Hey — Read This Before You Open Claude Again.
You and I have been riding the AI wave together for about three years — almost all of it inside ChatGPT, mostly as a chat box. This is me catching you up on what I've been building since you left RedPeg, because Claude is no longer just a chat window, and the way I work with it now is barely the same job.
A tabbed reference. Each tab is a chapter. You can read in order or jump around. It's long-ish on purpose — I'd rather give you the full picture once than send a dozen Slack messages over a year.
Why I'm sending this
You've been a ChatGPT power user since 2023. That's more than enough base context — most of the concepts here have a counterpart there. But three things have changed under the hood since you left:
- The interface stopped mattering. The chat box is now one of three surfaces. The other two — Cowork and Code — operate your computer and your files directly.
- Context became persistent. Projects + Skills + Custom Instructions mean Claude doesn't reset between conversations. It remembers who you are and how you want to work.
- Tools became plumbing. Through MCP, Claude can read your SharePoint, your Asana, your Outlook, your Google Drive, your local folders. The work doesn't get pasted in anymore. The work gets pointed at.
If you take only one thing from this primer, take this:
Stop chatting. Start briefing.
Stop using AI. Start hiring it. — The shift, in three lines
If you do nothing else right now, do these two things
What you'll find in each tab
| Tab | What's in it |
|---|---|
| 01 First, Some Settings | Five toggles to flip on before anything else. Two minutes. |
| 02 Getting Started | The shift in mental model. The single move that unlocks everything. |
| 03 Three Surfaces | Chat, Cowork, Code — what each one is for. |
| 04 Projects | Your always-on, already-briefed workspace. Probably the biggest unlock. |
| 05 Skills & Integrations | How you teach Claude your way of working — and how it connects to your tools. |
| 06 The Brain | How I structured my own life as a folder of markdown files Claude can read. |
| 07 Systems Thinking | Why Cowork (and beyond) is a step-change from chatting. |
| 08 What I Use It For | Concrete examples — what's actually running in my world right now. |
| 09 The Curve | The penny that doubles. Where we are on the macro AI curve, and where you are personally. |
| 10 Resources & Videos | The RedPeg onboarding PDFs, the Curiosity Catalog, AI Edges video links, MCP setup guide. |
How to read this
You don't need to do anything while you read. Just read. At the end you'll know the shape of the thing. Then we can grab a coffee, you can show me what's confusing, and I'll set you up.
— Ryan
Two Minutes Of Setup. Then Everything Else Works Better.
Before you do anything else — flip these on. They're buried in Settings and most people never find them. They're the difference between Claude knowing you and Claude restarting from zero every time.
How to get there
General tab — Personal Preferences
This is where you tell Claude how you want to be talked to. Tone, format, what to keep, what to avoid. It applies to every conversation, every Project, every surface. Set it once. Forget it.
You don't have to write this in a polished way. Open a chat with Claude and just talk. "Here's how I work. Here's what I hate when AI does. Here's the kind of writing I do. Here's how I want emails drafted." Then say: "Now turn that into a Personal Preferences block I can paste into my Claude settings." Sarah Perkins on our team did this in about 12 minutes — narrating into a chat — and ended up with a sharper preferences block than she would have written from scratch.
What mine looks like (short version)
For inspiration. Mine is longer than most people need — drawn from three years of figuring out where the AI's defaults clash with how I actually want to work. The condensed version:
## Communication
- Lead with the conclusion. Supporting detail follows.
- Be concise. Don't restate the question.
- Prose when sentences flow. Structure when the task is structured.
## Tone
- Professional and direct. Confident, no hedging — unless genuine
uncertainty exists, in which case name it plainly.
- No "great question" or sycophancy. No unsolicited sign-offs.
- Don't ask if I need anything else.
## Formatting
- Bold sparingly. No em dashes (use commas or regular dashes).
- No emoji unless I use them first.
## Research
- Search online for anything that's not obviously settled knowledge.
- Prefer primary sources, not aggregators.
