50 episodes listed below
Practical tech talk with visible process.
The PIT Show is a conversational tech program centered on Jay Miller’s interviews and occasional reflective episodes. Its strongest thread is practical curiosity: Apple automation, shortcuts, developer relations, documentation, experiments, and the messy work of keeping projects moving.
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The PIT Show is a conversational technology program with a strong interest in productivity, automation, developer work, and the people who build useful systems. Jay Miller appears as the named host in the excerpts, and the show often moves through interviews with people working around Apple tools, app development, developer advocacy, and self-directed creative practice. The episodes do not treat productivity as a clean lifestyle brand. They treat it as a set of choices, tradeoffs, half-built systems, better documentation, and experiments that sometimes work. A WWDC keynote recap with Kathy Campbell turns Apple’s default apps into a discussion about pro features, casual users, tags, Notes, and the anxiety of adding power without making simple choices harder. An interview with Rosemary Orchard gives the show one of its clearest lanes: automation as a practical craft, with Shortcuts, Automator, Keyboard Maestro, Hazel, OCR, and Mac-versus-iOS automation all in play. A Jelly Cuts conversation with Zachary Lyman focuses on text-based Shortcuts creation, documentation, code examples, and the care required to make a technical tool worth using. With Sam Julien, the show shifts from tools to process, following tiny experiments, microskills, CFPs, developer relations, and the habit of learning from small attempts instead of chasing a grand finished identity. The Brian Douglas episode points toward advocacy, career technique, and thinking differently about developer-facing work. Other excerpts show the show making space for broader reflection, including a Tech Talk conversation about whether technology has improved the world and how instant gratification, social behavior, family life, and human responsibility fit into that question. The register is loose and direct. It has false starts, jokes, practical asides, and a visible sense of the host working things out in real time. That informality is part of the appeal, because the show often finds its best material in the second turn of a thought, after a guest complicates the first reaction. The result is a tech show less interested in announcing certainty than in asking how tools change habits, how builders learn, and how people keep showing up to make things.
Made for: Suits a listener who likes developer productivity, Apple automation, tools, and career conversations with a casual, working-through-it feel. It is especially fitting for someone who wants both tool talk and the human context around building things.
What sets it apart: The show’s edge is its willingness to let technical curiosity and personal workflow blur together. Automation, documentation, developer advocacy, tiny experiments, and broader questions about technology all sit in the same conversational space.
This is the show where I sit down with people in the tech space and talk about what they are doing and how they get it all done.
An automated lava lamp meets the 200-word blog post you might actually finish.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A relaxed WWDC updates discussion about making powerful apps feel useful without turning everyone into a power user.
This episode turns a WWDC updates chat into a sharper question: who is more capable software really for? Kathy Campbell, a podcaster who talks to podcasters about podcasts and also talks about robots, joins the host to look at Apple's attempt to make everyday apps stronger…
Rosemary Orchard traces Apple's uneven automation story from Shortcuts and OCR to a Mac that still feels left behind.
Apple automation lands in an uneasy place: Shortcuts is now threaded through iOS, while the Mac can seem less central to Apple's attention. Rosemary Orchard follows that split through health app and sleep mode integrations, then back to Automator and AppleScript, which she says…
A relaxed Jelly Cuts interview finds its strongest thread in documentation, experimentation, and approachable programming.
Jay Miller's conversation with Zachary Lyman begins with Jelly Cuts, then opens into a clear look at how a young developer thinks about making tools easier to use.
A grounded conversation about turning intimidating career goals into small tests that reveal what is worth pursuing.
Jay Miller and Sam Julien turn career ambition into something smaller, testable, and less theatrical. Julien's framing is practical: instead of measuring a dream against its most intimidating version, run a tiny experiment and see what it teaches.
A blunt, morally charged tech debate about convenience, responsibility, and why technology may not explain everything.
Jay Miller frames this episode as a shift from The PIT Show's usual rhythm, bringing in a longer Tech Talk Podcast conversation with Clay Russell of the TechSide Network and Colin Gold. The discussion circles a blunt question: whether technology has made the world better.
Fast questions, sharper game tangents.
Tech talk with useful detours.
Few questions, long tangents, wherever the conversation goes
Tech skepticism with geek-household fingerprints.
Engineer brain, tech culture, no polish.
Tech culture through working humans.
The PIT Show's 'More Pro Apps for Non-Pros - WWDC Keynote Recap with Kathy Campbell' centers on Apple Focus, Notes, Shortcuts, Legacy Contact, Visual Lookup, and Mail Privacy Protection.
Jay Miller introduces Rosemary Orchard as the "queen of automation" and a co-host of Automators, iOS Today, and Nested Folders.
["The PIT Show episode centers on Jelly Cuts, Zachary Lyman's text-based shortcut builder for Apple platforms.", "Jay Miller introduces Lyman as a 17-year-old student who has taught himself programming since 2015 and already released two iOS apps.", "Lyman explains that Jelly Cuts exists because Shortcuts can be written faster in text, with copy and paste, a Visual Studio Code bridge, and a documentation system that updates from one source of truth.", "The conversation later flips into Miller's own interview, touching Craft, Notion, Obsidian, and his developer-advocate work on Exotic Tech."]
["Jay Miller opens by introducing Sam Juleen as an Auth0 developer advocate and author of The Guide to Tiny Experiments, then asks how he got into developer relations.", "Sam says he left computer science because of calculus and differential equations, moved through a liberal arts degree and finance, and learned to code with help from coworkers.", "The conversation compares blog posts, books, video courses, and talks as different formats, with Sam saying a blog post is like a 10-minute chat and a book is like letters over months.", "Sam frames tiny experiments as a way to beat decision paralysis and perfectionism by starting small, collecting data, and finishing more side projects."]
["Jay Miller frames a replay from The Tech Talk Podcast, where Clay Russell and Colin Gold debate whether technology has made the world better.", "Colin starts with a 60 Minutes story about COVID vaccine antibodies in 60 days and argues that technology moved faster than policy or regulation.", "Jay counters with examples from 99-cent apps, Amazon deliveries, eye contact in teenagers, and web meetings that keep work always on.", "Colin pushes back with TikTok creators, PBS opportunities, and social media friendships, while Clay keeps the question open-ended."]
Jay Miller interviews Brian Douglas about what it means to be a developer advocate and how to succeed in that role.
Host Jay Miller interviews tech professionals about their work and productivity, with a personal intro about his cat and episode format.
Host Jay Miller reflects on his birthday, recent news, and his transition into a new role, then introduces an interview with a friend about work and personal growth.
Host Jay Miller interviews developer advocate Joe Carlson about his work and strategies for maintaining high-level performance in tech.