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On the show
From 11 epsHost
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Recent episodes
Building the Backbone of AI Agents: Telemetry, Open Source, and the Future of Developer Infrastructure with Brian Douglas
Apr 30, 2026
29m 17s
The Power of Saying No: Growing by Narrowing Your Focus with Corey Quinn
Apr 16, 2026
28m 58s
Build vs Buy: The Hidden Costs of “Just Building It” with Ahmed Bebars
Apr 2, 2026
42m 55s
FinOps, AI, and the Cost of Cloud Chaos with J.R. Storment
Mar 19, 2026
47m 33s
Everything Is a Graph (Even Your Dad Jokes) with Roi Lipman
Mar 5, 2026
38m 53s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 4/30/26 | ![]() Building the Backbone of AI Agents: Telemetry, Open Source, and the Future of Developer Infrastructure with Brian Douglas✨ | AI agentsinfrastructure+4 | Brian Douglas | Paper ComputeOpen Sauced+2 | — | AI infrastructuretelemetry+5 | — | 29m 17s | |
| 4/16/26 | ![]() The Power of Saying No: Growing by Narrowing Your Focus with Corey Quinn✨ | specializationscaling service businesses+3 | — | LinkedIn | — | specializationservice agency+5 | Duckbill | 28m 58s | |
| 4/2/26 | ![]() Build vs Buy: The Hidden Costs of “Just Building It” with Ahmed Bebars✨ | cloud decisionsKubernetes complexity+3 | Ahmed Bebars | The New York Times | — | cloudKubernetes+7 | Duckbill | 42m 55s | |
| 3/19/26 | ![]() FinOps, AI, and the Cost of Cloud Chaos with J.R. Storment✨ | cloud economicsFinOps+5 | J.R. Storment | FinOps | — | cloud cost managementFinOps for AI+5 | duckbillhq.com | 47m 33s | |
| 3/5/26 | ![]() Everything Is a Graph (Even Your Dad Jokes) with Roi Lipman✨ | graph databasesdata management+3 | Roi Lipman | Falco DBRedis+1 | — | graph databasesFalco DB+6 | Duckbill | 38m 53s | |
| 2/19/26 | ![]() AI, Authenticity, and the Future of Podcasting with Chris Hill✨ | AI in mediapodcasting economics+4 | Chris Hill | Humble PodElevenLabs+1 | TennesseeBahamas+1 | AIpodcasting+7 | — | 27m 11s | |
| 2/12/26 | ![]() Coding Agents and the Inevitable AI Bubble with Eric Anderson✨ | AIcoding agents+4 | Eric Anderson | ScaleAWS+4 | — | coding agentsAI bubble+5 | Duckbill | 28m 54s | |
| 2/5/26 | ![]() Fixing Shadow AI and Surviving re:Invent with Chase Douglas✨ | AI securityShadow AI+4 | Chase Douglas | ArchodexAWS | — | AI securityShadow AI+5 | duckbillhq.com | 32m 43s | |
| 1/29/26 | ![]() Building Software While Keeping Humans in Charge✨ | AIsoftware development+3 | Alyss Noland | NvidiaAWS | — | AI startupsNvidia GPUs+3 | Duckbill | 30m 26s | |
| 1/27/26 | ![]() How Homebrew Became Mac's Package Manager with Mike McQuaid✨ | package managementsoftware installation+4 | Mike McQuaid | HomebrewTerraform | — | Homebrewpackage manager+5 | duckbillhq.com | 40m 44s | |
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| 1/22/26 | ![]() Is It Broken Everywhere or Just for Me with Omri Sass✨ | website monitoringcloud services+3 | Omri Sass | updog.aiDatadog+2 | — | website outagescloud provider issues+3 | — | 31m 07s | |
| 1/20/26 | ![]() Solving the 20-Year S3 File System Problem with Hunter Leath | Hunter Leath, CEO of Archil, spent 8 years building Amazon's EFS file storage system, learning exactly why making cloud storage act like a hard drive always fails. Old programs need hard drives, but cloud storage doesn't work like hard drives—a problem that's existed for 20 years.Now Hunter's building Archil, which puts super-fast storage between programs and S3 so they can finally work together. Your programs think they're talking to a regular disk while your data lives safely in the cloud.Hunter explains how they're doing what others couldn't, why it costs less than Amazon's own solutions, and why file systems suddenly matter again in the AI era.Show Highlights:(01:37) What Archil Does and Why It Exists(02:26) Why Mounting S3 as