- If ambiguous, ask a short clarifying question. Don't fabricate.
- When multiple options exist, recommend one — don't list neutrally.
## When editing my writing
- Preserve my voice. Fix what's broken; keep what's mine.
- Keep hedging ("maybe," "I think," "kind of") — it's a feature.
- Don't add transition words ("furthermore," "ultimately," etc.).
- Don't replace specific nouns with general ones.
- Don't construct jokes. Shrug humor only.
[The full version is in my vault at Shared/Custom Instructions — Paste Ready.md — happy to send it as a starting point you can edit.]
Capabilities tab — three switches to flip
Three years of ChatGPT conversations is a lot of you. Names, projects, preferences, recurring questions. If you import them and turn on Memory + Search, Claude essentially walks into the relationship already knowing who you are. The difference is dramatic. The first chat after import won't feel like a new tool — it'll feel like a colleague who's been listening.
Visuals — three more toggles, scroll down on the same screen
Open Settings → Capabilities. Turn on Memory. Turn on Search Chats. Click Start Import for ChatGPT. Walk away. Come back tomorrow. Your Claude will already be smarter about you than your ChatGPT ever was.
The Shift From Search Box to Staff Member.
The fastest way to skip three years of plateauing on ChatGPT is to stop using AI like a search engine and start using it like a colleague. This chapter is the whole mental flip in one page.
The mistake almost everyone makes
For three years, the pattern most people fell into looks like this: open a chat tab, type a question, copy an answer, close the tab. Every conversation starts from zero. Every time, you re-explain who you are, what you do, what the brand is, what the project is. The AI is a vending machine. You insert a question. You receive an answer.
That's Phase 1 on the adoption curve (see Tab 08). It's the floor. It's also where most people stay.
Stop asking AI questions. Start briefing it like a smart person who just joined your team and needs context. The conversation gets longer. The output gets sharper. The value per session goes up — even though the volume goes down.
The mental model that actually works
I find it useful to think of Claude as a new hire who can read a thousand pages a minute, works nights and weekends, and never gets bored. On day one, you wouldn't hand them a stack of every file you've ever touched. You'd show them where things live. "This is the client folder. This is where recaps go. This is the budget tracker. This is Asana." Then you'd ask them to read in for a day and come back with a summary.
That's exactly what Claude is now. The new hire is Claude. The read-in is instant. The folders you already built are the onboarding doc.
Three habits to install
Why Claude specifically
Honest answer: ChatGPT, Claude, Gemini — at the model level they're all very good. The reason I work primarily in Claude in 2026 is the operating system around the model:
- Projects are tighter and more useful than ChatGPT's Custom GPTs.
- Cowork (the desktop app) operates your computer — opens apps, moves files, populates templates — in a way nothing else does as well.
- Skills are a clean, packaged way to teach Claude a specific way of working that lives inside a project and is shared with anyone in it.
- MCP (the connector standard) makes it stupid-easy to wire Claude into Asana, SharePoint, Outlook, Slack, Notion, Google Drive — the actual stack you live in.
- Artifacts open in a side panel and are real downloadable files (HTML, PowerPoint, PDFs, code) — not just text in the chat.
If you keep using ChatGPT, that's fine. The mental model is what matters. But the rest of this primer assumes Claude, because that's where I built everything.
Claude is the world's fastest research assistant, the world's most patient reader, and a decent first-draft writer. It is not a strategist, a PM, or a creative lead. You are still all three. It accelerates judgment, it doesn't replace it.
Stop driving. Start asking.
One more analogy because this is the one that finally clicked for me.
The old way of using AI — the ChatGPT way most of us learned in 2023 — feels like driving. You think through every step. "OK, first I need to find the brief. Then I'll paste in the budget. Then I'll ask it to compare. Then I'll copy that answer over to email and rephrase it." You're routing the trip yourself, every time. You're a courier between tabs.
The new way is closer to being driven. You don't tell Claude how to get from A to B. You tell it where you want to end up.
Just give it the data. Or better — don't even copy files in. Think:
"How do I hook Claude up to eat data on its own?"
