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Prompting Sentinel

$79Live · Ch1 free

The world's strongest prompting simulator. Specs, context, dials, examples, schemas, lies, adversaries, ship.

8 chapters · cert on Ch1 finish · $79 unlocks all

prompting-sentinel · chapter 1Demo

Task

The world's strongest prompting simulator. Specs, context, dials, examples, schemas, lies, adversaries, ship.

Result

  1. step 1Ch1: Specs over vibes — write the eval before the prompt
  2. step 2Ch2-3: Context engineering + thinking-budget dials
  3. step 3Ch4-5: Few-shot mastery + output schemas
Autocheck passed

A sample run on demo data — this is what the result looks like in the simulator.

Who it's for

Solo engineers shipping prompts straight to prod with no safety netPMs who learned 'prompt engineering' from a Twitter threadFounders whose first AI feature got hijacked the day it shippedOperators tired of prompts that work on Monday and lie on Friday

When you'll reach for this

01

Your bot leaked PII the week it shipped

Ch6 + Ch7 teach the named defenses — refusal hierarchies, input quarantines, output canaries — that actually hold under pressure.

02

Your CFO wants a dashboard by Friday and the model keeps lying

Ch1 + Ch5 force eval-first discipline + structured outputs so 'done' becomes verifiable on the spot.

03

Your latency spiked when you swapped to extended thinking

Ch3 teaches the cost/latency/quality triangle and when each reasoning-effort level actually pays off.

04

Your agent works in chat but crashes in production

Ch4 + Ch8 cover few-shot selection and prompt-as-versioned-artifact discipline so the prompt and its eval ship together.

Powers you walk away with

  • Да: Write the eval set before the prompt — every time
  • Да: Pick the reasoning-effort dial on purpose, not by default
  • Да: Beat hallucination with named defenses instead of vibes
  • Да: Survive a 5-level prompt-injection ladder without leaking the system
  • Да: Drive a multi-turn conversation to a verifiable goal state
  • Да: Ship the prompt + its 5-case eval + a passing run as one artifact

What's inside

  1. 01Ch1: Specs over vibes — write the eval before the prompt
  2. 02Ch2-3: Context engineering + thinking-budget dials
  3. 03Ch4-5: Few-shot mastery + output schemas
  4. 04Ch6: Defenses against hallucination and sycophancy
  5. 05Ch7: 5-level red-team ladder — Gandalf-style
  6. 06Ch8: Ship prompt + eval as one artifact

Built atop a 2026 audit of Anthropic, OpenAI, Google, Gandalf, DAIR, Karpathy and Maven curricula — synthesized into eight load-bearing opinions, not a survey.

Pairs well with

Free

Spec Linter Lite

Drop a spec → see exactly what an AI would do with it. 3-layer validator: format, autotest, rubric.

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$39

Specification for AI

Write specs that an AI can't misread. PRD-as-tests, acceptance criteria, deterministic checks.

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