a File System Has Always Failed(03:07) What Building EFS Taught Hunter(06:55) Using Fast SSDs as a Cache Layer for S3(09:45) Attaching Archil to Your Existing S3 Buckets(15:08) Why Archil Costs Less Than EBS When You Do the Math(17:56) What Happens If Amazon Builds This Feature(19:20) Competing With EBS Performance on GP3 Volumes(21:43) Raising $6.7 Million Without an AI Pitch(23:46) What Customers Get Wrong About Archil(28:07) Accessing Data Stored in Glacier Deep Archive(29:24) The Plan to Get Into the Linux Kernel (30:51) Where to Find HunterAbout Hunter Leath: Hunter is the founder and CEO of Archil, which transforms S3 buckets into infinite, local file systems that provide instant access to massive data sets. Prior to Archill, Hunter spent the last ten years in the cloud storage industry, including 8 years building Amazon's Elastic File System product and one year on Netflix's core storage team.Links:Hunter Leath on LinkedIn: https://www.linkedin.com/in/hleath/Hunter Leath on X: https://x.com/jhleath/Archil’s Website: https://archil.comSponsored by: duckbillhq.com | 31m 43s | ||||||
| 1/15/26 | ![]() Building Systems That Work Even When Everything Breaks with Ben Hartshorne | When AWS has a major outage, what actually happens behind the scenes? Ben Hartshorne, a principal engineer at Honeycomb, joins Corey Quinn to discuss a recent AWS outage and how they kept customer data safe even when their systems couldn't fully work. Ben explains why building services that expect things to break is the only way to survive these outages. Ben also shares how Honeycomb used its own tools to cut their AWS Lambda costs in half by tracking five different things in a spreadsheet and making small changes to all of them.About Ben Hartshorne: Ben has spent much of his career setting up monitoring systems for startups and now is thrilled to help the industry see a better way. He is always eager to find the right graph to understand a service and will look for every excuse to include a whiteboard in the discussion.Show highlights: (02:41)Two Stories About Cost Optimization(04:20) Cutting Lambda Costs by 50%(08:01) Surviving the AWS Outage(09:20) Preserving Customer Data During the Outage(13:08) Should You Leave AWS After an Outage?(15:09) Multi-Region Costs 10x More(18:10) Vendor Dependencies(22:06) How LaunchDarkly's SDK Handles Outages(24:40) Rate Limiting Yourself(29:00) How Much Instrumentation Is Too Much?(34:28) Where to Find BenLinks: Linkedin: https://www.linkedin.com/in/benhartshorne/GitHub: https://github.com/maplebedSponsored by: duckbillhq.com | 36m 22s | ||||||
| 1/13/26 | ![]() Engineering Around Extreme S3 Scale with R. Tyler Croy | R. Tyler Croy, a principal engineer at Scribd, joins Corey Quinn to explain what happens when simple tasks cost $100,000. Checking if files are damaged? $100K. Using newer S3 tools? Way too expensive. Normal solutions don't work anymore. Tyler shares how with this much data, you can't just throw money at the problem, but rather you have to engineer your way out.About R. Tyler: R. Tyler Croy leads infrastructure architecture at Scribd and has been an open source developer for over 14 years. His work spans the FreeBSD, Python, Ruby, Puppet, Jenkins, and Delta Lake communities. Under his leadership, Scribd’s Infrastructure Engineering team built Delta Lake for Rust to support a wide variety of high performance data processing systems. That experience led to Tyler developing the next big iteration of storage architecture to power large-scale fulltext compute challenges facing the organization.Show Highlights:01:48 Scribd's 18-Year History04:00 One Document Becomes Billions of Files05:47 When Normal Physics Stop Working08:02 Why S3 Metadata Costs Too Much10:50 How AI Made Old Documents Valuable13:30 From 100 Billion to 100 Million Objects15:05 The Curse of Retail Pricing 19:17 How Data Scientists Create Growth21:18 De-Normalizing Data Problems25:29 Evolving Old Systems27:45 Billions Added Since Summer29:29 Underused S3 Features31:48 Where to Find TylerLinks: Scribd: https://tech.scribd.comMastodon: https://hacky.town/@rtylerGitHub: https://github.com/rtylerSponsored by: duckbillhq.com | 33m 39s | ||||||