Then your only job is to tell it what you want.
What you wish. What you're tired of.
"Hey, this is a problem. Help me fix it."
The three sentences that replace 90% of prompting
The "hook it up to data" mindset
The reflex from ChatGPT-land is to copy and paste data into the chat. That works, but it scales badly. Five minutes in, you're babysitting copy-paste.
The Claude reflex is different: before you do anything, ask "how can Claude get this data on its own?"
- Folder of files? → Connect a SharePoint folder, or point Cowork at it.
- Tasks? → Connect Asana. Claude reads the board.
- Email thread? → Connect Outlook. Claude searches your inbox.
- Meeting notes? → Drop them in a Project as a markdown file once. Claude has them forever.
- Past conversations? → Turn on Memory + Search Chats (Tab 01). Claude remembers.
Once the data is hooked up, your job changes. You're not feeding the AI. You're directing it. "Read the last three months of Asana on this client and tell me where we keep dropping the ball." "Look at my inbox from this week and tell me which conversations I haven't closed." The data was already there. You just stopped acting like a courier.
Stop telling Claude how. Start telling it what you want, what you wish, or what you're tired of. Then make sure the data is hooked up so it can actually do something about it.
Chat, Cowork, Code — One Brain, Three Bodies.
Claude lives in three different places now. The model is the same. What changes is how much of your computer it can actually touch. Knowing which surface to open is half the battle.
Best for: Writing, research, brainstorming, drafting emails, reviewing decks. Most of your time will still happen here.
What's different from ChatGPT: Projects, Skills, and live tool integrations all run inside the chat experience.
Best for: Live questions about work happening right now. "Pull every email from USAA this week and tell me what they're worried about." "Read the Asana board and draft a status update."
Why it matters: This is where Claude becomes a colleague, not a chat partner.
Best for: "Read every recap in this folder and tell me what consistently went wrong." "Pull the total budget across all 2025 programs." "Rename every file in this folder to match our convention."
Honest take: It looks like a dev tool because it is one — but the moment you ask it to read 80 post-event recap PDFs and find the three things every client complained about, you stop caring.
Which one to open, when
| Task | Open this | Why |
|---|---|---|
| Quick draft of an email | Chat | 30 seconds. Don't overthink it. |
| Email for a repeat client | Project Chat | The Project knows the client and the voice already. |
| Concept ideas for a program | Project Chat | Use a Skill, not a blank chat (see Tab 04). |
| Pull tasks from Asana | Project Chat | Asana integration runs there. |
| Build a deck content + outline | Project Chat | Build content first. Hand off to PowerPoint last. |
| Build the actual PowerPoint file | Cowork or Chat with PowerPoint MCP | Cowork operates the file. |
| Organize and rename a shoot folder | Cowork | Repeatable file work. Cowork's strength. |
| Update a budget spreadsheet | Cowork | It opens Excel and edits live. |
| Read 80 PDFs and find a pattern | Code | Volume work. Worth the dev-tool look. |
| Something quick you'll throw away | Chat | Low-stakes. Don't formalize it. |
Chat is for thinking. Cowork is for doing. Code is for volume. If you only learn Chat + Cowork, you'll get 90% of the value.
Projects: A Workspace That Already Knows You.
A Project is the single biggest difference between using Claude as a chatbot and using it as a teammate. Once you understand Projects, the rest of this primer makes sense.
What a Project actually is
A Project is a persistent workspace in Claude that holds reference files, follows custom instructions, and remembers context every time someone opens it. Think of it as a team member who already knows the client, the brand, the tone, and how you work — without you re-explaining anything. Every chat you start inside a Project picks up all of that automatically.
Concretely, a Project contains:
- Knowledge files. PDFs, Word docs, markdown — uploaded once. Brand guidelines. Past SOWs. Team roster. The working brief.
- Custom instructions. A persistent system prompt. "You are a creative strategy partner for this client. Always write in this voice. Never use marketer vocabulary."
