Agent vs chatbot vs workflow; tool use as risk surface; the checkpoint; the four safety rails.
All tracks — 4 hours, drop-in friendly
Agentic Workflows: Automating the Boring Parts Without Losing Control
Design a supervised agent workflow — one that does your most repetitive production chore with human checkpoints at every irreversible step — and learn exactly which parts of your practice should never be automated.
01This Week at a Glance
You will make: an agent workflow spec (steps, tools, risks, checkpoints) + an Automation Boundary Map for your real practice.
The Automation Boundary Map; what makes a good agent task.
An agent organizes a messy folder — plan-then-act, the rejection, the audit.
Your boundary map + workflow spec; critique swap finds the missing checkpoint.
Automate friction, never judgment — and put a human at every door that doesn't open backwards. An agent is an extremely fast intern with no judgment and no stake in the outcome. The whole week is one discipline: delegating without abdicating.
02Key Concepts
1 · Agent vs. chatbot vs. workflow
| Chatbot | Workflow | Agent | |
|---|---|---|---|
| What it does | Answers | Runs fixed steps you defined | Decides its own steps |
| Control | You drive each turn | You wrote the path | It picks the path |
| Best for | Thinking, drafting | Predictable repeated tasks | Messy, variable tasks |
| Risk | Low | Low–medium | Higher — it can surprise you |
Most "agentic" creative work is actually a workflow (predictable, safe) with one or two agentic steps. You don't need a robot; you need a reliable assembly line with a human inspector.
2 · Tool use is where capability and danger both live
An agent's power comes from tool use — operating other software. Every tool is a capability and a risk surface. The rule: give the smallest access that does the job. Broad access is how "organize my folder" becomes "email my drafts to a client."
3 · The checkpoint: where you stay the director
Plan first, act second. Make the agent propose its plan and stop for approval before touching anything. The non-negotiable: a checkpoint before every irreversible action — sending, deleting, publishing, paying, overwriting. Twenty seconds of reading a plan and killing one bad line is the whole difference between delegating and abdicating.
4 · Safety rails (design these in, every time)
- Never delete — move ambiguous things to
/_review. - Run on copies until trusted. Your only copy is sacred.
- Changelog everything — every action and every uncertainty.
- Flag uncertainty, don't guess — "if unsure, skip and report."
An agent will invent a decision you never gave it — a naming rule, an alt-text guess, a "this is probably the final." The changelog and /_review folder are how you catch those. Read the log.
5 · The Automation Boundary Map
6 · Good agent tasks
Batch renaming · alt-text drafting · folder packaging · social cut-down checklists · contact sheets · QA checklists · admin scaffolding. The pattern: structured, repetitive, reversible, verifiable. Not all four? It wants assist, not automation.
03This Week's Words
04Demo: An Agent Does Production Chores (Supervised)
An agent organizes a real-feeling messy folder — on a copy — with a brief that demands plan-then-act.
Instructor backup / finished example: messy-folder agent-run/CHANGELOG.md agent-run/QA-CHECKLIST.md agent-run/alt-text.md. Use it if the live tool run fails, or to reveal the finished structure after critique.
- Plan first. "Propose a folder structure and naming convention — STOP and show me before touching anything."
- The checkpoint moment. The instructor rejects one element of the plan out loud and approves the rest. Twenty seconds; the whole week's thesis.
- The run, with rails. Rename and organize (never delete; ambiguous →
/_review), draftalt-text.md, buildQA-CHECKLIST.md, writeCHANGELOG.md. - The audit. Open the changelog and
/_review. Find where it decided something it wasn't told — and which of those decisions would have hurt on a real client job.
It misclassifies at least one ambiguous file or invents a slightly-wrong alt text — caught by the rails. That catch is the point: we plan, log, and quarantine instead of trust.
05Step-by-Step Workflows
Designing a safe agent workflow
- Pick a chore that's structured, repetitive, reversible, verifiable.
- Write the inputs — and the permission status of anything not solely yours.
- List the AI steps, each with the smallest tool access that works.