| 1/8/26 | ![]() Avery Pennarun on Tailscale's Evolution: From Mesh VPN to AI Security Gateway | Corey Quinn sits down with Avery Pennarun, co-founder and CEO of Tailscale, for a deep dive into how the company is reinventing networking for the modern era. From finally making VPNs behave the way they should to tackling AI security with zero-click authentication, Avery shares candid insights on building infrastructure people actually love using, and love talking about.They get into everything: surviving 100% year-over-year growth, why running on two tailnets at once is pure chaos, and how Tailscale makes “secure by default” feel effortless. Plus, they dig into why FreeBSD firewalls needed some tough love, the uncomfortable truth behind POCs, and even the surprisingly useful trick of turning your Apple TV into an exit node.About Avery: Avery Pennarun is the co-founder and CEO of Tailscale, where he’s redefining secure networking with a simple, Zero Trust approach. A veteran software engineer with experience ranging from startups to Google, he’s known for turning complex systems into approachable, user-friendly tools. His contributions to projects like wvdial, bup, and sshuttle reflect his belief that great technology should be both powerful and easy to use. With a mix of technical depth and dry humor, Avery shares insights on modern networking, internet evolution, and the realities of scaling a startup.Highlights:(0:00) Introduction to Tailscale and Security(00:52) Sponsorship and Personal Experiences(02:07) Technical Deep Dive into Tail Scale(06:10) Challenges and Future of Tail Scale(22:45) Building the Tail Net's API(23:54) Connecting Cloud Providers with Tailscale(25:22) Tailscale as a Security Solution(26:44) Innovations and Future of TailscaleSponsored by: duckbillhq.com | 44m 19s | ||||||
| 1/6/26 | ![]() How Grokability Built a Profitable Open Source Business with Jeremy Price | Most open source companies do the same thing. They take investor money, lock their best features behind paywalls, sell the company, and disappoint everyone. Grokability did something different.Jeremy Price, VP of Technology at Grokability talks with Corey Quinn about how they built a business that makes enough money without chasing endless growth. From why they use simple technology to how they run thousands of separate installations for customers, Jeremy explains what happens when you care more about making a good product than explosive growth.Show Highlights: (00:51) Welcoming Jeremy Price from Grokability(03:34) How Snipe-IT Started With a Bet(05:30) Paying for Software Can Change Everything(07:40) When AWS Competes With Open Source(10:10) Boring Businesses Make Money(15:30) Balancing Hosting Needs and Product Quality(18:00) Pricing That Avoids Big Customer Problems(21:06) Better Than a Google Sheet(27:02) The Psychology of Buying(29:33) Where to Find Jeremy and GrokabilityLinks: https://jermops.com/about/https://www.linkedin.com/in/jeremygprice/https://snipeitapp.com/companySponsored by: duckbillhq.com | 30m 38s | ||||||
