Episodes

  • How Our Dev Team Actually Ships With AI in Early 2026
    Feb 19 2026

    How does a dev agency actually use AI to ship production software? In this episode of Even-Keeled, the Headway development team pulls back the curtain on their real AI workflows, the tools they're using daily, and why experienced developers are writing the best code of their careers right now.

    Jon Kinney (CTO), Tim Gremore, and Dan Diemer talk through how they're helping clients leverage AI, what happens when vibe-coded apps need to go to production, and why convention over configuration gives frameworks like Ruby on Rails and Elixir a serious edge in the age of agentic development.

    SEGMENTS

    00:00 - How we help clients leverage AI

    03:30 - First AI deployment: a baseball coaching app 4:00 - Frontier models and secure data access

    05:09 - Design systems and agentic workflows

    06:00 - Figma MCP and filling the tooling gaps

    10:02 - Why AI gives different answers every time

    11:27 - What actually needs generative AI vs. traditional automation

    13:01 - Software spikes and controlling the slop factor

    16:01 - Why experienced devs are writing better code with AI

    17:23 - Convention over configuration as an AI advantage

    20:00 - Making vibe-coded apps production-ready

    25:23 - How clean code feeds the AI feedback loop

    27:10 - Dev tooling: Claude Code, TideWave, Beads, Pencil.dev

    30:08 - Figma to code and design system challenges

    32:40 - Claude Max plans, token limits, and pricing

    38:00 - Building your AI cyberdeck

    42:50 - "Code is cheap" and why taste matters now

    45:30 - How AI is changing project estimation

    TOPICS COVERED
    • How a product agency uses AI on real client projects
    • Why LLMs are non-deterministic and what that means for enterprise software
    • Claude Code, TideWave, Beads, Pencil.dev, and Open Code compared
    • Figma MCP and design system integration with agentic workflows
    • Ruby on Rails and Elixir as AI-friendly frameworks
    • Making vibe-coded apps enterprise-grade
    • Context windows, token efficiency, and the slop factor
    • How AI changes software estimation and project scoping

    ### ABOUT EVEN-KEELED

    Even-Keeled is a podcast about the craft of creating software and effective development teams, hosted by the development leadership at Headway. New episodes monthly.

    ### ABOUT HEADWAY

    Headway is a digital product agency building web and mobile apps for companies from startups to enterprise. Venture builders, not vendors.

    🌐 Headway Website: [https://www.headway.io](https://www.headway.io)

    📞 Book a Free Consultation: [https://www.headway.io/free-consultation](https://www.headway.io/free-consultation)

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    50 mins
  • 07: System Architecture and Conway's Law
    May 20 2024

    Dive into the intricate world of system architecture, focusing on Conway's Law and its impact on software development. Learn how organizational communication structures can shape the architecture of systems. The Headway team discusses the balance between creating independent teams for faster development and the potential pitfalls of unnecessary silos, especially for startups and smaller teams.

    Listen to debates on the merits of microservices versus monolithic applications, with insights into how modern technologies like Elixir's flame pattern and serverless solutions like AWS Lambda can offer scalable and efficient solutions. They also discuss hosted environments, from on-premises setups to cloud-native solutions, and how new patterns and technologies make it easier for developers to build robust applications without deep DevOps expertise. This episode provides valuable perspectives and innovative approaches to system design and scalability. Tune in for a thought-provoking discussion that bridges theory and practical application in software architecture.

    Discussion:

    01:34 Diving into System Architecture and Deployment Evolution

    02:20 Exploring Conway's Law in Software Development

    04:04 The Challenges of Team Communication and Project Management

    06:45 Efficiency in Small Teams: The Power of Three

    09:04 Navigating Full Stack Development and Conway's Law

    17:14 Innovative Approaches to Hosted Infrastructure Technology

    27:32 Concluding Thoughts on Conway's Law and the Future of Software Development

    Resources Mentioned:

    Conway's Law and The Mythical Man-Month

    • Conway's Law - Wikipedia
    • The Mythical Man-Month by Frederick P. Brooks Jr.

    Elixir and the Flame Pattern

    • Elixir Language
    • Chris McCord’s Flame Pattern Presentation at ElixirConf EU
    • Flame Pattern Library
    • Fly.io Platform

    Serverless and Hosted Environments

    • AWS Lambda
    • Supabase
    • Netlify
    • Vercel

    Full-Stack Development and LiveView

    • LiveView for Elixir
    • Hotwire by Basecamp
    • React Server Components

    Related Articles and Blog Posts

    • Jason Fried’s Tweet on Team Size at 37signals
    • Fly.io Blog on the Flame Pattern in JavaScript

    Books and Frameworks

    • Shape Up by Basecamp
    • Ruby on Rails Framework

    Even-Keeled is a podcast by Headway, a digital product agency.
    https://www.headway.io/

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    31 mins
  • 06: Design Systems in Action: Collaboration Between Designers and Developers
    May 16 2024

    The Headway development team dives into the power of design systems and seamless designer-developer collaboration.

    Learn about implementing design systems in various environments, automated design-to-code processes, and the crucial role of detailed design documentation.

    Find out how tools like Tailwind and Storybook can enhance or complicate development. The team doesn't shy away from discussing the real-world implications of maintaining design systems and the delicate balance of collaboration required between designers and developers.

    Discover how tools like Figma, Tailwind CSS, and Storybook can improve your workflow and consistency and reduce errors. Tune in for engaging debates and actionable tips on optimizing your design and development process. Whether you're a seasoned developer or just starting, this episode offers valuable takeaways you won't want to miss.