- Place the checkpoints — minimum one before anything irreversible; note what you check and what makes you reject.
- Add the safety rails — never-delete/
_review, run-on-copy, changelog, flag-uncertainty. - Define verification — how you confirm it worked this run.
- Run on a copy. Read the changelog. Then trust it a little more.
The Automation Boundary Map (15 min, revisit forever)
- List 10–15 real recurring tasks.
- For each: reversible? repeatable? taste-free? whose material?
- Sort into Automate / Assist / Human-only.
- The "automate" column is your agent candidates; "human-only" is your manifesto, sharpened.
06Prompt Recipes
07Lab: Boundary Map + Workflow Spec (70 min)
Cold start friendly. No agent access? Fully fine — this lab is design work; the spec is the deliverable.
- Boundary map (15 min): 10–15 real tasks → Automate / Assist / Human-only. Defend your "human-only" column to a neighbour.
- Pick + spec (30 min): one "automate" task → fill the workflow spec template completely — steps, smallest access per step, a checkpoint before every irreversible action, the four rails, a verification method. ✏️ every checkpoint with what would make you reject.
- Critique swap (15 min): trade specs; each finds the missing checkpoint and the over-broad access. Every first-draft spec has at least one.
- Revise (10 min): fix what your partner found; note what you missed.
The boundary map and the spec are design documents. A workflow you can't write on paper is a workflow you can't trust to a machine.
08Integrity Check
- Is there a human checkpoint before every irreversible step? (Find the one you missed.)
- Does any step have broader access than the task needs? Tighten it.
- Whose material does the workflow touch — and is every non-yours item permission-cleared?
- If an agent touches client deliverables: the changelog is your audit trail. "Production organized by a supervised agent; all selection and client-facing decisions human."
09Troubleshooting
| Problem | Fix |
|---|---|
| The agent did something I didn't ask | Read the changelog — it's logged. Tighten the brief and scope; add a checkpoint where it improvised |
| It deleted/overwrote something | You skipped the never-delete rail or ran on originals. Recover from your copy; the rail is non-optional |
| Plan-then-act gets ignored | Put "STOP and show me before touching anything" in capitals at the end — many agents respect the last instruction most |
| The changelog is vague | Demand specifics: "log the exact old→new name for every file and a reason for every /_review placement" |
| It's slower than doing it myself | Then it belongs in "assist" or "human-only," not "automate." Killing a bad automation is a correct result |
| I can't tell if it worked | Your spec lacked a verification step. Add one that checks this run — spot-check 3 outputs against the rules |
10Resources
- GuideLinkedBuilding Effective AI Agents — AnthropicThe definitive guide: workflows vs. agents, simplest-pattern-that-works, and why most "agents" should be workflows. This week's stance, from the source.
- GuideLinkedWriting Tools for AI Agents — AnthropicOn tool design and scope — why a few tightly-scoped tools beat broad access. The "smallest access that works" principle, expanded.
- DocsVerify before teachingClaude Code documentationThe agent tool in the demo — permissions, file access, and approval flows change; check current behaviour.
- DocsVerify before teachingOpenAI Codex / Agents documentationThe other agentic toolset; verify current scope/approval model before demoing.
- ReferenceLinkedThe EU AI Act explorerRe-visit from Week 1: automated decision-making and transparency obligations are tightening — relevant when agents touch client- or public-facing work.
- VideoVerify before teachingA current "what is an AI agent" explainer (credible source)A short, calm explainer helps the agent-vs-chatbot distinction land for absolute beginners; pick the current best.
Optional extension
- Design a second workflow for a collaborative chore (packaging deliverables for a teammate) — collaboration adds permission and disclosure questions.
- Stress-test your spec: write the three worst things the agent could do if one instruction were misread, then add a rail or checkpoint for each.
- Hard mode: sketch how your Week 11 tiny tool and this workflow would chain — the tool produces, the workflow packages. That's a personal pipeline (a Week 14 capstone in disguise).
Next week: Jobs, Portfolios, and Career Leverage → — turning everything you've built into the materials that get you hired, in your voice.