| 12/11/25 | ![]() The AI Productivity Gap with Keith Townsend | Corey Quinn reconnects with Keith Townsend, founder of The CTO Advisor, for a candid conversation about the massive gap between AI hype and enterprise reality. Keith shares why a biopharma company gave Microsoft Copilot a hard no, and why AI has genuinely 10x’d his personal productivity while Fortune 500 companies treat it like radioactive material. From building apps with Cursor to watching enterprises freeze in fear of being the next AI disaster in the news, Keith and Corey dig into why the tools transforming solo founders and small teams are dead on arrival in the enterprise, and what it'll actually take to bridge that gap.About Keith TownsendKeith Townsend is an enterprise technologist and founder of The Advisor Bench LLC, where he helps major IT vendors refine their go-to-market strategies through practitioner-driven insights from CIOs, CTOs, and enterprise architects. Known as “The CTO Advisor,” Keith blends deep expertise in IT infrastructure, AI, and cloud with a talent for translating complex technology into clear business strategy.With more than 20 years of experience, including roles as a systems engineer, enterprise architect, and PwC consultant, Keith has advised clients such as HPE, Google Cloud, Adobe, Intel, and AWS. His content series, 100 Days of AI and CloudEveryday.dev, provide practical, plainspoken guidance for IT leaders. A frequent speaker at VMware Explore, Interop, and Tech Field Day, Keith is a trusted voice on cloud and infrastructure transformation.Show Highlights(01:25) Life After the Futurum Group Acquisition(03:56) Building Apps You're Not Qualified to Build with Cursor(05:45)Creating an AI-Powered RSS Reader(09:01) Why AI is Great at Language But Not Intelligence(11:39) Are You Looking for Advice or Just Validation?(13:49) Why Startups Can Risk AI Disasters and AWS Can't(17:28) You Can't Outsource Responsibility(19:52) Business Users Are Scared of AI Too(23:00) LinkedIn's AI Writing Tool Misses the Point(26:42) Private AI is Starting to Look Appealing(29:00) Never Going Back to Pre-AI Development(34:27) AI for Jobs You'd Never Hire Someone to Do(39:09) Where to Find Keith and Closing ThoughtsLinksThe CTO Advisor: https://thectoadvisor.comSponsor: https://www.sumologic.com/solutions/dojo-aihttps://wiz.io/crying-out-cloud | 41m 23s | ||||||
| 12/4/25 | ![]() AI Agents, Enterprise Risk, and the Future of Recovery: Rubrik’s Vision with Dev Rishi | In this episode of Screaming in the Cloud, Corey Quinn sits down with Rubrik’s GM of AI, Dev Rishi, to unpack the real story behind enterprise AI adoption, the rise of agentic systems, and why most organizations are still stuck in read-only mode. Dev breaks down how Rubrik’s Agent Rewind brings safety, observability, and resilience to AI-driven actions, solving the “Oh no, the agent deleted production data” problem before it happens. From deep learning’s evolution to the massive gap between consumer AI enthusiasm and enterprise risk posture, this conversation is a candid, insightful look at the AI future Global 2000 companies are racing toward… or cautiously tiptoeing into.Show Highlights(00:25) Understanding Rubrik and Agent Rewind(00:50) Challenges in AI and Disaster Recovery(01:27) Guest Introduction: Dev Rishi from Rubrik(01:44) The Evolution of AI in Enterprises(02:33) Starting an AI Company: The Backstory(05:10) Generative AI and Its Impact(07:15) Enterprise AI Trends and Challenges(08:56) The Future of Agentic AI(18:03) AI in Customer Support(22:03) Rubrik's Acquisition and AI Strategy(29:30) Launching Rubrik Agent Cloud(31:26) Lessons from Starting a Machine Learning Company(35:25) Conclusion and Contact InformationSponsor:Rubrik: https://www.rubrik.com/sitc | 36m 26s | ||||||
