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Your Quick Reference for Claude at DC CAP

Enterprise AI Leadership Pilot · April 2026

Three Steps Before Your First Claude Session Complete during onboarding week (April 6–10). Then join lunchtime office hours to discuss, collaborate, and get started.

1. Review This Guide and AI Governance Framework

Read the six sections below and the AI Governance Framework. Together they cover how Claude works at DC CAP — interfaces, files, skills, data handling, approved use cases, and responsible use.

2. Take the Pre-Launch Assessment

Complete the AI Fluency Assessment. Takes about 8 minutes. Captures your baseline so we can measure growth. Includes a governance acknowledgment.

3. Complete Two Courses

Finish two free Anthropic Academy courses: Claude 101 (basics of working with Claude) and AI Fluency for Nonprofits (4D framework for mission-driven work). Both earn certificates.

Chat, Cowork & Code

Chat

claude.ai

Your everyday workspace

  • Quick drafts
  • One-off research
  • Brainstorming
  • Personal analysis
How to access: claude.ai with DC CAP credentials

Key feature: Conversations are private by default. Use Projects (Section 2) for shared work.

"Think of Chat as your personal thinking partner."

Cowork

Desktop App

Your power tool for deliverables

  • Formatted documents (Word, PPT, Excel, PDF)
  • DC CAP Skills
  • Connectors (Monday.com, Canva, Google Drive)
  • Complex multi-step workflows
How to access: Claude Desktop App → toggle "Cowork" mode → select a working folder

Key feature: Claude creates actual files, not just text. Skills encode DC CAP's organizational knowledge.

"Think of Cowork as your production studio."

Code

CLI

For technical teams

  • Software development
  • Data engineering
  • System automation
Note: The Innovation Hub uses Code for building Skills, multi-agent workflows, and data pipelines. Most staff will work in Chat and Cowork. Code is here so you understand what's possible across the organization.
How We Work Together

Three Layers of Collaboration

Claude Enterprise gives DC CAP three collaboration layers. Each one serves a specific purpose, and understanding these layers is the foundation for working effectively as a team.

Layer 1: Projects — Where Your Team Thinks Together

This is your collaboration center.

A Project is a persistent shared workspace. Every conversation inside a Project starts with the same organizational context — DC CAP's policies, your team's guidelines, reference documents, past work. Claude remembers all of it across every conversation, so you never re-explain who DC CAP is or what your program does.

Your teammates can see conversations in the same Project, continue work someone else started, and build on each other's outputs. When you upload a document to a Project's knowledge base, every team member's Claude conversations benefit from it immediately.

What goes here: Program documentation, grant templates, evaluation frameworks, policy references, student success protocols, strategic plans — anything your team references repeatedly.

Layer 3: SharePoint — Where Final Work Lives

This is your archive and version control.

Once a deliverable is ready for team review or final distribution, move it to your team's SharePoint folder. SharePoint provides co-authoring, comments, version history, and access controls. It is where finished documents get stored, shared externally, and maintained over time.

What goes here: Finalized documents, approved communications, board materials, anything that needs version history or external sharing.

Projects hold your team's knowledge. Cowork produces your deliverables. SharePoint stores your finished work.

How Files Move Through the System

Start a conversation
in a Project
Open Cowork
to produce files
Review output in your
working folder
Move final version to
SharePoint

Many tasks stay entirely within Projects or Cowork. You only move to SharePoint when a deliverable is ready for team review, external sharing, or archival.

Your Working Folder

When you open Cowork, it asks you to select a folder on your computer. This is your working folder — a dedicated space where Claude saves files during a session.

Create a folder like Claude_Working on your Desktop. Point Cowork at this folder every session. When a file is finished, move it to SharePoint or wherever it belongs. Keep the working folder clean.

Your working folder is a scratchpad. SharePoint is the archive. A Claude conversation is the log of how you got there.

