) Publishing the first python package over Chris...

Jun 25, 20241 hr 9 minEp. 42

Impact Driven Development | Matt Klein (Envoy, bitdrift)

From creating Envoy to co-founding bitdrift to reimagine mobile observability, Matt joins the show to chat about being told to simply “write some proxy in Python” in the early days of building Envoy, early influences from building “shrink wrap” software at Microsoft, the process of spinning bitdrift out of Lyft, and much more. Segments: (00:03:10) Being a plumber on LinkedIn (00:05:00) Early influences from building “shrink wrap” software at Microsoft (00:10:44) Getting diverse work experiences ...

Jun 18, 20241 hr 19 minEp. 41

Build the scary stuff | Bryan Cantrill (Oxide)

From being a distinguished engineer at Sun Microsystems to co-founding Oxide Computer Company to build a new kind of server, Bryan joins the show to chat about being told that he’s on a suicide mission when starting Oxide, the moment he felt “I’m actually living HBO Silicon Valley”, and lessons from Sun. And much more. Chapters: (00:02:24) The Origin of Bryan's Nom-de-Guerre: "Colonel of Data Corruption" (00:04:02) What Debugging Performance Issues at Twitter in the Early Days Revealed About Sil...

Jun 11, 20242 hr 20 minEp. 40

Lessons from the early days building Kafka and Confluent | Jay Kreps

From writing the first lines of Kafka over a Christmas break as a LinkedIn engineer to running a public company as the CEO of Confluent, Jay joins the show to chat about how he and his co-founders convinced investors to take a chance on their vision, what many engineers get wrong about communication, and why engineers can make great CEOs - even when coding is not in the job description. And much more. Segments: (00:01:16) The Shaved Head Bet (00:04:07) Fundraising (00:12:16) The Role of Technica...

Jun 04, 20241 hr 16 minEp. 39

Building 2 Iconic OSSs Back-to-Back | Maxime Beauchemin (Airflow, Preset)

If you’ve worked on data problems, you probably have heard of Airflow and Superset, two powerful tools that have cemented their place in the data ecosystem. Building successful open-source software is no easy feat, and even fewer engineers have done this back to back. In part 2 of the conversation, we talk about Max’s journey in open source. Segments: (00:03:27) “Project-Community Fit” in Open Source (00:08:31) Fostering Relationships in Open Source (00:10:58) Dealing with Trolls (00:13:40) Attr...

May 21, 202459 minEp. 38

Become a LLM-ready Engineer | Maxime Beauchemin (Airflow, Preset)

If you’ve worked on data problems, you probably have heard of Airflow and Superset, two powerful tools that have cemented their place in the data ecosystem. Building successful open-source software is no easy feat, and even fewer engineers have done this back to back. In Part 1 of this conversation, we chat about how to adapt to the LLM-age as engineers. Segments: (00:01:59) The Rise and Fall of the Data Engineer (00:11:13) The Importance of Executive Skill in the Era of AI (00:13:53) Developing...

May 14, 202441 minEp. 37

Life as a Distinguished Engineer | Joakim Recht (Uber)

Out of thousands of engineers at Uber, there’s only a handful of Distinguished Engineers and Joakim was one of them. In this conversation we chat about Why software engineering is a lot like a sausage factory. Considerations for leaving big tech for a startup. “How to beat the promo commitee”. How can one effectively shape engineering culture? “Mentoring two people on the same team is a waste”. Much More. Subscribe now Segments: [0:01:52] The “reverse sausage” architecture [0:07:36] How to get p...

Apr 30, 20241 hr 16 minEp. 36

Learning in public | Kelsey Hightower

We’re super excited to have Kelsey back on the show! Our last conversation was around his incredible career journey - from working at McDonald’s after school to starting his own computer store, to hacking on python infrastructure with the core developers, to meeting Satya Nadella for an interview. In part two of this conversation, we dive deep into Kelsey’s experiences learning in public and writing “Kubernetes: Up and Running”: The biggest barrier to getting started with learning in public and ...

Apr 16, 202457 minEp. 35

Engineer's guide to startup advising | Kelsey Hightower

We’re super excited to have Kelsey back on the show! Our last conversation was around his incredible career journey - from working at McDonald’s after school to starting his own computer store, to hacking on python infrastructure with the core developers, to meeting Satya Nadella for an interview. In part one of this conversation, we dive deep into Kelsey’s experiences and expertise as a startup advisor: How to break into advising when you don’t have a lot of connections How to influence without...

Apr 02, 202450 minEp. 34

The hard power of management and the soft power of senior ICs | Josh Wills

As a self-described “gainfully unemployed data person”, Josh Wills is an angel investor and has worked on and led data teams at Slack, Cloudera, WeaveGrid and Google. We discuss: How to get started with angel investing without a ton of $$ Attributes that define great engineering managers What’s it like transitioning from management back to IC Challenges in Climate Tech from a software perspective And more Segments: [0:01:35] Transitioning from management to individual contributor (IC). [0:10:19]...