| 11/13/25 | ![]() From Code to Cash: How André Arko Builds Better Tools and Gets Paid for Open Source | André Arko, CEO of Spinel Cooperative and longtime Bundler maintainer, joins Corey Quinn to introduce RV, a new Ruby tool that installs Ruby in one second instead of 10-40 minutes by using precompiled binaries. Inspired by Python's UV, RV aims to simplify Ruby dependency management without the complexity of older tools like RVM and rbenv. They talk about why Ruby isn't actually dead, Apple's problem with shipping a five-year-old end-of-life Ruby in macOS, and the challenges of writing dependency managers in the language they manage. André also shares how he transitioned from a struggling nonprofit model to a cooperative that charges companies for expertise, proving that open source maintainers can build sustainable businesses without relying on donations.Show Highlights:(03:50) Introducing RV(05:12) The RVM vs rbenv Wars and Why They All Break Bundler(09:00) Why Your Mac Still Shows Ruby 3.0.0 in Your Prompt(11:00) The Chef vs Puppet Philosophy Divide(16:30) Installing Ruby in One Second vs 40 Minutes(18:13) Apple’s Ancient System Ruby Problem(22:20) RV’s Incremental Approach (24:23) Is Ruby Dead? (28:44) Why RV Is Written in Rust, Not Ruby(31:10) The Bundler Problem(32:15) The Financial Reality(38:00) Spinel’s Plans to Make Money(39:23) How to Stay In Contact with AndréLinks:André Arko: https://arko.netBlue Sky: https://bsky.app/profile/indirect.ioSpinel Cooperative: https://spinel.coopSponsor: Rubrik: https://www.rubrik.com/sitc | 40m 42s | ||||||
| 10/30/25 | ![]() Cyber Resilience Beyond Prevention with Anneka Gupta | When attackers are smart enough to hit your backups, recovery becomes your best defense. Rubrik’s Chief Product Officer, Anneka Gupta, joins host Corey Quinn to break down what true cyber resilience looks like in today’s multi-cloud world. From AI-driven recovery to surviving ransomware with your data (and reputation) intact, this episode covers what it really takes to bounce back when everything goes sideways.Show Highlights(00:00) Introduction to Ransomware and Backups(00:25) Welcome to Screaming in the Cloud(00:32) Introducing Rubrik and Annika Gupta(01:26) What Does Rubrik Do?(02:18) Evolution of Backup and Recovery(03:37) Challenges in Cyber Recovery(05:33) Rubrik's Approach to Cyber Resilience(08:44) Importance of Cyber Recovery Simulations(09:40) Security vs. Operational Recovery(11:28) Assume Breach: A New Security Paradigm(14:29) Multi-Cloud Complexities and Security(27:45) Hybrid Cloud and Cyber Resilience(29:25) AI in Cyber Resilience(33:09) Conclusion and Contact InformationAbout Anneka GuptaAnneka Gupta is a senior executive leader with a proven track record of scaling successful B2B SaaS businesses from the ground up. She’s led across product, tech, go-to-market, and operations, always with a customer-first mindset. Known for turning complex challenges into big wins, Anneka brings energy, innovation, and real-world results to every team she leads.She’s been recognized as one of San Francisco Business Times’ Most Influential Women in Business and 40 Under 40, as well as a Rising Star by AdExchanger and Marketing EDGE. Oh, and AdAge once named her one of the Top 10 Digital Marketing Innovators.Linksrubrik.com/sitchttps://www.linkedin.com/in/annekagupta/Sponsor: Rubrik: https://www.rubrik.com/sitc | 34m 14s | ||||||
| 10/16/25 | ![]() Cloud Repatriation: Because Conspiracy Theories Are Cheaper with Deana Solis | Deana Solis, 2022 FinOps Foundation Evangelist of the Year, joins Corey Quinn to discuss her winding career path from electrical engineering to healthcare IT to FinOps. She shares why certifications are "largely performative," warns that AI can turn your AWS bill into "a telephone number," and explains why NAT Gateway costs hit everyone from hobbyists to enterprises. The episode covers cloud repatriation conspiracy theories, translating between engineering and finance teams, and why good FinOps work is really just getting humans in a room to talk.Show Highlights: (02:36) FinOps Foundation (03:15) FinOps as Marriage Counseling Between Engineering and Finance(06:00) Deana’s Journey From Electrical Engineering to FinOps(12:41) The Performative Nature of Certifications(16:22) AI as Both a Threat and Tool in FinOps(20:41) Why AI Is Flooding the Job Market with