Syllabus
Four courses, thirty days
This is the curriculum, not a wrapper around someone else's playlist. Each course is seven to nine full lessons: concepts in detail, a 120-minute session, drills, and checks.
Speak the language
Become fluent in how modern AI actually works — models, tokens, prompts, and cost — so you can sit in a technical room without translating through someone else.
Literacy
Day 1
120m
The map: where a delivery manager actually lands
Orientation — pick the game before you train for it
- The jobs are not 'AI engineer'
- Three layers — do not confuse them
- How this month is built (60 hours, not a degree)
- The 2-hour protocol
- The 2025–26 hiring reality
- What 'enough technical depth' means
- Artifacts vs badges
Day 2
120m
How a model actually works (without a PhD)
Literacy — next token, context, and why it hallucinates
- It is a next-token machine
- Tokens and the context window
- Hallucination is a feature of the objective
- Weights vs context vs tools
- Temperature, sampling, and why 'creativity' is a setting
- What to say when a VP asks 'does it know our data?'
- Four controls that replace 'please don't hallucinate'
Day 3
120m
The model landscape: what to use, when, and who owns it
Literacy — vendors, open weights, and a decision you can defend
- You are buying an interface, not a soul
- A working taxonomy, not a leaderboard
- Data paths decide the vendor more than quality does
- Five questions that prevent accidental lock-in
- Azure OpenAI, Bedrock, and Vertex are doors
- Eval-driven model choice
- When a smaller/cheaper model wins
Day 4
120m
Prompting as a professional skill
Craft — system, spec, examples, and failure
- A prompt is a spec with a probabilistic contractor
- The levers that actually move quality
- Failure modes you should test on purpose
- Prompt library as an operating asset
- System, user, and tool — who is allowed to say what
- Few-shot, JSON, and prompt versioning
- How you review a prompt in a 15-minute huddle
Day 5
120m
Tokens, cost, and unit economics
Numbers — the RAID item nobody puts on the RAID log
- The meter is tokens in, tokens out
- Caching, batching, and the quiet multipliers
- Worked envelope: copilot math
- Worked envelope: RAG math
- The 10× stress and why demo cost is a lie
- Put it on the RAID log
- What you say when finance wants a number tomorrow
Day 6
120m
The four interfaces: chat, structured, embeddings, tools
Architecture — stop saying 'chatbot' for every request
- Chat is a UI, not an architecture
- Structured output is how AI enters systems of record
- Embeddings are for find, not for chat
- Tools make the model able to act — and able to break things
- Four interfaces at a glance
- Chat vs system of record
- Write-tool risk, named like any other RAID
Day 7 · Lab
120m
Lab: a delivery prompt system you can use on Monday
Build the week-1 artifact
- The five prompts
- How you test without a platform
- Week 1 close
- Prompt lifecycle
- Operating note and data rules
- Scoring a baby eval, then bringing it to Monday
- The five-prompt artifact in a hiring loop
Build enough to be dangerous
Get your hands on the four primitives every AI product is made of: an API call, embeddings, retrieval, and a tool-using loop.
Building
Day 8
120m
Python just enough to ship a thin slice
Build — the 20% of the language that shows up in every demo
- The only types you need this month
- Functions are named processes
- JSON is the wire format of this whole industry
- Secrets, files, and what 'running it' means
- What you write vs what an engineer writes
- A 40-line script is four verbs
Day 9
120m
Calling an LLM API like a grown-up
Build — request, stream, fail, retry, log
- The request is boring on purpose
- Streaming is UX, not magic
- Failures you must name in the design
- Logs are evidence and a liability
- Retries, timeouts, and idempotency are the RAID version of a client
- Temperature, tokens, and the defaults you freeze for production
Day 10
120m
Embeddings and semantic search
Build — the retrieve in retrieval
- A vector is a point in meaning-space
- Chunking is a product decision
- Hybrid search is the grown-up default
- Retrieval eval: recall is the adult metric
- Chunk size, overlap, and k are product knobs with costs
- A 10-question retrieval eval you can defend
Day 11
120m
RAG: the enterprise pattern
Build — retrieve, stuff, generate, cite
- RAG is a pipeline, not a feature checkbox
- The generator is a prisoner of the packet
- Citations are a product requirement
- When RAG is the wrong hammer
- Refuse-when-empty is a product feature, not a failed demo
- Owners, first-release UI, and the one-pager you will reuse
Day 12
120m
Why RAG fails in production
Reality — the failure catalog you will walk into
- Stale, duplicate, and conflicting truth
- ACL leaks are a career-class incident
- Garbage in, fluent garbage out
- Citation theatre and over-promise
- The no-go memo and the thinner slice
- Re-index, ownership, and the RAID you actually run
Day 13
120m
Agents and tools: when a loop is worth it
Build — ReAct, caps, and why 'autonomous' is a smell
- An agent is a loop, not a vibe
- Tools are APIs with extra superstition
- Caps are the product
- When the loop earns its keep — and when it does not
- A three-tool spec you can hand an engineer
- What you take into the lab tomorrow
Day 14 · Lab
120m
Lab: design a project-wiki copilot
Build the week-2 artifact
- Specificity is the quality bar
- Architecture of the wiki copilot — boxes you can staff
- v1 vs non-goals — protect the slice
- Evals, ACL, cost — the three numbers steering will actually hear
- RAID, the no-go, and the eight-minute talk track
- What 'enough building' meant this week
Ship like a delivery lead
Apply the job you already have — RAID, vendors, SLAs, governance, change — to AI workstreams that fail in new ways.