- Skills. Saved workflows that anyone in the Project can run on demand (more in Tab 04).
- Connected tools. Asana, Slack, Notion, etc. — wired in once, used in every chat.
- The chats themselves. Every conversation lives inside the Project, with the Project's context loaded automatically.
How I use Projects
Right now I'm running 11 active Projects on the Claude Teams plan. The pattern I've landed on:
| Project | Purpose |
|---|---|
| One per active client | Brand guidelines, past work, current programs, voice. Anyone on the account team can be added. |
| One per major internal initiative | "RedPeg AI Onboarding," "Creative Pricing Guide," "RedPeg Brand 2026," etc. |
| One personal "everything" Project | My voice profile, target companies, side ventures, polymath patterns. The most-loaded sparring partner I have. |
| One "Career Brain" Project | Live job search, target roles, pipeline. Different scope from the personal one. |
The "never re-brief" payoff
Inside a properly-loaded client Project, I don't re-explain anything. I open a chat and say: "Draft a status update for the activation. Two weeks out. Renders approved. Waiting on fab quote." The Project knows the client, the brand voice, the relationship, and what was discussed last week. The output is right on the first pass — not the third.
The "upload once, follow forever" payoff
The most common complaint about AI at any agency: "it doesn't know our brand. Wrong tone. Generic language. Off-brand copy." That's because nothing was loaded. Upload brand guidelines to a Project once, and Claude follows them on every response in that Project — tone, naming conventions, approved language, legal restrictions. Brief it once. It holds permanently.
Sharing a Project
When I say "share a Project," I don't mean send a file or copy a link. Sharing in Claude means giving someone access so the Project appears directly in their Claude account — like adding someone to a shared Google Drive folder. They open Claude, the Project is in their sidebar. No attachments. No download. Nothing to forward.
What's shared vs. private
| Inside a Project | Shared? | Notes |
|---|---|---|
| Project instructions | Yes | All members get them automatically. |
| Uploaded files (briefs, brand) | Yes | Shared with everyone in the Project. |
| Skills | Yes | Available to every member. |
| Connected tools (Asana etc.) | Yes | Connections persist project-wide. |
| Individual chats | Private | Each member's chats are private to them by default. |
| Cowork automations | No | Local to the machine where Cowork is installed. |
The .md file pattern (a preview)
One of the highest-leverage habits I've built: I write the Project's "memory" as a folder of .md files (markdown), not as Word docs or Google Docs. Markdown is plain text. Claude reads it cleanly. Headings work as structure. Wikilinks ([[Like This]]) cross-reference between files.
I'll go deep on this in Tab 05 — but for now: your future Project knowledge base should be markdown files in a folder, not a stack of PDFs.
Skills Teach Claude Your Way of Working.
A Skill is a tiny packaged instruction set you drop into a Project. Once it's there, anyone in that Project gets the same output quality without re-briefing. Integrations are how Claude reaches into your real tools to do real work. They're related — but different jobs.
What a Skill is
A Skill is a saved instruction set that teaches Claude a specific workflow — methodology, tone, output format, decision logic — for a recurring task. Drop it into a Project once; everyone in the Project gets the same behavior automatically, every time.
Examples I've built or installed for the RedPeg team:
The point isn't the specific skills. The point is the pattern: anything you do more than three times — package it as a Skill. Now everyone gets your best version of it, not a generic AI version.
What an Integration (MCP) is
An Integration is a live connection between Claude and an external tool. Claude doesn't just describe what's in Asana — with the integration on, Claude reads tasks, updates records, posts comments in real time. The technical standard powering this is called MCP (Model Context Protocol). You don't need to know how it works. You just need to know that "MCP" means "Claude can reach into this tool."
What's wired into RedPeg's Claude account today:
- Asana — pull task lists, status, due dates, build workbacks
- Slack — search channels, summarize threads, draft replies
- Notion — read pages and databases
- Microsoft 365 — Outlook, Teams, SharePoint, OneDrive (live)
- Google Drive — read documents, sheets, folders
- Web search — real-time, for live pricing and current research
The mental shift: "I have a question about Asana" stops meaning "open Asana" and starts meaning "ask Claude." The work is the same. The interface gets thinner.