Noise(25:09) Why FinOps Is Never Boring Despite Sounding Like It(29:10) The NAT Gateway Problem(33:09) The Generational Divide in Cloud Platform Preferences(37:23) Stay In Contact With Deana SolisAbout Deana Solis: Deana Solis is a senior FinOps engineer with more than 20 years of infrastructure management experience. Recognized as the FinOps Evangelist of the Year by the FinOps Foundation in 2022, she has become a leading voice in driving cloud financial accountability and culture.Beyond her technical expertise, Deana is passionate about humanizing technology. She serves as a FinOps Foundation ambassador and mentor, using her voice to elevate Women in FinOps and underrepresented folks in technology.Her unique journey, from electrical engineering to liberal studies to FinOps, embodies both analytical rigor and emotional intelligence. Deana isn’t just shaping the way organizations think about cloud costs; she’s helping reshape the culture of technology itself.Sponsor: https://www.wiz.io/ | 40m 01s | ||||||
| 10/2/25 | ![]() Five Slot Machines at Once: Chris Weichel on the Future of Software Development | On this episode of Screaming in the Cloud, Corey welcomes back Chris Weichel, CTO of Ona (formerly Gitpod). Chris explains the rebrand and why Ona is building for a future where coding agents, not just humans, write software.They discuss what changes when agents spin up environments, why multi-agent workflows feel addictive, and how Ona is solving the scaling and safety challenges behind it.If you’re curious about the next wave of software engineering and how AI will reshape developer tools, this episode is for you.About Chris: Chris Weichel is the Chief Technology Officer at Ona (formerly Gitpod), where he leads the engineering team behind the company’s cloud-native development platform. With more than two decades of experience spanning software engineering and human–computer interaction, Chris brings a rare combination of technical depth and user-centered perspective to the systems he helps design and build.He is passionate about creating technology that empowers people and tackling complex engineering challenges. His expertise in cloud-native architecture, programming, and digital fabrication has earned him multiple publications, patents, and industry awards. Chris is continually exploring new opportunities to apply his broad skill set and enthusiasm for building transformative technology in both commercial and research settings.Show Highlights(00:00) Introduction to Modern Software Interfaces(00:55) Welcome to Screaming in the Cloud(01:02) Introducing Chris Weichel and Ona(02:23) The Evolution from Git Pod to Ona(03:26) Challenges and Insights on Company Renaming(05:16) The Changing Landscape of Software Engineering(05:54) The Role of AI in Code Generation(12:04) The Importance of Development Environments(15:44) The Future of Software Development with Ona(21:31) Practical Applications and Challenges of AI Agents(30:01) The Economics of AI in Software Development(38:11) The Future Vision for Ona(39:41) Conclusion and Contact InformationLinks: Christian Weichel LinkedIn: https://www.linkedin.com/in/christian-weichel-740b4224/?originalSubdomain=deOna: https://ona.com/https://csweichel.de/Sponsor: Ona: https://ona.com/ | 40m 52s | ||||||