When to Use What

Quick question or brainstorm? Chat — fast, no setup needed
Working on DC CAP tasks that need org context? Project — Claude already knows your program, policies, and team context
Need a file (doc, deck, spreadsheet, PDF)? Cowork — produces real files in your working folder
Need Monday.com, Canva, or Google Drive? Cowork + Connectors — bridges Claude to external tools
Deliverable ready for team or external review? SharePoint — version history, co-authoring, access controls

Quick Start: Your First Team Collaboration

Once you complete all three prerequisites and receive your Claude Enterprise credentials, here is what your first session looks like:

Where Your Files Live

This is CRITICAL operational content.

Rule 1: Your Cowork Working Folder is a Production Area

When Cowork asks you to select a folder, choose a dedicated working folder. This folder is where Claude saves files during a session. It is a workspace, a scratchpad.

DO:
  • Create a folder like Claude_Working on your desktop or in a temporary location
  • Move finished files OUT of this folder to their permanent home
DO NOT:
  • Point Cowork at your Documents folder, Downloads folder, or any folder containing important current files
  • Treat the working folder as long-term storage

Rule 2: SharePoint is Your Archive

After Claude generates a deliverable, save it to the appropriate SharePoint subfolder. This is where version history lives, where your team collaborates, and where the final product is stored.

Recommended structure:

[Team SharePoint] > AI Drafts > [Project Name]

Example: Student Success > AI Drafts > Spring 2026 Student Comms

"Create an 'AI Drafts' subfolder in your team's SharePoint. This keeps AI-generated work organized and separate from finalized documents."

Rule 3: Claude is Not Version Control

"A Claude conversation is a log of a working session. It is a record of how you got to a draft. It is not a document archive. If you need to find the latest version of something, go to SharePoint."

Visual Summary

Location Purpose Persistence
Cowork Working Folder Active production Temporary — clear regularly
SharePoint AI Drafts Draft storage & collaboration Permanent — version history
Claude Conversations Session logs Searchable but not archival
Organizational Intelligence at Your Fingertips
Skills are pre-built expert workflows in Cowork that encode DC CAP's organizational knowledge — voice, framing rules, document formats, and policy accuracy. You don't activate them manually. Describe what you need in natural language, and Cowork detects the right Skill automatically.
Communications
Student Outreach 18 scholarship cycle touchpoints
Counselor Outreach 5 official counselor email series touchpoints
Partner Outreach 7 university partner journey touchpoints
Situational Email Responses to inbound student/family inquiries
Escalation Tiered response for contested decisions
Email Writer Preston's voice for any email
Analysis & Data
Scholar Data (sf-demo-data) R scripts for Salesforce scholar dataset
Data Interpreter Correct baselines, framing, benchmarking
Research with Confidence Evidence-grounded findings with source evaluation
Documents & Presentations
Board Deck Quarterly Board of Directors presentations
Executive Summary BLUF structure, decision-ready summaries
Funder Framing Grant-ready arguments by funder type
Organizational Knowledge
DC CAP Org Intelligence Verified outcomes, strategic priorities
DC CAP FAQ Policy lookup and response drafting
DC CAP Brand Colors, fonts, voice for all materials
Quality Assurance
Adversarial Audit Multi-agent review from 3-4 expert lenses
Challenging Thinking Fast counterargument in 60 seconds
Checking Communications Policy accuracy + voice + brand validation
Operations
Monday Project Manager Project planning and board setup
Missing Receipt Affidavit PDF form completion
Pro tip: The more specific your request, the better the Skill performs. "Write an email to students" works. "Write the March scholarship deadline reminder to juniors who haven't submitted their FAFSA yet" works much better.
You Own Your Team's AI Use
Every team leader in this pilot is the governance owner for their functional area's AI use. This means you are responsible for ensuring your team's Claude interactions meet DC CAP's standards for data security, output quality, and responsible use.
YOU Responsible Use Diligence Output Quality Discernment Data Security Delegation

Responsible Use

  • Iterate on outputs before finalizing
  • Own your final product fully
  • Disclose AI involvement when appropriate

