00:00 - Intro & Smile.io Sponsorship 01:22 - Programmer or whatever we are 01:52 - Dave’s alter-egos and promo quotas 03:15 - Wizard hats and Halloween strategy 05:10 - Token Dave and the AI leaderboard 08:00 - Kalen’s Shop Minis experiments 11:40 - Mystery boxes, swipes, and feedback loops 18:00 - Product descriptions and brand voice 24:30 - Checkout testing and PDQ deep dive 27:20 - Claude Code, Codex, and context hoarding 33:10 - Git work trees, DBT, and late-night agent coding 38:30 - Modal debugging and test automation pain 44:00 - Cookie banners, Nacho Libre, and existential dev talk 47:00 - Hiring stories, fashion jobs, and North Carolina dreams 50:40 - Claude reading secrets and the security rabbit hole 51:55 - “Find the Shopify PM” 52:45 - ShopifyQL and analytics tinkering 53:57 - AI-driven emails and the LTV flashback 1:01:00 - Brand voice and prompt tuning 1:07:00 - Testing at scale with AI 1:10:00 - SaaS vendor therapy and A/B test chaos 1:13:00 - Wrapping up: Minis, optimism, and candy plans
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1:14:41
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1:14:41
#27 "Hunky Bill Appreciation Day"
[00:00:00] Cold Open & Smile.io Ad Spot[00:01:23] Rocker Glow-Up & Compliments[00:03:24] Viral Tweet & Rails Rants[00:06:24] Spam DM Revenge Plots[00:09:27] Anthropic’s Ship-It Culture[00:12:56] Claude Power-User Tips[00:15:48] Parallelizing Dev Workflows[00:21:19] Hallmark-Sora Mashups[00:24:02] Meetups, BBLs & Cringe[00:27:32] Hunky Bill Appreciation Day[00:33:17] Reading Code vs Writing Code[00:40:17] 2,048 Variants Drop[00:46:04] Etsy Beats Shopify to GPT[00:50:22] Weekend Plans & Confidence
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1:00:27
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1:00:27
#26 "GCloud Goblin Mode"
00:00 – Cold open + Smile.io sponsor 01:13 – Friday vibes + late-night Claude sessions 02:09 – GCloud + SQL wizardry 03:47 – The nightmare that is Google Cloud’s UI 06:02 – Teaching Claude to remember stuff (and failing) 08:56 – Capturing AI context before it disappears 10:19 – Docker pain, Postgres pain, all the pain 12:32 – “I don’t read docs, I just ask Claude” 14:06 – Visualizing the LLM brain 15:18 – Sora jailbreaks itself and writes on a chalkboard 17:09 – The rise of AI social feeds 18:24 – Meme theory + Lord of the Riz 19:43 – Tobi’s been keylogging himself for 10 years 🤯 20:37 – Linus Torvalds: still committing daily 22:12 – Kalen admits he’s bad at working with people 23:27 – AI wireframes + prompt-based design 25:58 – Figma MCP dreams 27:46 – Flow builders that make you click too much 29:59 – A 5-year-old AWS site still running somehow 31:17 – Shoutout to Gil for fixing Shopify checkboxes 32:09 – Bulk editor blues + the $15 SaaS pitch 36:54 – Hidden variants + Tobi promises salvation 43:12 – Builder Sundays envy (do Austin next!) 46:49 – Meetup ideas + social dread 49:57 – Onboard B2B app vs rolling your own 57:22 – Getting warned in the Shopify Slack 😅 59:03 – Are we good people? (short therapy break) 1:02:18 – Pop Mart addiction + blind box economics 1:05:07 – Medusa vs Shopify + the B2B dream 1:07:26 – Pickleball + Scout weekend plans
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1:08:55
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1:08:55
#25 "Declarative Metafields, Declarative Regrets"
00:00:00 – Lost in your own repo (zero-to-one brain fog)00:01:24 – Country vs. metal: what’s actually more emotional?00:03:11 – Never trust a web app turned desktop app00:05:00 – Memory cores, ++i crimes, and C code nostalgia00:09:07 – Luxury blow-up couches & festival life00:10:17 – Smart glasses hit different: Meta, Oakleys, and the PR spin00:12:27 – Privacy weird: everyone recording, everyone paranoid00:13:55 – Cry-bait memory videos and why they always work00:14:58 – Oakleys as pickleball uniform (my whole personality now)00:15:44 – Listener shoutout: Peanut Butter Collective00:16:40 – Villain marketing, underdogs, and community antagonists00:21:22 – Analytics Monday: checkout funnel wins & bot filtering00:25:32 – Shopify Knowledge Base app: query logs = secret FAQ gold00:28:20 – AI follow-up calls (customers don’t even notice)00:31:16 – Customer support at scale: doomed or fixable?00:36:17 – Claude as the code filing cabinet00:40:03 – GPT Pro, Cursor, and codebase indexing confusion00:43:40 – Shopify forums > support tickets (Liam shoutout)00:44:20 – Shop Worker news: first npm package & create-shopworker00:46:03 – GPT-personalized quiz landing pages00:48:15 – Declarative metafields: greenfield yes, migration nope00:51:22 – Personal READMEs & ways of working00:55:40 – Optimizing disagreeableness (and knowing your spectrum)00:57:20 – Parenting, video games, and six-year-old attention spans01:04:12 – Bitcoin, conspiracies, and oversharing online01:10:26 – Healthy relationships, sharing ideas, and not just tweeting01:13:18 – Wrapping up… and the recording dies
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1:06:23
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1:06:23
#24 "Control Alt Dylan"
[00:00:00] X.com? Nah, It’s Still Twitter[00:05:00] Beating Algorithmic Sludge & Viral Trash[00:09:30] Forums, Flows & Community Hustles[00:14:00] Killing the Flow Checksum—Sidekick Dreams[00:21:00] RVShare Days & Birth of Real-ID[00:29:00] Review Anxiety and App-Store Politics[00:34:00] Claude, Multitasking & Git Work-Trees[00:40:00] Building a Mobile Admin from CLI Scripts[00:50:00] AI That Actually Ships Features[01:00:00] Burnout, TRT, and Lifestyle Refactors[01:11:00] BMX Wrecks, Lake Surfing & Sign-Off
New Zealand