Side Project Spotlight

Philly CocoaHeads

Side Project Spotlight is a podcast for app builders, documenting the process of producing real apps for the Apple App Store using Swift, SwiftUI, and other technologies.

  1. قبل ٤ أيام

    #105: How Alex Hillman Built an AI Assistant with Claude Code

    In this episode, Alex Hillman, co-founder of Philadelphia's legendary coworking space Indy Hall, takes us through his journey building a sophisticated AI executive assistant using Claude Code. What started as a simple terminal experiment in October 2025 has evolved into a full production system that autonomously manages network diagnostics, email workflows, relationship tracking, and newsletter automation. Alex shares the technical architecture, real-world stories of AI-powered problem solving, cost insights, and his thoughtful approach to building trust with AI while maintaining strong ethical guardrails. ## Chapters - 00:00 Coming Up... - 02:01 Introductions - 03:57 The Origins of PhillyCocoa and Indie Hall - 06:12 The Evolution of AI and Personal Assistants - 07:35 Building a Personal Assistant with Claude Code - 10:26 The Architecture of the Personal Assistant - 14:04 Creating a Web App Interface for the Assistant - 16:10 Using Tailscale for Secure Access - 19:01 Mitigating Risks with AI Autonomy - 29:24 Backup Protocols and Data Management - 31:23 Emergent Behavior in AI Systems - 34:10 Flow State and Productivity in Programming - 37:56 Understanding AI Behavior and User Education - 39:45 Cost Management in AI Development - 45:37 Building Trust with AI Systems - 53:53 Navigating Trust in Skill Utilization - 55:23 Technical Applications for Non-Developers - 01:00:17 Innovative Personal and Business Management - 01:09:03 Transforming Workflows with AI - 01:12:56 Ethics and Responsibility in AI Usage - 01:18:25 Community Building Through Meetups - 01:21:55 Tag ## Highlights **Architecture:** Claude Code headless via CLI with WebSocket communication, Docker on Hetzner VPS, Tailscale networking, hourly snapshots, git hooks for destructive commands, multi-layered security. **Real Use Cases:** - Network monitoring that diagnosed an overheating router fan from a screenshot - Email sorted by "easiest to hardest" instead of chronological - Date night tracking with restaurant and wine pairing suggestions - Organized 51 wine bottles via photos into ASCII grid layout - Newsletter reduced from 4 hours to 30 minutes while preserving human writing **Costs:** $20/month plan lasted 20 minutes. Now at $200/month. One Thanksgiving week hit $1,500 in overages during heavy development. **Philosophy:** "Modest YOLO" approach—autonomous but controlled. AI enhances human work, doesn't replace it. The system can modify itself: type "add a button," refresh, it works. **Open Source:** - **Kuato**: Session search for Claude Code - **Smaug**: Twitter bookmark archiver with AI analysis - **Andy Timeline**: Auto-generated weekly narrative of the AI's evolution ## Event **Big Philly Meetup Mashup** - March 15, 2026 Hackathon for Philadelphia's tech and creative communities. Theme: "Good Neighbors." Sponsored by Supabase. https://indyhall.org/goodneighbors/ ## Links **Alex Hillman** YouTube: https://www.youtube.com/@AlexHillman | Website: https://dangerouslyawesome.com | GitHub: https://github.com/alexknowshtml **Open Source Projects** Kuato: https://github.com/alexknowshtml/kuato | Smaug: https://github.com/alexknowshtml/smaug | Andy Timeline: https://github.com/alexknowshtml/andy-timeline **Tools & Resources** Indy Hall: https://indyhall.org | Claude Code: https://claude.com/product/claude-code | OpenClaw: https://openclaw.ai | Brian Casel: https://www.youtube.com/@briancasel | Termius: https://termius.com | Point-Free: https://www.pointfree.co/the-way **PhillyCocoa:** http://phillycocoa.org Intro music: "When I Hit the Floor", © 2021 Lorne Behrman. Used with permission of the artist.

    ١ س ٢٢ د
  2. ٢ فبراير

    #104: Beyond the Simulator IRL!

