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PODCAST

My Weird Prompts

Daniel Rosehill

The human-AI collaboration podcast. A man, a sloth, and a donkey collaborate to create a podcast (with a little help from AI). No question is too obscure, no rabbit hole too deep. My Weird Prompts celebrates curiosity in all its forms. Daniel, the human, asks the questions that pop into his head at inconvenient moments. Corn the Sloth offers laid-back, thoughtful takes. Herman the Donkey brings boundless enthusiasm and energy. Together, they explore topics ranging from the mundane to the

technology

All Episodes

28:21

Why OAuth Still Makes You Dance on Your Own Machine

My Weird Prompts ·

2026/08/15

Daniel just wanted to update a printer setting, but first he had to authenticate Claude through a browser that was already logged in. Why does OAuth make you jump through hoops on your own trusted machine? We break down the original threat model behind OAuth 2.0, PKCE's blast radius containment, and whether Linux's secret service APIs or kernel keyrings could short-circuit the redirect dance. Plus: why token lifecycle management makes the problem harder than better storage alone can solve. Episode

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27:29

Travel Router Tailscale Subnet Bridge

My Weird Prompts ·

2026/08/15

When Daniel moved apartments and set up a portable home network with Tailscale, he hit the failure modes the manual doesn't cover: subnet collisions, printer discovery across tunnels, and exit node bottlenecks. This episode pulls from U.S. military tactical network doctrine — standardized labeling, pre-planned subnet allocation, and redundant egress paths — to solve real problems like what happens when your in-laws' router uses the same 192.168.1.0/24 subnet as home. We walk through Tailscale subnet

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26:13

Teaching Your Router Bedtime: Automated QoS with...

My Weird Prompts ·

2026/08/15

Daniel wants his router to automatically know that streaming gets priority at 8 PM and backups can run wild at midnight—no manual scheduling, no buffering during movie night. We dig into OPNsense's dummynet shaper, the cron-based automation gap, and the shell scripts that make time-based QoS real. From DHCP reservations to defensive scripting, this is how you turn a static traffic shaper into a butler that knows your family's rhythms. Episode #585205 — open it directly at

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27:39

Surviving the Negev: Matching VHB Tape to Desert UV &...

My Weird Prompts ·

2026/08/14

Daniel is a long-term renter in Jerusalem who can't drill holes, so he turned to 3M VHB tape — only to discover it's not one product but a vast catalog of industrial adhesives, each with specific environmental tolerances. He's already spotted counterfeit rolls and wants to know: which exact part number can survive automotive vibration, UV index 12, and the freeze-thaw cycles of the desert? In this episode, we break down the VHB families — RP, GPH, LSE, and 5952 — and match them to real-world

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27:49

Why a 2026 Foot Pedal Uses a 1990s Connector

My Weird Prompts ·

2026/08/14

When Daniel ordered a foot pedal for transcription in 2026, the box contained an 8-pin DIN connector that looked like a relic from 1995. But it works perfectly — and that's by design. This episode explores why professional audio equipment still uses decades-old connectors, the engineering tradeoffs between USB and direct-wire interfaces, and how a passive device with no circuit board can outlast every "modern" alternative. Plus: what happened to the Olympus company Daniel remembers from

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26:15

Software Evaluation as a Career Path

My Weird Prompts ·

2026/08/14

What do you call someone who loves deep-diving into software options, building evaluation matrices, and becoming the person everyone asks "which one should we buy?" In this episode, we map a career path that's surprisingly ill-defined for how much it matters. We break down the three tiers of software evaluation roles—from in-house procurement to external advisory at firms like Gartner and Forrester—and look at salary data for 2026. We also unpack how the build-versus-buy decision changes at

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26:23

18 Clothes That Last Decades

My Weird Prompts ·

2026/08/14

What if your wardrobe was a systems engineering problem? We build the minimally viable set of clothes for a guy who doesn't care about fashion but wants durability across office, house, and garden work. Starting from a weekly wash cycle, we calculate exact item counts for pants, shorts, and shirts — then dive into fabrics, construction, and the Buy It For Life brands that actually deliver. From Carhartt's B01 dungarees to loopwheel cotton t-shirts from Merz b. Schwanen, we break down what to buy,

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30:54

Are Model Families Actually Different Models?

My Weird Prompts ·

2026/08/14

When Anthropic releases Claude Opus, Sonnet, and Haiku together, or when OpenAI ships GPT-4o alongside GPT-4o mini, the naming makes them look like three sizes of the same model. But that's an illusion. In this episode, we trace how DeepSeek, OpenAI, and Anthropic actually maintain their model families — from separate training runs and architectural decisions to bespoke post-training pipelines. The shared ingredients are research direction and data infrastructure, not model weights. If you're

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22:25

Why Manuals Are Terrible (And How AI Can Fix Them)

My Weird Prompts ·

2026/08/14

Why is your window AC unit manual 22 pages of "don't eat the refrigerant" before it tells you how to install it? This episode unpacks the structural incentives that make most manuals terrible — asymmetric liability risk, zero economic motivation for manufacturers to help you, and legal teams optimizing for lawsuit prevention over usability. Then we explore why car manuals are the exception that proves the rule, the four principles of good technical documentation (task-oriented structure, plain

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37:52

New England's Puritan Legacy: Why Connecticut Feels...