Custom MCP servers — where this gets interesting
The standard's open. Anyone can build a custom MCP server that exposes any data source to any Claude surface. I built one for my Brain vault. It exposes 11 tools: brain_search, brain_read, brain_voice_profile, brain_idea_append, etc. Now in any Claude session I can ask "what did I say about Openbank F1 last quarter?" and Claude reads straight from my vault.
{
"mcpServers": {
"brain": {
"command": "/opt/anaconda3/bin/python3",
"args": ["/Users/ryan/Desktop/Brain/Tools/brain_mcp.py"]
}
}
}
That's the entire config. Drop it in ~/.claude.json, restart, and you have a personal-knowledge MCP. The same pattern works for any internal data store — a CRM, a private wiki, a Postgres database. It's the most powerful and most underused feature of the whole system.
Skill = teaches Claude how to think and respond. Lives in a Project.
Integration / MCP = lets Claude reach into a tool and take action. Lives at the account or app level.
Plugin = not a Claude word. If you used ChatGPT plugins, MCP integrations are the grown-up version.
The Brain: My Life as Markdown.
This is the part most people don't do — and the part that 10x's everything else. Over the last year I rebuilt my entire working memory as a folder of plain-text markdown files. Claude reads them. The Brain is the source of truth. Everything downstream — Projects, Skills, scripts — points at it.
This whole tab is the destination, not the starting line. Don't try to set up a Brain on day one. Watch the AI Edges videos first (Tab 10). Get comfortable with Settings, Projects, and one Skill. The Brain is what you build around month three, when you've felt the friction of "where does this live?" enough times to want a real answer.
When you're ready, we'll figure out where your .md files actually live — most likely a synced OneDrive or SharePoint folder so it's accessible to both Claude Cowork on the desktop and a shared Claude Project for the team. I'll set this up with you when the time comes; don't worry about it now.
Why markdown
Word docs and Google Docs are bad for AI. They're heavy, they have layout bloat, they don't cross-reference, and they break version control. Markdown is plain text. Light, fast to read, easy to diff, parses cleanly into Claude. Headings (#, ##) become structure. Wikilinks ([[Like This]]) become cross-references. Frontmatter at the top becomes metadata Claude can filter on.
Once your most important reference material is in markdown, you can:
- Upload it directly into a Project's knowledge.
- Point Claude Code at the folder and ask questions across the whole thing.
- Expose it via MCP so any Claude session reads from it live.
- Edit it in any text app (Obsidian, VS Code, plain TextEdit) — no lock-in.
How my Brain is structured
Brain/
├── Home.md ← table of contents
├── How to Use Your Brain.md ← orientation
├── Personal/
│ ├── Career/ ← target companies, applications, portfolio
│ ├── Projects/ ← side ventures (Lantern & Fox, Curio, etc.)
│ ├── Insights/ ← Polymath Map, How You Work, Your POV
│ ├── Ryan OS.md ← synthesis of 3,346 conversations
│ └── Skill Map.md
├── RedPeg/
│ ├── Projects/ ← 10 active projects (each a folder)
│ ├── Clients/ ← 24 per-client pages
│ ├── Team/ ← Roster with Asana GIDs, AI adoption curve
│ ├── Strategy/ ← brand vision, voice, operating model
│ └── Operations/ ← Utilization, HR, Office
├── Shared/ ← voice profile, custom instructions, idea bank
├── Tools/ ← Python scripts + Claude Skills
├── Archive/ ← 3,346 historical conversations (tagged + linked)
├── _raw/ ← script cache (machine food)
├── _share/ ← outbox for PDFs & HTML I send out
└── _upload/ ← pre-packaged Claude Project bundles
The numbers
| Stat | Count |
|---|---|
| Historical conversations (Claude + ChatGPT) | 3,346 |
| LLM-enriched with summaries + rich tags | 572 |
| Active Claude projects | 11 |
| Auto-built client pages | 24 |
| Activation concepts catalogued | 216 |
| "What if" ideas extracted | 1,564 |
| Skill areas mapped | 14 |
The naming convention (this is half the work)
The dirty secret nobody tells you: Claude is only as good as your file names. If your folder looks like final_v3.pptx and Deck_REAL_FINAL.pptx and notes (1).docx, Claude struggles — not because it can't read the files, but because it can't tell which is which without opening all of them.