    The Trio meet to discuss two of the talks (ours!) from the recent in-person PhillyCocoa meetup called "Beyond the Simulator: Perspectives on Modern App Development" that took place on January 29 at the Vanguard offices in Philadelphia. This pod was recorded before the event due to scheduling, but we go into detail on what you missed now that it is the future (insert Spaceballs joke here)! Kotaro talks about Liquid Glass and what it means for modern UI/UX while Steve goes into some detail about how to effectively get started using tools like Codex CLI or Claud Code for app development. Be sure to check out PhillyCocoa.org for a link to join our Slack and follow us on Luma so you know when our next in-person and virtual events are scheduled: https://luma.com/phillycocoa. ## Show Notes - Introductions - IRL Meetup Follow-up (recorded before the meetup!) - Kotaro’s Liquid Glass talk - Steve’s Spec. Plan. Ship. “AI” assisted dev talk - Wrap-Up - One More Thing... - Monthly Zoom Call Meeting in February - Follow us on Luma: https://luma.com/phillycocoa ## Chapters 00:00 Introductions 02:33 Beyond the Simulator IRL Event 03:49 Kotaro's Talk: Liquid Glass and Modern UI/UX Trends 11:25 Liquid Glass Encourages Gesture-Based Interactions 16:18 Branding Challenges in Liquid Glass UI 19:31 Steve's Talk: Spec. Plan. Ship 21:47 The Four I Workflow: Intent, Interact, Increment, Iterate 28:59 Continuously Iterate on Your System 33:17 Steve's Tips for Getting Started 41:51 Best Practices for Using AI in Development 46:20 Wrap-Up 46:38 One More Thing... 47:59 Tag Intro music: "When I Hit the Floor", © 2021 Lorne Behrman. Used with permission of the artist.

    ٤٨ من الدقائق
  3. ١٩ يناير

    #103: 2026 Vibes

    #103: 2026 Vibes We're back! In this season 6 premiere, Steve struggles to speak after being sick, but still manages to talk a lot about the current hype around Claude Code and Opus 4.5 and the "agentic" coding craze sweeping developer circles online right now. The Trio discuss Alex Hillman's amazing Claude Code wrapper personal assistant called "Andy." Kotaro makes some Metal shaders with Claude and is building a TouchPie with his own hands while Steve is exploring some open source models to use in a Bento Fit update and Aaron is exploring a full and satisfying life away from the computer. There is a lot packed into this episode and it ends with a special announcement! ## Show Notes - Introductions - Anime and Isekai: Comfort Food for Developers - Side Project Explorations (Mostly in "AI") - Steve Yegge’s crazy “Gas Town” multi-agent automated code factory thing - https://steve-yegge.medium.com/welcome-to-gas-town-4f25ee16dd04 - Alex Hillman’s “Andy” personal assistant built around headless Claude Code - https://youtu.be/yjO9UHIunSE - https://www.youtube.com/live/rk2nsE-MlPg - Whoops! Data exfiltration in Claude Cowork! - https://www.promptarmor.com/resources/claude-cowork-exfiltrates-files - Robots! - https://www.youtube.com/watch?v=lS_z60kjVEk - https://www.youtube.com/watch?v=VJqMPFNP4to - Shaders! - https://www.shadertoy.com - Bento Fit! - https://bentofit.app - Raspberry Pi “Ziggy”? - One More Thing…IRL EVENT!!!! - Jan 29 at the Vanguard Building, 2300 Chestnut St., Philadelphia, PA - RSVP: https://luma.com/98u1j4t8 - http://phillycocoa.org ## Chapters 00:00 Introductions 01:50 Anime and Isekai: Comfort Food for Developers 04:59 Side Project Explorations (Mostly in "AI") 08:58 The Rise of AI in Coding: Tools and Experiences 14:49 Innovative Approaches to Coding with AI 19:09 Alex Hillman's Amazing "Andy" Claude Code App 21:18 Building Personal AI Tools 26:03 The Bleeding Edge that is Claude Cowork 29:33 Navigating Security Risks in AI Tools 34:00 The Evolution of AI and User Experience 37:51 "Do Better!" 41:33 Making Shaders Metal with Claude 45:46 Building TouchPie: A Raspberry Pi Project 49:19 Designing Custom Hardware for Enhanced User Experience 52:16 Bento Fit: Building with Open Source Models 55:17 Future Projects and Collaboration Ideas 58:17 Outro & One More Thing... 59:46 Tag Intro music: "When I Hit the Floor", © 2021 Lorne Behrman. Used with permission of the artist.

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Side Project Spotlight is a podcast for app builders, documenting the process of producing real apps for the Apple App Store using Swift, SwiftUI, and other technologies.