    00:00 Introduction

    01:50 Defining Design Systems and Their Importance

    03:22 The Role of Figma in Design Systems

    07:51 Tailwind CSS and Its Impact on Design Systems

    10:28 Exploring Storybook and Its Alternatives

    17:32 Design Systems in Mobile Development

    22:04 Collaboration Between Designers and Developers

    33:02 The QA Process and Design Review

    34:48 Balancing Design Review with Development Cycles

    37:52 Upcoming Conference Talk on Design Systems

    YouTube Content on Design Systems:

    • Headway YouTube Channel
    • Design System Course for Figma

    Tools and Libraries:

    • Elixir Live Storybook: Elixir Live Storybook
    • MediCode Application: MediCode AI/ML Product
    • View Component (GitHub): View Component
    • Lookbook (Storybook for View Components): Lookbook

    Chromatic:

    • Chromatic: Chromatic Visual Testing Tool

    Tailwind:

    • Tailwind CSS: Tailwind CSS

    Figma and Design Systems:

    • Figma: Figma Design Tool
    • Headway Design Systems Course: Headway Design Systems Course
    • Shipwright Design System by Headway: Shipwright Design System

    Even-Keeled is a podcast by Headway, a digital product agency.

    https://www.headway.io/

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    40 mins
  • 05: AI and Machine Learning for Software Development in 2024
    Mar 12 2024

    Exploring AI in Development: Tools, Privacy, and Local Hosting Insights

    The Headway development team dives into various aspects of artificial intelligence (AI) and machine learning (ML) in development. Discussion topics range from using AI tools such as ChatGPT in browsers and code editors (including VS Code and Vim), to addressing privacy and security concerns surrounding AI. They explore options for running large language models (LLMs) locally to mitigate privacy issues and highlight Headway's internal developments in the AI space. The conversation also touches on consumer-facing AI tools, troubleshooting development issues with AI assistance, and the potential of hosting AI models locally for development purposes, showcasing Elixir's potency in the ML ecosystem through projects like Medicode and tools such as Live Book.

    01:13 Exploring AI Tools and ChatGPT Experiences

    08:27 AI in Code Editors: Enhancing Developer Productivity

    23:13 The Future of AI in Troubleshooting and Development

    33:10 Local Hosting of LLMs and Elixir's Role in AI

    41:41 Wrapping Up: AI Innovations and Future Directions

    Even-Keeled is a podcast by Headway, a digital product agency.

    https://www.headway.io/

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    44 mins
  • 2024 Reboot: What's Going on Lately with the Headway Development Team
    Feb 22 2024

    We're back! Join the Headway development leadership team for a chat about RailsConf, Vim and VS Code, PWAs, Turbo Native, Rails 8, Elixir, React, and more.

    We discuss recent steps Apple has taken constraining the capabilities of Progressive Web Applications (PWAs) in the European Union. The team also explores TurboNative, a tech solution that blends native and web apps, and Supabase, an open-source Firebase competitor built on Postgres. The resurgence in popularity of the Ruby on Rails framework is also discussed. The episode suggests that while JavaScript libraries like React continue to dominate, full-stack solutions offered by platforms like Rails are experiencing a revival, particularly for start-ups.

    00:00 Introductions and Discussion on Technology Trends and Workflows

    00:54 Exploring the World of Programming with Core Technologies

    01:21 RailsConf and the Journey of Submitting a Talk

    02:33 The Vim vs VS Code Debate

    08:23 Exploring Other Editors and the Power of Vim

    13:26 Apple's Decisions on PWAs and its Impact

    19:15 Introduction to Turbo Native

    19:51 Turbo Native vs Other Systems

    20:54 Turbo Native's Unique Features

    22:09 Turbo Native for iOS and Android

    22:34 Benefits of Turbo Native for Clients

    24:55 The Evolution of React and Rails

    25:51 The Resurgence of Rails

    26:51 The Future of React and Rails

    27:33 The Flexibility of React

    36:14 The Use of Supabase in Projects

    38:56 The Challenges and Rewards of Consulting

    39:51 Preview of Next Discussion: AI, ML, and Cloud Native

    Hear from Jon Kinney, Partner & CTO, Tim Gremore, Development Lead, Dan Diemer, Mobile Lead, and Chris Held, Development Lead.

    Even-Keeled is a podcast by Headway, a digital product agency.

    https://www.headway.io/

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    41 mins
  • 03: Static Sites with Gatsby (ft. Jacob Hebert & Matt McGee of Headway)
    Jan 4 2021

    In this episode, Jon chats with Jacob Hebert and Matt Mcgee from the Headway development team about creating static sites with Gatsby. They dive into their experience with Gatsby on client projects and solutions they’ve found most helpful for CMS integration, styling, SEO, and more.

    Even-Keeled is a podcast by Headway, a digital product agency.

    https://www.headway.io/

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    38 mins
  • 02: Team Retrospectives (ft. Andrew Stuntz of Headway)
    Aug 3 2020

    Team retrospectives are a great way to understand what your team can improve on after completing a project. In this episode, Jon chats with Andrew Stuntz, Senior Developer at Headway, about specific ways you can make your team's retrospectives more impactful. That way you can get the most out of your meetings, prevent your team from talking in circles, and do better work together.

    Even-Keeled is a podcast by Headway, a digital product agency.
    https://www.headway.io/

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    45 mins
  • 01: The Art of Storytelling in Product Development
    Feb 1 2020

    In this episode, we discuss storytelling through pull requests and git commit messages and dig into how to effectively use git rebase to craft the story of your code.

    Even-Keeled is a podcast by Headway, a digital product agency.
    https://www.headway.io/

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    22 mins