The pattern I use: client, date, program, doc type, separated by underscores.
Nike_2026-05_CVTS-EHQ_Recap.pdf
Marriott_2026-02_SnowLeague_Budget-v2.xlsx
USAA_2026-03_Activation_SOW.docx
Meta_2026-Q1_StatusUpdate_Notes.md
Why this order:
- Client first — everything for a client sorts together. Claude knows the context without you saying it.
- Date next (YYYY-MM) — chronological sort. Year-month, always. Computers don't know months — they know numbers.
- Program name — so you can tell the Snow League from the Bonvoy Moments pilot.
- Doc type at the end — Brief, Budget, SOW, Recap, Deck, Notes. One word. Same word every time.
Four tokens. If you name a file that way, you can find it in three seconds — and so can Claude. A file in the right folder with the right name is already half-searched.
Frontmatter — metadata Claude can read
Every meaningful markdown file in my vault starts with a few lines of YAML frontmatter:
---
title: "Nike CVTS"
type: client
status: active
captured: 2026-04-16
updated: 2026-04-25
tags: [nike, automotive, ehq, activation]
---
This is the part most people skip. It's also the part Claude uses most. "List every active client." "What did I update this week?" "Show me everything tagged 'pricing'." Frontmatter makes those queries trivial.
Take one folder you actually use — the most active client, the most recent project — and rename twenty files using the pattern. Move them into 4-5 subfolders (Briefs/, Budgets/, Recaps/, Decks/, Notes/). Then point Claude at it and ask one question. The answer will be either great or bad — and if it's bad, it's because your files aren't labeled yet. That's feedback, not failure. Fix two more files. Ask again.
Cowork Is Where Chatting Becomes Engineering.
If Tab 03 was the workspace and Tab 04 was the toolbox, this tab is the worldview. Cowork (and the Brain pattern, and MCP servers) is where you stop chatting with AI and start building systems on top of it. This is where the leverage is.
The mental flip
Chatting is one input → one output. You ask. It answers. The transaction ends.
Systems are inputs that compound. Once you've taught Claude how to do a thing once, the next person doesn't need to teach it. Once you've pointed Claude at a folder, you don't need to re-point. Once you've packaged a Skill, the methodology doesn't drift.
The models are extraordinary. The bottleneck is the mental model people bring to them. — Something I've said too many times to count
Three system patterns I run today
1. The Morning Briefing
Every morning, I run a single command. Claude pulls live data from:
- Asana (today's creative-board tasks, OOO/travel from the Creative Calendar)
- Slack (overnight activity in client channels)
- Outlook (overnight client emails)
- Teams (overnight DMs and channel activity)
...and produces a VP-level dashboard as an HTML file: plain-language summary, day-by-day stand-up view, anything urgent flagged. The whole thing is a Skill. The Skill takes about 90 seconds to run. Doing this manually used to take me 45 minutes and I'd still miss things.
2. The Pitch Accelerator
One Python script in Tools/pitch_accelerator.py. Pass it a brief in plain English. It produces a starter pitch deck — outline, key points, named concept, 3-5 activation ideas pulled from the 216 catalogued in my Activation Library, sample slides — saved as an HTML file in _share/pitches/. It's not the final deck. It's the equivalent of getting an associate strategist to do a 4-hour first pass before you sit down with it.
3. The Brain MCP
Already covered above (Tab 04). The Brain vault is exposed to every Claude surface I use — Desktop, Code, Cowork — through one MCP config. Search, read, append. Idea capture goes back into the vault. Daily logs go back into the vault. The vault stays alive.