| 9/18/25 | ![]() From Aurora to PlanetScale: Intercom’s Database Evolution with Brian Scanlan | Brian Scanlan, Senior Principal Engineer at Intercom, the company building Fin.ai, joins Corey Quinn on Screaming in the Cloud to discuss Intercom’s move from AWS Aurora to PlanetScale’s managed Vitess after years of scaling challenges with their Ruby on Rails monolith. He explains how 13 Aurora clusters created operational pain and why PlanetScale’s white-glove, partnership-driven model won out over Amazon’s building-block approach.The discussion also covers Intercom’s volunteer-based on-call system, their pivot to AI agents after ChatGPT’s launch, concerns about the shrinking pipeline of systems engineers, and how companies like PlanetScale and Snowflake are outpacing AWS by delivering superior user experiences.About Brian: Brian is an engineer based in Intercom’s Dublin office. He fixes problems, builds things, and grows people. Show Highlights(01:34) The Digital Clippy Rant(2:16) The Good Chatbot vs. Bad Chatbot (03:51) The AI Chatbot Revolution (04:33) Unexpected Consequences of Good Chatbots (05:42) AI Support vs. Human Support (05:59) The Alexa Problem and Feature Discoverability (19:03) Amazon's Struggles Moving Up the Stack (26:55) The Unix Networking Society Origins (34:43) The Global On-Call Challenge(42:09) LinkedIn: The World's Largest Porn Site LinksIntercom: intercom.comBrian on LinkedIn: https://www.linkedin.com/in/scanlanb/Brian on Bluesky: https://bsky.app/profile/bscanlan.bsky.socialSponsor Wiz - Listen to Crying Out Cloud: wiz.io/crying-out-cloud | 43m 33s | ||||||
| 9/4/25 | ![]() Conversations at the Intersection of AI and Code with Harjot Gill | AI is rewriting the rules of code review and CodeRabbit is leading the charge. In this featured episode of Screaming in the Cloud, Harjot Gill shares with Corey Quinn how his team built the most-installed AI app on GitHub and GitLab, nailed positive unit economics, and turned code review into a powerful guardrail for the AI era.Show Highlights(0:00) Entrepreneurial Journey and Code Rabbit's Origin (3:06) The Broken Nature of Code Reviews (5:47) Developer Feedback and the Future of Code Review (9:50) AI-Generated Code and the Code Review Burden (11:46) Traditional Tools vs. AI in Code Review (13:41) Keeping Up with State-of-the-Art Models (16:16) Cloud Architecture and Google Cloud Run(18:21) Context Engineering for Large Codebases (20:52) Taming LLMs and Balancing Feedback (22:30) Business Model and Open Source Strategy About Harjot Gill Harjot is the CEO of CodeRabbit, a leading AI-first developer tools company. LinksHarjot on LinkedIn: https://www.linkedin.com/in/harjotsgill/SponsorCodeRabbit: https://coderabbit.link/corey | 33m 41s | ||||||
| 8/21/25 | ![]() The Transformation Trap: Why Software Modernization Is Harder Than It Looks | In this episode of Screaming in the Cloud, Corey Quinn talks with Jonathan Schneider, CEO of Moderne and author on Java microservices and automated code remediation. They explore why upgrading legacy systems is so hard, Schneider’s journey from Netflix to building large-scale code transformation tools like OpenRewrite, and how major companies like Amazon, IBM, and Microsoft use it.They also discuss AI in software development, cutting through the hype to show where it genuinely helps, and the human and technical challenges of modernization. The conversation offers a practical look at how AI and automation can boost productivity without replacing the need for expert oversight.Show Highlights(2:07) Book Writing and the Pain of Documentation(4:03) Why Software Modernization Is So Hard(6:53) Automating Software Modernization at Netflix(8:07) Culture and Modernization: Netflix vs. Google vs. JP Morgan(10:40) Social Engineering Problems in Software Modernization(13:20) The Geometric Explosion of Software Complexity(17:57) The Foundation for LLMs in Software Modernization(21:16) AI Coding Assistants: Confidence, Fallibility, and Collaboration(22:37) The Python 2 to 3 Migration: Lessons for Modernization(27:56) The Human Element: Responsibility, Skepticism, and the Future of WorkLinksCrying Out Cloud Podcast & Newsletter: https://www.wiz.io/crying-out-cloudModern (Jonathan Schneider's company): https://modern.aiLinkedIn (Jonathan Schneider): https://www.linkedin.com/in/jonathanschneider/ | 33m 26s | ||||||
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