Advanced Prompting
Reasoning prompts, reusable libraries, context design, and production prompt layers.
22 stories (8 articles · 14 videos)
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A few good first pieces before you browse the full feed.
11 min readBuilding reusable prompt libraries: from snippets to shared templates
When the same AI-assisted task recurs, a prompt library can make the workflow easier to reproduce and evaluate. A practical system for capturing, testing, versioning, and sharing templates.
Intermediate
10 min readChoosing and prompting reasoning models
Reasoning settings change quality, latency, cost, and sometimes prompting behavior. A practical guide to choosing them by evaluation rather than folklore.
Intermediate
12 min readContext engineering: testing long-context systems without guesswork
Large context windows are capacity limits, not quality guarantees. Build position, distractor, retrieval, latency, and cost tests for the workload you actually run.
AdvancedMore in this topic
10 min readChain-of-thought, self-critique, tree-of-thoughts — when to use each
Three reasoning techniques that can improve AI output on hard problems — and the cost-benefit tradeoffs of using them. With concrete prompts, side-by-side comparisons, and the gotchas modern reasoning models introduce.
Intermediate
12 min readChoosing between prompting, RAG, and fine-tuning (and when to combine)
Prompting, RAG, and fine-tuning are the three big levers for adapting LLMs to your problem. Each is right for some problems and wrong for others. A framework for choosing, the realistic costs of each, and the production patterns where combining them shines.
Advanced
12 min readDesigning prompts for production: system, developer, and user layers
A governance pattern for separating trusted instructions, runtime data, and user input, then versioning, evaluating, deploying, and observing prompts according to risk.
Advanced
7 min readPicking the right model for the job: a 2026 decision cheat sheet
Which model to reach for, by task type. GPT, Claude, Gemini, reasoning variants, and open-weights options, with decision rules and mid-2026 examples rather than a timeless ranking.
Beginner
13 min readStructured outputs and function calling: the production patterns
Structured outputs and function calling are the bridge from 'LLM that generates text' to 'system that does work'. In production, the patterns that matter are about schemas, error handling, idempotency, and graceful degradation — not just JSON mode.
Advanced
29 minutesTree of Thoughts: Deliberate Problem Solving with Large Language Models (Full Paper Review)
Yannic Kilcher. Yannic walks through the original Tree-of-Thoughts paper from Princeton/DeepMind — the generate-score-prune-backtrack loop, why it lifts Game of 24 accuracy from 4% to 74%, and where the technique stops being worth its 10× token cost. Useful precisely because it forces you to see ToT as a search algorithm, not a magic prompt prefix.
Intermediate
25 minutesPrompting 101
Anthropic. Two members of Anthropic's Applied AI team build up a real-world prompt live, layering in role, structured sections and explicit thinking steps. It's the most credible "how to use chain-of-thought without ritualizing it" demo on YouTube, and it makes the article's "stop pasting Let's think step by step into everything" point concrete.
Intermediate
22 minutesContext Engineering for Agents
LangChain. Lance Martin's framework — write, select, compress, isolate — with concrete examples of when to summarise an action history, when to offload state to files, and when to spin up sub-agents purely to protect the parent's context. Maps almost directly onto the article's section on managing 1M-token windows in practice.
Advanced
8 minutesContext Rot: How Increasing Input Tokens Impacts LLM Performance
Chroma. Kelly Hong walking through Chroma's research on 18 models — why needle-in-haystack scores are misleading, how performance degrades with ambiguity and distractors, why even simple string-repetition tasks degrade past 500 tokens. Short, evidence-based, and exactly the case the article needs you to take seriously before getting to the engineering moves.
Advanced
3 minutesBuilding OpenAI o1
OpenAI. This three-minute first-party video records how the OpenAI team presented o1 at launch. It is useful for understanding the category's history, but it does not establish how current models work internally or which prompting pattern will perform best on a different provider or task.
Intermediate
28 minuteso1 - What is Going On? Why o1 is a 3rd Paradigm of Model + 10 Things You Might Not Know
AI Explained. The video offers an independent explanation of the early o1 framing and its prompting implications. It is useful historical context, but its claims about o1 should not be extended automatically to later OpenAI models, R1, Claude thinking modes or other providers.
Intermediate
9 minutesRAG vs. Fine Tuning
IBM Technology. Tighter focus on the two techniques teams most often confuse. Goes deeper on data freshness, source attribution, and the inference-time speed argument for fine-tuning. Worth watching if you are specifically trying to argue against an unnecessary fine-tune project.
Advanced
13 minutesRAG vs Fine-Tuning vs Prompt Engineering: Optimizing AI Models
IBM Technology. A clear whiteboard pass through all three techniques with their respective costs — retrieval latency, training compute and catastrophic forgetting, the limits of prompt-only solutions — and the combinations that actually make sense in production. The closing example of a legal AI system using all three is almost exactly the article's "when to combine" argument.
Advanced
77 minutesAI prompt engineering: A deep dive
Anthropic. Four Anthropic prompt engineers (research, alignment, applied, developer relations) talking at length about what they actually do day to day — how they edit prompts under pressure, how they think about "honesty" in instructions, when XML scaffolds help, when they don't. The article's layered model maps cleanly onto how they describe the work; this is the best way to hear that mental model out loud.
Advanced
25 minutesPrompting 101 | Code w/ Claude
Anthropic. A live build session by Anthropic's Applied AI team on an insurance-claims prompt — they start with a vague instruction and iterate to something a developer would actually ship, showing the kind of revisions the article describes for the system and developer layers. Watch this before re-reading the article's checklist on examples, output structure, and refusal handling.
Advanced
10 minutesThe best ChatGPT Prompt I've ever created - I spent 2 months curating this prompt to write prompts
Lawton Learns. The video demonstrates a C.R.A.F.T. meta-prompt (Context, Role, Action, Format, Target audience). It is a useful candidate for testing how a prompt-generating prompt behaves, but its outputs are not guaranteed to be consistent, correct or suitable for a team's use cases.
Intermediate
20 minutesGoogle's 9 Hour AI Prompt Engineering Course In 20 Minutes
Tina Huang. Tina presents a five-part task/context/references/evaluate/iterate framework and four named iteration moves. Those elements can help you draft a candidate schema, but the agent and chain-of-thought examples reflect the course's time and context. Test any extracted pattern on representative cases before adding it to an approved library.
Intermediate
41 minutesOpenAI DevDay 2024 | Structured outputs for reliable applications
OpenAI. Walks through `strict: true`, the difference from old JSON mode, refusal handling, and how function calling and response-format schemas compose. Useful precisely because it describes the contract the API gives you, which is what the article's production patterns are built on top of.
Advanced
18 minutesPydantic is all you need: Jason Liu
AI Engineer. The talk that crystallised the modern "define a Pydantic model, hand it to the LLM, let validation do the rest" pattern, with concrete examples of nested objects, validators that catch hallucinated URLs, and Chain-of-Thought as a typed field. Watch it before re-reading the article's section on validators and you will recognise where its retry and refusal rules come from.
Advanced