Why this is the real unlock
None of the three patterns above is conceptually advanced. They're all just "do the thing once, save it, run it again." The difference is mindset:
| Chatting mindset | Systems mindset |
|---|---|
| "Let me ask Claude this question." | "How would I have Claude do this every Monday?" |
| "I'll paste the brief in." | "The brief lives in a folder. Point Claude there." |
| "I told Claude my voice rules." | "My voice rules are in a Skill. Claude follows them by default." |
| "This conversation went well — let me copy it." | "This conversation went well — let me package the methodology." |
| "I'll re-explain the project to Claude." | "The Project knows the project." |
The architecture, drawn rough
┌─────────────────────────────┐
│ THE BRAIN (vault) │
│ markdown + YAML metadata │
└─────────────┬───────────────┘
│
┌───────────────────┼───────────────────┐
│ │ │
┌─────▼──────┐ ┌─────▼──────┐ ┌─────▼──────┐
│ MCP │ │ Projects │ │ Skills │
│ (live read)│ │ (knowledge)│ │ (workflow) │
└─────┬──────┘ └─────┬──────┘ └─────┬──────┘
│ │ │
└───────────────────┼───────────────────┘
│
┌───────────────┼───────────────┐
│ │ │
┌───▼───┐ ┌───▼───┐ ┌───▼───┐
│ Chat │ │Cowork │ │ Code │
└───────┘ └───────┘ └───────┘
The model on its own is a brain in a jar. The architecture around it — Brain → Projects → Skills → Surfaces — is what makes it useful at the speed I work.
Most people who plateau on AI plateau because they keep using it as Chat. The graduation move is realizing you can save, share, and run what works — turning a one-off conversation into infrastructure. That's the difference between "I use AI" and "I work in an AI-first system."
What's Actually Running In My World Right Now.
Concrete is more useful than theoretical. Here's what's actively shipping or running through Claude in my day-to-day in April 2026 — agency, personal, and side ventures.
Inside RedPeg
redpeg-morning-briefing. Bundled with the 15-skill Cowork pack.On the personal side
What it doesn't do
Worth saying plainly because the temptation runs the other way:
- Claude doesn't send a client email without me reviewing it. Ever. It drafts; I send.
- Claude doesn't make a pricing decision. It pulls every past SOW and tells me what we charged. I decide what to charge next.
- Claude doesn't replace thinking through a creative problem. It's a research layer and a first-draft layer. The thinking is still mine.
- Claude doesn't understand a client relationship the way I do. It reads the files. It doesn't sit in the room.
Two Curves. One Macro, One Personal.
There's a curve we're all on (the one AI is climbing right now), and a curve you're on (the one your personal use is climbing). Both are exponential. Both feel slow until they don't. This tab explains both.
Part one — start with a penny
The classic thought experiment: would you rather take $1 million today, or a penny that doubles for 30 days?
Are we on day 10 of AI, or day 20?
The honest answer: somewhere between 17 and 22. The first decade of useful AI happened in 2023-2024. The compounding stretch is happening now. The last 10 days of the penny — where 99.9% of the value lands — is the back half of this decade. Anyone treating AI like a tool to learn "eventually" is treating it like a day-10 problem when it's actually a day-20 problem. The ramp from "interesting" to "industry-defining" is shorter than every previous tech curve we've lived through.
I built a live site that walks through both halves of this — the macro curve and the on-ramp into AI itself. It's the RedPeg Curiosity Catalog, and it's the single best place to send anyone who wants the visual, scrollable version of everything in this primer:
red-peg-curiosity-catalog.vercel.app
Same content as this primer, but as a scrollable site with charts, animations, and a guided ramp. If you read nothing else, open this on a laptop. Both the curve and the onboarding flow live there.
For now, the takeaway is short:
It's the cheapest version of it you'll ever pay.
