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PODCAST

Code with Jason

On the Code with Jason podcast I discuss technical topics with interesting people. Guests include people from companies like GitHub, Google and Stripe.

technology

All Episodes

83:07

307 - Kody Kendall, Co-Founder and CEO of LlamaPress AI

Code with Jason ·

2026/01/25

In this episode I talk with Cody Kendall about building software for his dad's HVAC business, learning usability testing, pivoting from contractor software to AI-generated code, and why he built LlamaPress. LlamaPress AINonsense Monthly

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59:03

306 - Steve Pike, Co-Founder of Infield

Code with Jason ·

2026/01/23

In this episode I talk with Steve Pike, founder of Infield, about dependency management and automated Rails upgrades. We discuss the tradeoffs of taking on dependencies, authorization libraries like CanCanCan versus Pundit, open source maintainer obligations, and how AI is changing the upgrade automation landscape. InfieldOnce a MaintainerNonsense Monthly

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70:36

305 - Sean Schertell, CEO and Founder of Codepilot

Code with Jason ·

2026/01/15

In this episode I talk with Sean Schertell about his return to Rails after many years in JavaScript, the pain of node module hell, Kamal for deployment, and Sean's new startup ZiaMap for land surveyors. Links: CodepilotZiaMapNonsense Monthly

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80:28

304 - Abstraction and Consciousness with Christian Genco

Code with Jason ·

2026/01/14

In this episode I talk with Christian Jenko for round two. We explore abstraction as the most important idea in software, Michael Singer's philosophy on consciousness and thoughts, whether AI can become conscious, and how our mental abstractions shape what we see in reality. Links: Designing Object-Oriented Software by Rebecca Wirfs-BrockThe Surrender Experiment by Michael A. SingerThe Untethered Soul by Michael A. SingerLiving Untethered by Michael A. SingerI Am a Strange Loop by Douglas Hof...

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71:39

303 - Christian Genco, Founder of Fileinbox

Code with Jason ·

2026/01/13

In this episode I talk with Christian Genko, founder of Fileinbox. We discuss bootstrapping SaaS products, finding business ideas through openness rather than forcing, how LLMs have changed development workflows, TDD with Claude Code, and the enduring value of taste and abstractions in software. Links: FileinboxChristian Genco's personal websiteChristian Genco on XNonsense Monthly

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59:46

302 - Miles Woodroffe, CTO of Mindful Chef

Code with Jason ·

2026/01/12

In this episode I talk with Miles Woodroffe, CTO of Mindful Chef. We discuss his music career touring with The Specials and working with Bob Dylan and Ray Charles, how he transitioned into tech, building great teams, and finding people who enjoy working together. Links: mileswoodroffe.comMindful ChefNonsense Monthly

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85:24

300 - TDD and AI with Paul Hammond

Code with Jason ·

2026/01/02

In this episode I talk with Paul Hammond about TDD as a discoverable principle—something alien programmers would independently arrive at. We discuss my "specify, encode, fulfill" formulation, why programming needs theory instead of rules of thumb, and the business payoff of technical quality: Paul returned to a well-built project after 18 months and delivered months of planned work before Christmas. Links: ScenaristNonsense Monthly

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52:35

301 - Bekki Freeman, Staff Software Engineer at...

Code with Jason ·

2026/01/02

In this episode I talk with Becky Freeman, staff engineer at Caribou and co-organizer of Rocky Mountain Ruby, about legacy code, refactoring long-running applications, and the psychological skills required to get team buy-in for technical improvements. Links: Bekki Freeman on LinkedInRocky Mountain RubyCaribouNonsense Monthly

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78:05

294 - The Dubious Idea of Code Reuse with Dave Thomas

Code with Jason ·

2026/01/02

In this episode I talk with Dave Thomas about why code reuse is overrated, the economics of programming principles, and why we can't empirically test whether practices work—we have to scrutinize the arguments behind them. Dave also discusses his new book Simplicity and his "developer without portfolio" concept. Links: SimplicityNonsense Monthly

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68:22

296 - Software Design Principles with Andrea Laforgia

Code with Jason ·

2026/01/02

In this episode I talk with Andrea Laforgia about programming principles, why good code is code that's easy to change, and his motto: "write your code so it can be easily deleted." We discuss technical debt as an operating model, the fallacy of sacrificing quality for speed, and AI's impact on learning fundamentals. Links: Andrea Laforgia on LinkedInNonsense Monthly

