Free Deep Guide

    Loop Engineering
    Playbook

    Turn one-off AI help into workflows that act, check, retry, and stop before they create damage.

    Start Here

    The loop is not the hard part.

    Prompt engineering taught us to ask. Context engineering taught us what to feed the model. Loop engineering is the next rung.

    A loop is simple: goal, context, action, check, retry. The real work is deciding what counts as done before the agent starts moving.

    If you corrected the same AI behavior three times, stop improving the prompt and build the loop around it.

    If the only proof is the agent saying done, you do not have a closed loop.
    Source clip: Boris Cherny, creator of Claude Code

    This is the spark for the guide: move from one-off prompting to agents that can act, check, and stop.

    Instant Access

    Get the practical loop map

    Use-case chooser, loop shapes, verifier ladder, human gates, templates, examples, and the 7-day build track.

    What You Get

    01Where to use loops
    02One-page canvas
    03Loop shape chooser
    04Human gate rules

    The Verifier Ladder

    1
    Dumb check
    2
    Substance check
    3
    Fixed rule
    4
    Rubric score
    5
    Human gate

    The Learning Path

    1
    Choose where loops apply
    2
    Pick the loop shape
    3
    Fill the canvas
    4
    Run it manually once
    5
    Only then schedule or automate
    Worked Example

    One loop, many jobs

    Sales: read the thread, draft follow-up, queue for approval.
    Research: collect sources, reject weak links, summarize claims.
    Ops: inspect logs, classify risk, escalate when the gate fails.

    Who This Is For

    Operators and assistants
    Founders and team leads
    AI builders and power users

    The Parts Most People Skip

    Loops are easy. Choosing the right loop is the hard part.

    Closed before open

    Start with fixed paths, clear triggers, and pass/fail checks. Open exploration comes later. Patch the smallest failed section or diff because full rewrites create drift.

    Operator minutes

    Track supervision time, not only model cost. A cheap model call with 20 minutes of steering is still expensive.

    Human checkpoints

    Relationship, money, legal, auth, and brand decisions need approval gates, not blind autonomy.

    Built From Real Loops

    Content validator

    Draft, scan for banned phrases, score quality, revise until the threshold clears.

    Research cleaner

    Find sources, reject dead links, keep claims only when evidence is present.

    Sales follow-up gate

    Read the conversation, draft the next message, check tone and facts, wait for approval.

    Code proof contract

    Tests, build, and reviewer verdicts decide whether a change ships.

    Iwo Szapar
    Your Guide

    Iwo Szapar

    • Co-founded the AI Maturity Index with Harvard researchers. Acquired by ISG in 2026.
    • Led training and change management projects at Microsoft, ING Bank, Walmart.
    • Up-skilled 25,000+ professionals through Remote-how Academy.

    Get the Playbook

    Free guide for choosing, designing, and controlling AI loops that prove their work.

    Instant access. No spam ever.

    Loop Engineering Fits Inside a Second Brain

    The playbook teaches the loop. Second Brain 2.0 gives that loop memory, agents, tools, and a place to store the lessons each run produces.

    Second Brain 2.0

    The complete Claude Code system. 30+ agents, memory that compounds, pre-configured MCPs.

    DIY $197 / Kickstart $597 / DWY $2,497

    See Packages
    AI Work Cycle

    A companion skill for Plan, Work, Review, Triage, and Learn. Use it with this playbook.

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