— What I tell every person at RedPeg who says "I'll get to it next quarter"
Part two — the personal adoption curve
Inside the macro curve, you're on a smaller, personal one. From an empirical analysis of 3,346 of my own AI conversations spanning January 2023 through April 2026 — not theory, observed behavior. This is the framework I use when I onboard people at RedPeg. It maps where you are and what the next move is.
Tell: You open a tab, type, get an answer, close it.
Volume: High. Value per session: low.
Tell: You're pasting in briefs, giving feedback, iterating toward something better than either of you started with.
Tell: Someone asks "do you use AI?" and you have to think about it.
Tell: You're building templates, Skills, MCPs.
The data behind it
| Phase | Style | Value/Session | Timeline |
|---|---|---|---|
| 1. Discovery | 2-4 exchanges, one-shot | Low | Weeks 1-4 |
| 2. Partnership | 8-15 exchanges, iterative | Medium-High | Months 2-6 |
| 3. Integration | Varies, task-dependent | High (invisible) | Months 6-12 |
| 4. System Builder | Deep, multi-session arcs | Multiplied across team | Year 1+ |
Total volume goes down. Value per session goes up. Fewer conversations, deeper engagement, higher leverage.
What gets people stuck
Most people plateau at Phase 1 because the mental model is wrong. They treat AI like a vending machine (insert question, receive answer) instead of a colleague (brief, collaborate, iterate).
Stop asking AI questions. Start briefing it like a smart person who just joined your team and needs context.
The one-thing challenge
Pick one recurring task you do every week. Use Claude for that one task, every time, for two weeks. Not everything. One thing. The repetition is what builds the muscle that gets you from Phase 1 to Phase 2.
For you, given your old role, candidates would be:
- Weekly client status drafts — Claude reads your notes, drafts the update, you edit and send.
- Inbox triage — Claude reads overnight email, ranks by urgency, drafts replies for the obvious ones.
- Pre-meeting prep — Claude reads the last three call recaps and surfaces every open question you haven't closed yet.
- Recap cleanup — paste raw notes, get back something sendable.
Pick the one that itches the most. Run it for two weeks. Then we talk about Phase 3.
This isn't about climbing for its own sake. Phase 1 is fine if your work doesn't require leverage. But for anyone running programs, leading teams, or trying to ship more than one person's output — staying at Phase 1 is a structural cap. The work comes in faster than you can answer it. You can't hire your way out of that anymore.
Where to Look When You're Ready For More.
Everything I've referenced, plus the team-side resources I've built at RedPeg, plus the live places to stay current. Some of these are RedPeg-internal — I'll get you access. Some are public; just click through.
Start here — the live site
The RedPeg onboarding pack (PDFs)
These are the live materials we ship to new RedPeg PMs. Probably the cleanest single set of references in this whole primer. I can email you the PDFs directly — they're all in _share/ on my end.
The HTML companion piece
Live tools you can poke at
YouTube — handpicked from our "AI Edges" Teams channel
The five videos I've shared in our "AI Edges" Teams channel that I'd actually want you to watch. Listed roughly in the order I'd watch them. Click through; titles are mine.
The technical setup (for whenever you want to go deeper)
The starter pack — if you do this in order
- Read this primer end-to-end. Pick one tab to re-read tomorrow.
- Download Claude Cowork on whatever your current daily-driver laptop is. Free with any Claude plan.
- Make one Project. Doesn't matter what. Upload three files you actually use. Add one paragraph of custom instructions.
- Pick one recurring task. Use the Project for that task, every time, for two weeks (the one-thing challenge from Tab 08).
- When that's working, install one Skill. CCO Deck Review or Grill-Me are both good starters.
- When that's working, look at MCP. Hook Claude into Outlook or your calendar. The morning briefing pattern starts here.
- By month three, you're at Phase 3. Then we talk about building your own Brain.
Any of this — confusing, intriguing, want to try, don't want to try — text me. I built most of this infrastructure for the RedPeg team and would happily walk you through any piece of it on a 30-minute call. Easier to show than to write. The writing is just so you have somewhere to point back to.
— Ryan