Mar 19, 20241 hr 19 minEp. 33

From High School Suspension to US Chief Data Scientist | DJ Patil

Known for coining the term “Data Scientist”, DJ is a renowned technologist with a diverse background spanning academia, industry, and government. Having led product teams at companies like RelateIQ and LinkedIn, DJ was appointed by President Obama to be the first U.S. Chief Data Scientist where his efforts led to the establishment of nearly 40 Chief Data Officer roles across the Federal government, new health care programs as well as new criminal justice reforms. We discuss: “Dream in years, pla...

Mar 05, 20241 hr 5 minEp. 32

Building Diverse Engineering Teams | Erica Lockheimer

Erica is a former VP of Engineering at LinkedIn. Having almost dropped out of college, Erica’s journey in tech is a testament to her perseverance and dedication. In addition to leading engineering teams at LinkedIn, Erica founded WIT (Women In Tech) to empower women within the company as well as the broader tech community. We discuss: How to create incentives for diversity-building work. Building your personal “board of directors”. Balancing mentoring work vs sprint tickets. Structuring a commun...

Feb 20, 20241 hr 20 minEp. 31

Stories behind building HashiCorp | Mitchell Hashimoto

Mitchell co-founded HashiCorp in 2012 and created many important infrastructure tools, such as Terraform, Vagrant, Packer, and Consul. In addition to being a prolific engineer, Mitchell grew HashiCorp into a multi-billion-dollar public company. We discuss: How to structure large projects to avoid demotivation or burnout The "A.P.P.L.E" framework for diffusing tense situations and handling trolls How to decide what to work on Mitchell's unconventional transitions from CEO to CTO and then back to ...

Jan 30, 20241 hr 17 minEp. 30

Practical Guide to More Effective Mentorship | Dave O'Connor (Google, Twilio, Elastic)

After 17 years building SRE teams at Google and serving as the Site Lead for Engineering in Dublin, Dave joined Elastic as the Sr Director of Engineering and later VP of Engineering at Twilio. Following a recent career break, Dave now divides his time between coaching engineering leaders and consulting to help busy teams be more effective. In the heart of our conversation, Dave shares the frameworks and practical tips he's amassed for making the most of the mentorship experience. Segments: [00:0...

Jan 16, 20242 hr 50 minEp. 29

War stories from early days of engineering at LinkedIn | David Henke (LinkedIn, Yahoo)

At the personal request of Reid Hoffman to emerge from early retirement, David joined LinkedIn in 2009 during a period of rapid growth to help stabilize the chaos, cultivating a much-needed culture of “Site Up and Secure.” Before this, David served as SVP of Engineering and Operations at Yahoo!, overseeing their Search Marketing organization and the Production Operations infrastructure for the entire company. Throughout his career, David has held multiple leadership positions and is recognized a...

Jan 04, 202457 minEp. 28

Automating away your job as a Data Scientist | Melissa Runfeldt (Salesforce, CueIn)

Before joining CueIn last year as a Founding Data Scientist, Melissa was a Lead Data Scientist at Salesforce working on the Einstein Platform that focused on automating Data Science workflows. In this conversation we dive into Melissa’s unique journey, what to do in the face of increasing job automation and explore the latest developments in practical AI. Segments: [00:02:13] Melissa’s background in computational neuroscience [00:06:08] 7 years at Salesforce vs startup [00:11:31] Joining CueIn [...

Dec 12, 20231 hr 2 min

Open sourcing LinkedIn's Derived Data Platform | Felix GV (LinkedIn)

What's it like to open source an internal project at a big tech company like LinkedIn? When should a company open source a project and what are the benefits and challenges that come along with it? If you want to open source an internal project, how should you go about advocating for it? Félix is a Principal Staff Engineer at LinkedIn where he works on the data infrastructure team that builds Venice. Venice is a distributed derived data store which LinkedIn open sourced in the fall of 2022. He jo...

Nov 28, 20231 hr 1 minEp. 26

When enough was enough - practical and emotional drivers for leaving big tech to bootstrap Metacast | Arnab Deka & Ilya Bezdelev (AWS, Google)

Should engineers and product managers “stay in their lanes”? What big company habits should you keep vs unlearn when transitioning to working at a start-up? Could an ayahuasca retreat give you more clarity on your career goals? Ilya and Arnab join the show to share their journey quitting big tech to bootstrap a podcasting startup. Arnab and Ilya are the co-founders of Metacast. Before starting the company, Arnab was a Principal Engineer at AWS while Ilya was a Sr. Product Manager at Google and P...

Nov 07, 20231 hr 18 min

Pete Warden - On launching "AI in a Box" and building a hardware edge AI company - #24

What's "AI in a Box"? Pete Warden joins the show to share a new project he recently launched that encapulates Language Transcription/Translation and Question Answering capabilities into a wallet-sized board running locally without internet, as well as stories and learnings from building his new company, Useful Sensors, after 7 years of leading the tensorflow mobile project at Google. Pete is the CEO of Useful Sensors. After founding his own company Jetpac and selling it to Google in 2014, he bec...

Oct 23, 202343 min