Delivery
Day 15
120m
Data, PII, and the governance that actually blocks you
Ship — the workstream before the model workstream
- Every AI feature is a new place data lives
- Classification drives the path — not the model brand
- Data-ready is a definition of done, not a folder that exists
- DPA, retention, and the contract you actually need
- PII and secrets in the prompt are incidents waiting for a name
- Prompt injection is a content problem, not a patch
- The security conversation you want to have
Day 16
120m
Evaluation: how you know it works
Ship — acceptance criteria for a probabilistic system
- Three layers, three owners
- The golden set is a managed artifact
- Metrics you can defend: groundedness, recall, task success
- LLM-as-judge is a junior reviewer
- The eval loop: change, measure, decide
- Release bar and waivers
Day 17
120m
Guardrails and human-in-the-loop
Ship — the control plane around a model that can be wrong
- Layers, because any one layer fails
- HITL is a dial, not a religion
- The roster is the control
- When HITL is theatre
- The incident page: detect, contain, communicate, learn
- Maker-checker, SOD, and the controls you already run
Day 18
120m
Production: latency, reliability, and the ops you already know
Ship — SLOs for a system that shrugs
- The request path, with fallback as part of the happy path
- SLOs that survive nondeterminism
- Latency, nondeterminism, and what you tell a sponsor
- Model versions are releases
- Deprecation is a project, not an email
- Dashboards a delivery lead should demand
Day 19
120m
Build vs buy, vendors, and the POC trap
Ship — procurement with a spine
- Buy vs build for a thin slice, not for a platform fantasy
- The five questions, production edition
- The POC that cannot accidentally productize
- Demo-ware, lock-in, and subprocessors
- Who owns day 91
- Platform-for-everything and other ways to delay the first slice
Day 20
120m
The AI delivery playbook (your actual job)
Ship — discovery, scoring, RAID, change, value
- Discovery is jobs, not models
- Score like a portfolio manager
- RAID, rewritten for models
- Change is trust plus a roster
- Sequence and kill criteria, published before you start
- HIPPO, portfolio, and saying no without theatre
Day 21 · Lab
120m
Lab: the use-case charter and eval plan
Build the week-3 artifact
- Four readers, four paragraphs — what steering-ready means
- Assembly: you already wrote the parts
- The headings that have to be there
- The 8-minute talk track
- Kill criteria, waivers, and what you will not pretend
- Week 3 close: you can run the workstream
Land the role
Pick the AI seat that fits a delivery manager, build the portfolio that proves it, and practice the interviews that hire for it.
Career
Day 22
120m
Pick the seat: a real target, not a vibe
Land — one primary role, one backup
- Match the last three years, not the fantasy
- The default pair: delivery plus solutions
- Read posts like a delivery lead
- How to read noisy titles
- Gaps that are allowed vs gaps that fail a loop
- Ten posts as a fit lab, not a lottery
- Positioning v1 is a bet, not a biography
Day 23
120m
Portfolio: the demo story
Land — problem, slice, measure, expand
- The arc they remember
- The six boxes you can draw from memory
- Honesty if you did not ship code
- A script you can steal and then make yours
- Failure modes you should name before they ask
- Who gets this story, and who gets tomorrow's
Day 24
120m
Portfolio: the delivery artifacts
Land — charter, RAID, eval, cost on one table
- The operating pack is a table, not a novella
- Five-minute steering, not a status novella
- Pushback A: 'just demo it'
- Pushback B: 'we need a platform'
- Pushback C: 'legal won't allow'
- Two stories, one use case — pick in ninety seconds
Day 25
120m
Positioning, resume, LinkedIn
Land — the paper that gets the loop, not the paper that lists tools
- The top third does all the work
- Honest AI bullets — steal these shapes
- Honest artifact phrasing
- Keywords with a spine
- LinkedIn About is positioning v1, not a manifesto
- The honesty pass as a procedure
Day 26
120m
Interview loops: what they actually run
Land — screens, cases, technicals, take-homes
- Loops by seat
- The 90-second intro is positioning, spoken
- The five-minute messy-program story
- Technical screens if you are not 'an engineer'
- Take-homes: a policy, not a vibe
- Questions you ask them
Day 27
120m
Scenario drills: the chatbot-by-Friday
Land — live judgment under a bad request
- The spine, every time
- Drill A — chatbot of all company knowledge by Friday for the CEO
- Drill B — agent that emails customers when SLA slips
- Drill C — we already bought Vendor X, stand it up
- Drill D — legal said no cloud models, now what
- How to drill so the spine sticks
Day 28
120m
Capstone assembly
Land — one folder, six artifacts, no orphans
- The pack
- The six artifacts, and what each must prove
- The hole protocol
- Folder flow: how a stranger moves through it
- The 12-minute outline (not the script)
- What you tick, and what you send
Day 29
120m
Walkthrough: 12 minutes, then questions
Land — the performance
- The 12-minute flow, then Q&A
- The likely eight
- Voice — short sentences, numbers, owners
- Run 1, cut 20 percent, Run 2
- Handling Q&A without becoming a different person
- Lock it, and do not reopen the month
Day 30
120m
The 90-day plan and the job operating system
Land — after the month, the machine that gets the offer
- 90 days in the seat (they will ask)
- The job search as a workstream
- One next skill, four weeks, not a new stack
- What you can prove as of tonight
- The 90-day plan as a sendable page
- Close the month like a go-live