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46:39

298 - AI-Assisted Rails Upgrades with Ernesto Tagwerker

Code with Jason ·

2026/01/02

In this episode I talk with Ernesto Tagwerker about using AI for Rails upgrades, AI as an unblocking tool rather than just a speeder-upper, and the dangers of AI-generated "speculative code" that adds liability without value. Links: FastRuby.ioOmbuLabs

en

67:10

297 - AI-Assisted Coding with Steven Diamante

Code with Jason ·

2026/01/02

In this episode I talk with Steven Diamante about coaching teams on XP practices and AI coding agents. We discuss why change is so hard (people have to want it), his success turning an underperforming team around through weekly learning hours, and how to use TDD with AI—including "predictive TDD" where you have the agent guess if tests will pass or fail. Links: Diamante Technical CoachingSteven Diamante on LinkedInNonsense Monthly

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56:37

299 - Eleni Konior, Senior Staff Software Engineer at...

Code with Jason ·

2026/01/02

In this episode I talk with Eleni Konior about her path from economics to graphic design to programming, and how creative skills benefit technical work. We discuss building customer-focused features, the importance of assuming the customer's role, and AI in products beyond chatbots—like proactively surfacing recommendations based on user behavior. Links: datgreekchick.comNonsense Monthly

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57:31

293 - Cory Zue, Solopreneur

Code with Jason ·

2026/01/02

In this episode I talk with Cory Zue about his solopreneur journey building SaaS Pegasus, a Django boilerplate product. We discuss AI's potential impact on the business of selling code, the financial anxiety that persists even when things are going well, and content marketing strategies for technical products. Links: coryzue.comSaaS PegasusNonsense Monthly

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65:18

295 - Freelancing and Consulting with Wale Olaleye

Code with Jason ·

2026/01/02

In this episode I talk with Wale Olaleye about finding consulting clients through referrals and word of mouth. We discuss the "hunting vs farming" analogy for marketing, simplifying your pitch, filtering clients with deposits, and how genuine community relationships lead to business over time. Links: railsfever.comWale Olaleye on LinkedInNonsense Monthly

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62:17

292 - Kendall Miller, CEO and Founder of Maybe Don't AI

Code with Jason ·

2026/01/01

In this episode I talk with Kendall Miller about MCP (Model Context Protocol) and why AI agents need third-party guardrails. His company Maybe Don't sits between AI agents and MCP servers to prevent disasters—because AI sometimes solves problems in creative and terrifying ways. Links: Maybe Don't, AIKendall Miller on LinkedInNonsense Monthly

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83:21

291 - Joel Drapper

Code with Jason ·

2026/01/01

In this episode I talk with Joel Drapper about defect-free development—not just automated testing, but the full spectrum: linting, static typing, database constraints, and especially runtime assertions. Joel's library Literal lets you define type expectations that blow up immediately when violated, catching bugs before they spread. Links: literal.funphlex.funjoel.drapper.meNonsense Monthly

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51:46

289 - Lio Lunesu, CTO at Defang

Code with Jason ·

2026/01/01

In this episode I talk with Lio Lunesu, CTO of Defang, about infrastructure as code, Docker, and Docker Compose. Defang compiles Docker Compose files into cloud infrastructure code. Links: DefangLio Lunesu on LinkedInSaturnCINonsense Monthly

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58:48

290 - Dead Man's Snitch with Chris Gaffney

Code with Jason ·

2026/01/01

In this episode I talk with Chris Gaffney about Dead Man's Snitch, a cron job monitoring service he's run full-time for six years after Collective Idea acquired it at a very early stage. We discuss the five-year path to profitability, SaaS being harder today, and dopaminergic personalities in tech. Links: Dead Man's SnitchNonsense Monthly

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69:18

288 - Ryan Frisch and Brendan Buckingham, Co-Hosts of...

Code with Jason ·

2026/01/01

In this episode I talk with Ryan Frisch and Brendan Buckingham from the Rails Business Podcast about whether info products are viable in the Rails community, how business ideas emerge from personal pain points rather than brainstorming, and I give an update on SaturnCI sales. Links: Rails Business PodcastLocableSaturnCINonsense Monthly

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311 results

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