My Weird Prompts ·

2026/08/14

Daniel's visits to Connecticut and Massachusetts left him unsettled—the alcohol restrictions, the signage rules, the quiet restraint. But Herman, who grew up in Storrs, Connecticut, says Daniel's not wrong; he's just seeing the surface of something much older. This episode unpacks how Puritan Calvinism from the 1630s still shapes zoning laws, liquor licenses, and the emotional temperature of daily life in New England. We explore why Connecticut and New York share a border but feel like different

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26:16

Compass vs. Warning Sign: Prompting for Long-Term AI

My Weird Prompts ·

2026/08/14

Daniel's monthly maintenance on the show's AI pipeline revealed a shift: his instructions are moving from bug reports to preservation lists. Is that shift meaningful? We dig into the geometry of vector spaces to explain why positive and negative instructions operate fundamentally differently inside a model. Negative instructions create unpredictable "avoidance gradients" that can crater entire semantic neighborhoods, while positive instructions reinforce existing paths but risk slow overfitting. The

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25:32

When the Car Rewired Rural America

My Weird Prompts ·

2026/08/14

Before the car, rural America was a dense patchwork of farms, crossroads hamlets, and market towns. Travel was slow, deliberate, and social. Then the automobile, the interstate, and zoning laws flipped the entire system. We explore how the car made neighbors optional and what we lost — and gained — in the trade.Episode #622350 — open it directly at myweirdprompts.com/622350

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31:13

ISO Standards: The Hidden Code Running Your World

My Weird Prompts ·

2026/08/14

The International Organization for Standardization has published over 25,000 standards — from country and currency codes to screw threads and tea brewing methods. This episode explores the history of this non-governmental network, the unsung heroes that make global trade possible, and the surprisingly niche standards that never quite took off. Discover why a standard reference temperature matters, how the yen broke currency formatting assumptions, and what the future holds for AI management

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32:33

When AI Agents Need a Compliance Checkbox

My Weird Prompts ·

2026/08/13

The AI boom has an unglamorous side: compliance. While regulators debate frameworks, procurement departments are already adding ISO 42001 requirements to RFPs — and most small businesses can't tick that box yet. We explore how this mirrors the ISO 27001 story, why agentic AI breaks existing governance models, and what the early moves toward agentic payment standards look like. Plus, the hidden cost of smarter AI-driven payments: a governance burden that scales with data granularity.Episode #826619

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29:26

ISO 42001: The New Rulebook for AI Accountability

My Weird Prompts ·

2026/08/13

AI has moved from pilot projects to production systems, and the people who sign off on risk are asking a new question: who's accountable when a machine makes a decision nobody fully scripted? This episode breaks down ISO 42001 — the first certifiable management system standard for AI — and what it means for organizations building real governance around autonomous systems. We cover the core requirements, the companion standards (23894, 42005, 42006), and why the certification is about process, not

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25:02

What ISO 9001 Actually Certifies (Hint: Not Quality)

My Weird Prompts ·

2026/08/13

That little ISO 9001 badge in a company's footer looks like a stamp of approval for good work. But the standard doesn't measure efficiency, product quality, or profitability. It certifies something narrower: that an organization has a documented quality management system, follows it, and reviews it. In this episode, we break down what ISO 9001 actually requires, how the certification process works, and why a company making defective widgets can be certified while a company making great ones can't

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19:36

Creative Comebacks for "What Do You Do?

My Weird Prompts ·

2026/08/13

The "What do you do?" question is a social sorting mechanism that can feel like a trap when you're between jobs. This episode explores why the question stings, especially for men, and builds a toolkit of creative, euphemistic, and trolling responses that reclaim control of the conversation. We break down the spectrum from corporate-safe ("consulting") to absurd ("professional gap-year enthusiast") and detail three distinct trolling techniques: the Literalist, the Over-Share, and the Redirect. Learn

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20:33

From Lawn Numbers to Billboards: Sign Law's Wild...

My Weird Prompts ·

2026/08/13

Why does Mansfield, Connecticut pay homeowners for reflective address signs? Because strict sign codes made houses unfindable in an emergency. This episode traces the full spectrum of signage regulation—from that sensible subsidy to the legal loopholes for billboards, the art exemption, and the hundred-foot landmarks that become civic treasures. We break down the real costs of being seen from the air, the Highway Beautification Act's federal leverage, and why the rational actor might just buy a

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22:37

One Grain of Rice: The Art of Hyper-Specific...

My Weird Prompts ·

2026/08/12

What happens when a filmmaker spends three years documenting one parking space? Or four episodes tracing a single grain of rice from a Thai paddy to a Tokyo bowl? This episode explores the strange, wonderful world of hyper-specific documentaries — films with subjects so niche their intended audience is plausibly in the dozens. We break down the criteria, count down the ten most gloriously pointless documentaries of the last decade, and unpack why these films work when they absolutely shouldn't. From

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22:52

The Parasite Hiding in Your Salad

My Weird Prompts ·

2026/08/12

When headlines blame Taco Bell for a multi-state foodborne illness outbreak, the real story is far stranger. Cyclospora cayetanensis is a single-celled parasite that doesn't spread person-to-person—it needs time on a lettuce leaf to become infectious. This episode breaks down why standard food safety tests miss it entirely, why the confirmed case count is a massive undercount, and what climate change and concentrated produce supply chains have to do with it all. Plus, the one antibiotic that

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2,233 results

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