Output Quality

  • Evaluate accuracy of every output
  • Review for bias and blind spots
  • Check against DC CAP policy

Data Security

  • Classify data before uploading
  • Never share Tier 1 restricted data
  • Follow the governance framework

Click any ring to explore responsibilities

Your choices protect DC CAP scholars and families

Three Governance Responsibilities

Data Security (Diligence)

Know the four-tier data classification framework:

Tier 1 Restricted (Red)

Student PII, FERPA-protected data — NEVER upload to Claude

Tier 2 Sensitive (Gold)

Internal financials, HR data, draft strategy — upload only with approval

Tier 3 Internal (Purple)

Internal comms, project plans, process docs — OK for Claude with judgment

Tier 4 Public (Navy)

Published reports, website content, public data — always OK

"When in doubt, classify one tier more restrictive than you think."

Output Quality (Discernment)

"Every AI-generated output that leaves DC CAP must be reviewed by a human before it is sent."

Pre-send checklist:

  • Is the content factually accurate?
  • Does the tone match the audience?
  • Is the data framing correct?
  • Would you sign your name to this?

"Claude drafted it. You own it."

Responsible Use (All 4Ds)

"AI fluency includes knowing when to use AI and when to do the work yourself."

Use AI for:

  • Drafting
  • Analysis
  • Research
  • Formatting
  • Brainstorming
  • Quality review

Use human judgment for:

  • Final decisions
  • Sensitive communications
  • Anything involving student welfare
  • Performance evaluations
  • Legal or compliance determinations
Escalation path: If you encounter a situation where you're unsure whether Claude use is appropriate — a data classification question, an output you're not confident about, a use case that feels like it's in a gray area — escalate to the Innovation Hub (Preston Magouirk). The pilot is designed to surface these edge cases. Flagging them is expected.
Key Terms
1

Hallucination

When Claude confidently states something that isn't true. Like when a person misremembers a fact. Always verify Claude's factual claims, especially names, dates, statistics, and specific details. This is why the review step matters.

2

Context Window

How much information Claude can hold in one conversation. Think of it as how many pages Claude can read at once. DC CAP's Claude instances have a large context window, so you can include substantial documents without worrying about length.

3

Prompt

Your question or instruction to Claude. Clearer, more specific prompts produce better outputs. "Summarize this document" is weaker than "Summarize this document focusing on key findings for a funder audience." Details matter.

4

Iteration

Revising your request based on what Claude gives you. "Make this shorter." "Add an example." "Rewrite this in a more conversational tone." This is how you get good results. Iteration is where fluency develops.

5

Skills

Pre-built instructions that encode DC CAP's organizational knowledge. They activate automatically when you describe your task. Example: our "funder-framing" skill knows DC CAP's voice, evidence standards, and target audiences. You write what you need; the skill shapes how Claude responds.

6

Token

A small unit of text Claude processes. You don't need to worry about this—Claude handles it automatically. Tokens are how we count language processing, but from your perspective, just think about the length and complexity of what you're asking.

The Rules of the Road
1

Classify Before You Upload

Every piece of data has a classification. Check it before sharing with Claude. If it contains student names, grades, financial details, or any PII, it is Tier 1 Restricted and does not go into Claude. When in doubt, ask.

2

Review Before You Send

AI-generated output is a first draft. It requires human review for accuracy, tone, policy compliance, and audience fit. The review is the work. Skipping it is the risk.

3

Disclose When Relevant

When AI contributed meaningfully to a deliverable shared with external audiences (funders, partners, the public), note the AI's role. Internal work products do not require disclosure unless your team lead requests it.

4

Iterate, Don't Accept

The first output from Claude is rarely the best output. Push back. Refine. Ask Claude to try again with different constraints. Iteration is where fluency develops. Accepting the first draft is where bad habits form.

5

Own What You Publish

Your name goes on the output, not Claude's. You are accountable for factual accuracy, data framing, tone, and policy compliance of everything that leaves your desk, regardless of how it was produced.

Finished reviewing? Mark this guide complete: