Free · Dashboard BuilderGet yours→
Back to playbook
15 handouts · Team · Multi-Industry / Cross-Functional · Stage 1
Free Playbook · CentraOps

Company AI Day

Personalized for: Multi-Industry / Cross-Functional · Small Team (5-25 people) · Stage 1: Unaware

This packet contains everything you need to run your own AI Day:

  1. Facilitator Script
  2. Use-Case Checklist
  3. Should I Use AI for This?
  4. Pre-Work Survey
  5. Workflow Capture Worksheet
  6. What I Learned
  7. Leadership Recap Template
  8. ROI Calculator
  9. 30-Day Roadmap
  10. Prompt Library
  11. AI Vocabulary Cheat Sheet
  12. Tool Stack Map
  13. Free-Tier Quick Reference
  14. AI Usage Policy Template
  15. How This Compares to Other Free Workshops

Print one copy of each. Distribute Pre-Work Survey 3 days before. Bring everything else to the day.

Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Facilitator Script

Read this aloud to your team through the day. You don't need to be an AI expert. You need to keep the energy steady, hold space for build labs, and capture wins.

Opening (9:00 AM)

"Today we're spending one full day learning what AI can actually do for our work. By the end, every one of us will have built something useful. Not theory. Not a webinar. Real workflows that save time starting next week."

"Three ground rules. One: there are no dumb questions today. Two: it's okay if your first prompt fails — that's the point. Three: at the end, we share what we built."

Foundations (9:30 AM)

"AI is good at repetitive language work, summarizing, drafting, restructuring. It's bad at things requiring fresh judgment, current data it wasn't trained on, or anything where a wrong answer costs us a lot. We're going to lean into the strengths today."

Demo the same prompt two ways. Bad: "write me a client email." Good: a specific prompt with role, goal, voice, constraints, length. Show the difference.

Workflow Mapping (10:30 AM)

Pass out the Use-Case Checklist. "We're going to spend the next hour identifying the work that piles up, takes too long, or that everyone dreads. Score each one. We'll pick 3-5 to actually build during the build labs."

Build Lab 1 (11:30 AM)

Stage 1 focus: Each person builds one prompt that saves them 30 minutes this week.

"Pick one workflow from the top of your scored list. Use the prompt pack for inspiration. Build it. Test it. Document what you did in the Workflow Capture Worksheet. I'll come around to help."

Lunch + Recap Prep (12:30 PM)

Eat together if possible. Have 2-3 people show what they built. Capture quotes for the Leadership Recap.

Build Lab 2 (1:15 PM)

"Refine what you built. Document it for someone else on the team to use. If Lab 1 was easy, build a second one. Pair across roles if you can — different perspectives improve prompts."

Team Demos (2:45 PM)

Five minutes per group. Each demo covers: the workflow problem, the AI-assisted solution, estimated time saved, what's needed next.

Leadership Roadmap (3:30 PM)

Synthesize: quick wins (do this week), automation candidates (build next month), training gaps, governance needs. Use the Leadership Recap Template.

Close + Commitments (4:15 PM)

Round-robin. Each person says one AI habit they'll keep this month, one workflow they'll use, and one experiment they'll try. Capture in 30-Day Roadmap handout.

"Thank you for being here. We didn't just learn about AI today — we built with it. That's the difference."

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Use-Case Checklist

Score each potential AI use case. Pick the highest-scoring 3-5 to build during the build labs.

Impact: how much time/money saved (1-5). Ease: how easy to build (1-5). Risk: how risky if AI gets it wrong (1-5, lower is better). Total = Impact + Ease - Risk.

Use CaseImpactEaseRiskTotalBuild?
Meeting notes to action plan
Turn raw call notes or transcripts into owners, deadlines, follow-ups, and open questions — the meeting actually moves work after.
____________
SOP and training generator
Capture how a process is done today and convert it into a clean, repeatable SOP a new hire could follow on day one.
____________
Email response drafter (in your voice)
Generate first drafts of standard replies in your voice from sample emails — quick edits before sending, never auto-send.
____________
Internal knowledge / FAQ helper
Build a private GPT or Claude Project that answers staff questions from your handbook, policies, processes, and resources.
____________
Proposal / quote drafter
Generate first-draft proposals or quotes from a structured intake — your structure, your voice, flagged assumptions.
____________
Weekly status + voice-memo capture
Turn activity logs or a 5-minute voice memo into a clean weekly status update with owners, blockers, and next-week focus.
____________
Content + outreach pack
Cold outreach variants, social posts, presentation outlines, and document explainers — operator-grade drafts, not generic AI slop.
____________
Email drafting in your voice
Universal cross-industry workflow
____________
Meeting notes → action items
Universal cross-industry workflow
____________
SOP / process documentation
Universal cross-industry workflow
____________
Internal FAQ answering
Universal cross-industry workflow
____________
Research summarization
Universal cross-industry workflow
____________

Notes / additional ideas

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Should I Use AI for This?

Decision framework. Run any task through it before spending an hour trying to make AI do it. Saves more time than any prompt ever will.

Step 1 — Is the task suited to AI?

AI is GOOD atAI is BAD at
Drafting from a template or pattern
Summarizing long text
Reformatting / restructuring content
Brainstorming options
Translating between formats (notes → SOP, audio → text)
Reviewing for inclusion/exclusion criteria
First-pass research synthesis (with sources)
Prompting you to think (rubber duck)
Anything requiring fresh judgment about your specific situation
Current events / data after its training cutoff
Math beyond simple arithmetic (use a calculator / code)
High-stakes recommendations without verification
Specific facts you can't verify (dates, prices, citations)
Long-context recall (it forgets the start)
Replacing your taste, voice, or relationships

Step 2 — What's the cost of being wrong?

  • Low (internal draft, brainstorm): Use AI freely, light review.
  • Medium (internal decision, public-facing draft): AI drafts, you verify specifics, you decide.
  • High (client-facing, regulated, contractual): AI drafts, expert reviews EVERY specific, expert signs.
  • Very high (legal / medical / financial advice to a third party): AI may not be appropriate at all without enterprise tooling and an audit trail.

Step 3 — Am I using the right kind of AI?

  • One-shot text task → ChatGPT / Claude / Gemini chat
  • Same task repeatedly with shared context → Claude Project or Custom GPT
  • Connected to other apps (trigger → AI step → action) → Zapier / Make / n8n
  • Research with sources required → Perplexity
  • Slides / one-pagers / sites → Gamma / v0
  • Coding work → Cursor / Claude Code / GitHub Copilot
  • Multi-step autonomous work → an agent (and read Module 10 first)

Step 4 — Quick gut check before pasting

Is this safe to share with this AI tool? (See AI Usage Policy)
Have I given the AI enough context (role, goal, constraints, format, examples)?
Will I review the output, or am I about to send it without reading?
Do I know how I'll verify the specific facts in the output?

Step 5 — When the answer is "No, don't use AI"

Just do it yourself. Knowing where AI doesn't belong is half the value of this framework. The other half is doing more of what AI IS good at, on purpose.

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Pre-Work Survey

Send to every attendee 3 days before AI Day. Takes 5 minutes. Use answers to shape build labs.

Your role + work

1. What's your role?

2. Describe one task you do every week that takes longer than it should.

3. What's something you wish "ran itself"?

Your AI experience

4. Have you used AI tools (ChatGPT, Claude, Copilot, Gemini) for work?

Never    A few times    Weekly    Daily

5. What's worked for you?

6. What's been frustrating or weird?

What you want from AI Day

7. What's one thing you'd love to leave AI Day knowing how to do?

8. What concerns or questions do you want addressed?

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Workflow Capture Worksheet

Fill out one of these for every workflow you build today. Bring to demos.

Workflow name

What problem does it solve?

How does it work? (steps)

The prompt or agent setup (paste below)

Example input → expected output

Estimated time saved per week

What this needs to be production-ready (if anything)

Owner

Who else on the team should use this?

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

What I Learned

Take 10 minutes at the end of the day. The act of writing locks in the lessons. This is for you — keep it, share it, or photograph it for your manager.

Three things I learned about AI today

1.

2.

3.

One thing I built that I'm proud of

Where I struggled (and what helped)

One AI habit I'll keep this month

One thing I want to learn next

How AI fits in my role (in one sentence)

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Leadership Recap Template

Fill this out at the end of AI Day from the Workflow Capture worksheets. Hand to your CEO / leadership team.

The headline

One sentence: what happened today.

Quick wins (use this week)

Top 3 workflows worth productionizing

Estimated time savings

Per week: ____________    Per year: ____________    In dollars: ____________

Training gaps surfaced

Governance / policy needs

Top 3 risks to address

Recommended next investment

Implementation sprint (build top workflows)    Custom agent build    Ongoing AI ops support    More training

Recommended timeline

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

ROI Calculator

Fill this out at the end of AI Day. Real numbers. Most teams under-count by 50% because they forget the second-order effects (faster decisions, less context-switching, better quality).

Per-workflow time savings

Workflow you builtHrs/wk beforeHrs/wk afterHrs savedPeopleTotal/wk
 _______________
 _______________
 _______________
 _______________
 _______________
WEEKLY TOTAL HOURS:___

Convert hours to dollars

Blended hourly cost (salary + benefits + overhead): $________ /hr

Weekly hours saved (from above): ________ hrs

Weekly $ recovered: Hourly cost × hours saved = $________ /wk
Annual $ recovered: × 50 weeks = $________ /yr

Don't forget second-order savings

  • Faster decisions (fewer meetings, less waiting) — estimate hours: ____
  • Less context-switching (deeper work blocks possible) — estimate hours: ____
  • Higher-quality output (fewer revisions / errors / rework) — estimate hours: ____
  • Things you DIDN'T do before because they took too long — new value created: $____
  • Less burnout / better retention — qualitative but real: ____

What this paid for

Total annual recovery: $________
Tool cost (Claude Pro / ChatGPT Plus / Zapier / etc., per month × 12): $________
AI Day investment (DIY = $0; Live = $X): $________
Net annual recovery: $________

Payback period

Investment ÷ weekly recovery = ________ weeks to break even.

Use this number

Hand this to leadership. Hand it to yourself in 90 days when you're wondering if AI is "working." The math is the math.

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

My 30-Day AI Roadmap

Each person fills this out at the close of AI Day. Photograph it, slack it to your team, or stick it on your monitor.

Name

One AI habit I'll do daily

(e.g., draft my first email of the day with AI assist)

One workflow I built today and will use this week

One experiment I'll run by Day 14

One person I'll teach what I learned

What "success" looks like by Day 30

Check-in dates

Day 7: ____________    Day 14: ____________    Day 30: ____________

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Prompt Library — Universal — Cross-Functional

16 prompts pre-tested for universal — cross-functional. Edit the bracketed placeholders for your situation. Copy into ChatGPT, Claude, Gemini, or Copilot.

1. Meeting notes to action plan · Anyone

You will receive meeting notes or a transcript. Produce: (1) one-sentence summary, (2) decisions made, (3) action items as Owner — Action — Due, (4) follow-up topics, (5) open questions. Be conservative — if an owner or due date isn't specified, mark it as 'unassigned.' Do NOT invent owners or dates.

Notes: [PASTE]

2. SOP from interview · Operations

You are documenting a process as an SOP. Use only the information provided. Structure: trigger, owner, prerequisites, numbered steps with sub-bullets, decision points, tools, expected timing, handoffs, quality check. Output as Markdown. Flag anything that needs more detail to be reproducible.

Process interview notes: [PASTE]

3. Email draft (in voice) · Anyone

Draft an email response in my voice. My voice: [3-5 SAMPLE EMAILS or VOICE NOTES]. Goal of this email: [GOAL]. Recipient: [WHO]. Constraints: [CONSTRAINTS]. Length: [LENGTH]. Do NOT add 'I hope this finds you well' or other generic openers I never use.

Incoming email or context: [PASTE]

4. Customer FAQ answer · Customer service

You answer customer questions using only the company knowledge base provided. If the answer isn't in the knowledge base, say so and recommend escalation. Tone: helpful, direct, no fluff. Do NOT make up policy or pricing not in the knowledge base.

Knowledge base: [PASTE OR ATTACH]
Customer question: [PASTE]

5. Job posting drafter · HR / hiring manager

Draft a job posting for [ROLE] at [COMPANY]. Use the role intake provided. Structure: hook (1-2 sentences), what you'll do, what you'll bring, what we offer, how to apply. Avoid generic corporate language and gendered/coded language. Inclusive tone. Max 350 words.

Role intake: [PASTE]

6. Proposal / quote first draft · Owner / sales

Draft a first-pass proposal for [PROSPECTIVE CLIENT]. Use my company structure: (1) Understanding of the situation, (2) Approach, (3) Timeline, (4) Investment, (5) Next steps. Voice: confident, plain English, no jargon. Use only the data provided — flag any gaps in [BRACKETS]. Do NOT invent qualifications or case studies.

Client context: [PASTE]
Scope notes: [PASTE]
Pricing approach: [FIXED / HOURLY / HYBRID]

Max 800 words.

7. Weekly status update · Anyone

Draft this week's status update. Use only the activity log provided. Structure: headline (1 sentence), what shipped, what's in progress, blockers needing decisions, next week's focus. Tone: clear, accountable, no spin. If the week was slow, say so. Max 200 words.

Activity log: [PASTE]

8. Voice memo to action items · Anyone

I'm going to dictate a brain dump. Convert it into structured output: (1) what I'm trying to do (1 sentence), (2) decisions made vs still open, (3) tasks for me with rough timing, (4) tasks I need to delegate, (5) questions I need to answer, (6) one thing I'm avoiding that I should name.

Voice memo transcript: [PASTE]

9. Cold outreach drafter (B2B) · Sales / BD

Draft 3 variants of a cold outreach message to [PROSPECT]. Each variant should: (1) open with something specific to them (use the research provided, don't fabricate), (2) state one specific value I can offer, (3) make a low-friction ask. NO 'I hope this finds you well.' NO 'quick chat?' Max 80 words each.

Prospect research: [PASTE]
What I do: [PASTE]

10. Social media post pack (LinkedIn) · Anyone building presence

Generate 5 LinkedIn post variants from this raw idea. Mix formats: (1) personal story → lesson, (2) framework / list, (3) contrarian take, (4) question to spark conversation, (5) build-in-public update. Each: 100-200 words, no hashtag walls, opens with a hook line that makes me want to read more. Do NOT use 'Excited to announce' or other LinkedIn cringe openers.

Raw idea: [PASTE]
My voice notes: [PASTE]

11. Document explainer (plain English) · Anyone

Read this document and explain it in plain English. Structure: (1) what it is in one sentence, (2) what it actually says (bullets, no jargon), (3) what's surprising or important, (4) what I should DO based on this, (5) anything that's unclear and needs follow-up. Use only the document — don't fabricate.

Document: [PASTE]

12. Negotiation message drafter · Anyone

Draft a negotiation message. Goal: [WHAT I WANT]. Constraints: [CONSTRAINTS]. Style: professional, firm, collaborative. Avoid emotional language. Reference data where I provide it. Leave a clear opening for response. Max 200 words.

Deal context: [PASTE]
What the other side has said so far: [PASTE]

13. Presentation outline from idea · Anyone

Outline a [N]-minute presentation on [TOPIC] for [AUDIENCE]. Structure: hook, the one big idea, 3 supporting points (each with one example), one objection / counter, call to action. Keep it tight. List slides as: title, key bullet, image suggestion. Max 12 slides.

What I want them to walk away with: [PASTE]

14. Difficult conversation prep · Anyone (manager, founder, partner)

I have a difficult conversation coming up. Help me prep. Output: (1) the actual goal (vs my emotional goal), (2) opening line that names the issue without escalating, (3) 3 things they're likely to say and how to respond, (4) what success looks like vs what I'm trying to avoid, (5) my one boundary or non-negotiable. Tone: human, direct, accountable.

Context: [PASTE]

15. Pricing analysis · Owner / operator

Analyze whether to change pricing on [PRODUCT/SERVICE]. Use only the data provided. Output: (1) current pricing logic, (2) what's changed (cost, demand, competition, perceived value), (3) 3 pricing scenarios with rationale, (4) recommendation with confidence level, (5) how to communicate the change to existing customers.

Data: [PASTE]

16. Project debrief / retrospective · Anyone

Run a retrospective on [PROJECT]. Use only the data provided. Structure: outcomes vs goals, what went well, what didn't, why (root cause, not blame), 3 specific lessons (each actionable), recommendations for next time. Tone: honest, no spin.

Project data: [PASTE]
Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

AI Vocabulary Cheat Sheet

Every term covered in the curriculum, with a one-sentence definition. Print and post by the team's desks.

AI / Machine Learning / LLM
AI is the umbrella. ML is software that learns patterns from data. LLMs (Large Language Models) are a specific kind of ML trained on massive text to predict the next token. ChatGPT, Claude, Gemini are LLM-powered.
Token
The unit an LLM reads and writes. Roughly 1 token = 4 characters or 0.75 words. 'Hello world' is ~2 tokens. Pricing and context windows are measured in tokens.
Context window
How much text the model can hold at once (input + output). Modern models: 128K to 1M+ tokens. If your conversation gets too long, the model 'forgets' the beginning.
Temperature
Creativity dial (0 to 1). Low = deterministic, predictable, factual. High = varied, creative, weirder. Use low for compliance/legal, high for brainstorming.
Hallucination
When the model confidently states something untrue. Always possible. Mitigation: ground the model in real source documents and require citations.
Prompt
Your instruction to the model. The single biggest lever on output quality.
System prompt
The standing instruction that sets behavior across a whole conversation or project. Where you define role, voice, constraints, and rules.
RAG (Retrieval-Augmented Generation)
Letting the model search a private knowledge base before answering. How Claude Projects, Custom GPTs, and most internal AI tools work.
Fine-tuning
Training a base model on your specific data so it permanently learns your style. Powerful, expensive, rarely the right first move. RAG usually wins.
Agent
An AI that can take actions (search the web, use tools, write files, send emails) — not just answer questions. We cover this in Module 10.
Frontier models
The current top tier: Claude (Anthropic), GPT-4/5 (OpenAI), Gemini (Google). All are general-purpose, all are getting better monthly.
Open-weights models
Models you can download and run yourself: Llama (Meta), Mistral, Qwen, DeepSeek. Useful for privacy, cost, and customization.
Search-augmented LLMs
LLMs that browse the web for fresh info: Perplexity, Google AI Mode, ChatGPT search.
Multimodal
Models that handle text + images + audio + video. All frontier models are multimodal now.
Role + Goal + Voice + Constraints + Format
The five-part recipe. Tell the model who it is, what it's doing, in whose voice, with what constraints, and in what format. Use this once and you'll never go back.
Few-shot examples
Showing 2-3 examples of input → output before asking the model to do it. The single most powerful upgrade to any prompt.
Chain-of-thought
Asking the model to think step by step. Improves reasoning on complex tasks. 'Walk through your reasoning before giving the answer.'
Reflection / self-critique
After the first answer, ask: 'Critique this. What's weak? Rewrite to fix.' Output quality jumps.
Negative constraints
What NOT to do. 'Do not use the word leverage. Do not use bullet points.' Often more useful than positive instructions.
Data privacy
Anything you paste into a consumer AI tool MAY be used to train future models (varies by provider). Use enterprise/Team plans for any client or sensitive data. Read the data-handling page of any tool you adopt.
Hallucination in outbound work
AI making up facts that go to customers, clients, or the public. Mitigation: humans review outbound for at least 90 days. Specific facts (dates, prices, names, citations) get verified.
Shadow AI
Employees using AI tools nobody at leadership knows about. Not bad — but it means risks aren't being managed. Surface it gently. Don't punish.
Bias
LLMs reflect the bias of their training data. Most visible in: hiring, performance reviews, customer-facing tone. Always have a human in the loop for people-impact decisions.
Copyright / IP
Images and text from generative AI live in murky legal territory. Don't use AI-generated assets in places where ownership matters (logos, trademarked content, contracts) without legal review.
Audit trail
For regulated work (legal, medical, financial), log what AI was used for, by whom, with what inputs. Most enterprise tools support this.
Automation platforms
Tools that connect apps and let an AI step run inside the chain. Trigger → AI does the thing → Output goes somewhere.
Trigger / Action
Trigger = the event that starts it (new email, new lead, new file). Action = what happens after (AI summarizes, then posts to Slack).
Webhook
A URL that listens for events. Your AI gets called when something happens elsewhere. The glue between systems.
Coding assistant
AI in your code editor. Suggests completions, explains code, writes tests, refactors. Multiplies developer productivity.
Agentic coding
AI that does the work end-to-end — reads files, plans, edits, runs tests, iterates. Cursor's agent mode and Claude Code are examples.
MCP (Model Context Protocol)
Open protocol that lets AI tools securely connect to your databases, APIs, and services. Why Claude Code can talk to your GitHub, Slack, Linear, etc.
AI coworker
An AI tool that acts on your behalf, in context, where you actually work — not just inside a separate chat window.
Autonomous agent
AI that takes a goal and does the multi-step work itself, checking in only when it needs to.
Project / Custom GPT / Workspace
A persistent container with a system prompt + knowledge files + chat history. Claude calls it Projects. ChatGPT calls them Custom GPTs. Same idea.
Knowledge files
Documents you upload once that the AI can reference in every conversation. Style guides, SOPs, FAQs, examples.
System prompt (project-level)
The standing instructions for the project: who the AI is, how it should behave, what to never do.
Conversation hygiene
Start a fresh conversation when the topic changes. Long conversations dilute focus and burn through context.
Free tier patterns
Most tools offer: unlimited basic use with caps, OR free trial with all features. Read which is which before adopting.
When to upgrade
Upgrade when free is genuinely blocking you, not when you 'might want more.' Most people overspend by upgrading too early.
Chatbot vs agent
Chatbot answers your question. Agent takes a goal and figures out the steps itself, taking real actions across systems.
When you need an agent
Multi-step tasks across multiple systems, where the steps can vary based on what's found. If a workflow is the same every time, you don't need an agent — you need automation (Module 5).
Agent platforms
Frameworks/products that let you build or run agents: Claude Agent SDK, OpenAI Agents, AutoGen, CrewAI, LangGraph. Plus consumer agents like Manus and Devin.
Tool use / function calling
Letting the model call APIs, search, edit files. The mechanical foundation of every agent.
Evals
How you measure whether an agent is doing the right thing reliably. Production agents without evals will silently break.
Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

AI Tool Stack Map

Every tool covered in the curriculum, organized by category, with what it's for and what's free.

LLM chat

Claude (Anthropic)Generous free
Long-form writing, careful reasoning, code, complex documents, projects with knowledge files. Strong at following nuanced instructions.
https://claude.ai
ChatGPT (OpenAI)Free with limits
General-purpose, image generation, voice mode, Custom GPTs, broadest ecosystem. Strong at creative tasks and quick lookups.
https://chat.openai.com
Gemini (Google)Generous free
Massive context windows (1M+ tokens). Deep integration with Google Workspace. Strong on factual / research tasks.
https://gemini.google.com
Microsoft CopilotGenerous free
If you live in Microsoft 365 (Word, Excel, Outlook, Teams). Tight integration is the win.
https://copilot.microsoft.com

Search-with-LLM

PerplexityGenerous free
Research tasks where you need cited sources. The 'Google replacement' for many people.
https://perplexity.ai

Browser-with-AI

Perplexity CometFree to start, paid to scale
An AI-native browser. Lets you interact with the page you're on (summarize, extract, ask).
https://perplexity.ai/comet

Open-weights models

Mistral / Llama / DeepSeekGenerous free
Privacy-sensitive teams who want to run AI on their own infrastructure.
https://mistral.ai

Enterprise plan

Claude for Work / Claude TeamPaid only
Teams who need to keep data out of training. Centralized billing and admin.
https://claude.ai/upgrade/team
ChatGPT Team / EnterprisePaid only
Teams adopting ChatGPT for business with admin controls.
https://openai.com/business

Automation

ZapierFree with limits
Connecting popular SaaS apps with AI steps in between. Easiest learning curve.
https://zapier.com
Make (formerly Integromat)Generous free
More complex visual workflows than Zapier. Better for branching logic.
https://make.com

Automation (open source)

n8nGenerous free
Self-hostable, code-when-you-want-to. Power-user automation. AI-friendly.
https://n8n.io

Database with AI

Airtable + AIFree with limits
Spreadsheet-database hybrid with AI fields built in.
https://airtable.com

Workspace AI

Notion AIFree trial
If your team already runs on Notion. AI inside docs, databases, projects.
https://notion.so/product/ai

Decks / docs / sites

GammaGenerous free
Generating decks, one-pagers, and websites from a prompt or doc. Great for proposals and recap decks.
https://gamma.app

App builder

BubbleFree to start, paid to scale
Building real apps without code. Has AI integrations.
https://bubble.io

AI code editor

CursorFree with limits
Engineers who want AI deeply integrated into their editor. Has chat, edit, and full agent modes. Pro ($20/mo) for serious use.
https://cursor.sh

Agentic CLI

Claude CodeFree with Claude Pro
Power users who want Claude to read and edit their entire codebase from the terminal. Especially good for refactors, audits, multi-file changes.
https://claude.com/product/claude-code

AI code completion

GitHub CopilotFree for individuals (limited)
Inline code suggestions as you type. The classic. Built into VS Code, JetBrains, etc.
https://github.com/features/copilot

Cloud agentic coding

OpenAI Codex (cloud)Paid
Run coding agents in the cloud against your repos. Useful for delegated tasks.
https://openai.com/codex

Browser code agent

Replit AgentFree with limits
Build a working app from a prompt, in a browser, no setup. Great for prototypes.
https://replit.com

UI generator

v0 (Vercel)Generous free
Generate React + Tailwind UI from a prompt or screenshot. Designers and PMs can produce real components.
https://v0.dev

Full-stack app generator

BoltFree with limits
Generate full-stack apps in a browser. Faster from-scratch than coding by hand.
https://bolt.new

Workspace (Claude)

Claude ProjectsFree with Claude Pro
Persistent context for repeated work. Upload knowledge files, set system instructions, share with teammates.
https://claude.ai/projects

Workspace (ChatGPT)

ChatGPT Custom GPTsFree to use, Plus to build
Same idea as Projects, on the OpenAI side. Shareable via link.
https://chat.openai.com/gpts

Research coworker

PerplexityGenerous free
Replace 80% of your Google searches. Gets you cited answers in seconds.
https://perplexity.ai

AI browser

Perplexity CometFree to start, paid to scale
An AI that lives in your browser and can act on the page in front of you.
https://perplexity.ai/comet

Autonomous agent

ManusFree with limits
General-purpose autonomous agent. Give it a goal, it spawns a task list and executes. Useful for research projects, multi-step admin work.
https://manus.im

Deck / doc coworker

GammaGenerous free
Generate a real deck from a paragraph or document. Re-edit by chatting. The fastest path from rough idea to share-able artifact.
https://gamma.app

Meeting AI

Granola / Fathom / OtterFree with limits
Automatic meeting notes + summaries + action items.
https://granola.ai

Free tier

Claude.aiGenerous free
Daily writing, thinking, code. Free tier is real and useful. Pro ($20/mo) for Projects + heavier use.
https://claude.ai
ChatGPTFree with limits
Free tier gets you GPT (varies by load). Plus ($20/mo) for Custom GPTs, image gen, voice.
https://chat.openai.com
GeminiGenerous free
Free tier is excellent. Workspace integration. Long-context use cases.
https://gemini.google.com
PerplexityGenerous free
Free for daily use. Pro ($20/mo) for deeper research.
https://perplexity.ai
GammaGenerous free
Free tier generates real decks. Paid for branding control + unlimited generations.
https://gamma.app
v0Generous free
Free generations daily. Plenty for non-developers experimenting.
https://v0.dev
CursorFree with limits
Free tier lets engineers try the editor. Pro ($20/mo) for serious daily use.
https://cursor.sh

Consumer agent

ManusFree with limits
General-purpose autonomous research and admin. Try it before building anything.
https://manus.im

Agent system

OpenClawVaries
Agent infrastructure for power users running their own pipelines.
https://openclaw.ai

Builder framework

Claude Agent SDKPay-per-use API
Engineers building custom agents on Claude.
https://docs.claude.com/agent-sdk
OpenAI AgentsPay-per-use API
Engineers building custom agents on OpenAI.
https://platform.openai.com/docs/agents

Multi-agent frameworks

CrewAI / AutoGen / LangGraphOpen source
Engineers building multi-agent systems where roles collaborate.
https://crewai.com

Coding agent (cloud)

DevinPaid
Delegating engineering tasks to a cloud agent.
https://devin.ai
Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

Free-Tier Quick Reference

Start here. Every tool that has a real free tier — what it is, what it's good for, and where to sign up.

Generous free

ToolBest forTry it
Claude (Anthropic)Long-form writing, careful reasoning, code, complex documents, projects with knowledge files. Strong at following nuanced instructions.claude.ai
Gemini (Google)Massive context windows (1M+ tokens). Deep integration with Google Workspace. Strong on factual / research tasks.gemini.google.com
PerplexityResearch tasks where you need cited sources. The 'Google replacement' for many people.perplexity.ai
Microsoft CopilotIf you live in Microsoft 365 (Word, Excel, Outlook, Teams). Tight integration is the win.copilot.microsoft.com
Mistral / Llama / DeepSeekPrivacy-sensitive teams who want to run AI on their own infrastructure.mistral.ai
Make (formerly Integromat)More complex visual workflows than Zapier. Better for branching logic.make.com
n8nSelf-hostable, code-when-you-want-to. Power-user automation. AI-friendly.n8n.io
GammaGenerating decks, one-pagers, and websites from a prompt or doc. Great for proposals and recap decks.gamma.app
v0 (Vercel)Generate React + Tailwind UI from a prompt or screenshot. Designers and PMs can produce real components.v0.dev
PerplexityReplace 80% of your Google searches. Gets you cited answers in seconds.perplexity.ai
GammaGenerate a real deck from a paragraph or document. Re-edit by chatting. The fastest path from rough idea to share-able artifact.gamma.app
Claude.aiDaily writing, thinking, code. Free tier is real and useful. Pro ($20/mo) for Projects + heavier use.claude.ai
GeminiFree tier is excellent. Workspace integration. Long-context use cases.gemini.google.com
PerplexityFree for daily use. Pro ($20/mo) for deeper research.perplexity.ai
GammaFree tier generates real decks. Paid for branding control + unlimited generations.gamma.app
v0Free generations daily. Plenty for non-developers experimenting.v0.dev

Free with limits

ToolBest forTry it
ChatGPT (OpenAI)General-purpose, image generation, voice mode, Custom GPTs, broadest ecosystem. Strong at creative tasks and quick lookups.chat.openai.com
ZapierConnecting popular SaaS apps with AI steps in between. Easiest learning curve.zapier.com
Airtable + AISpreadsheet-database hybrid with AI fields built in.airtable.com
CursorEngineers who want AI deeply integrated into their editor. Has chat, edit, and full agent modes. Pro ($20/mo) for serious use.cursor.sh
Replit AgentBuild a working app from a prompt, in a browser, no setup. Great for prototypes.replit.com
BoltGenerate full-stack apps in a browser. Faster from-scratch than coding by hand.bolt.new
ManusGeneral-purpose autonomous agent. Give it a goal, it spawns a task list and executes. Useful for research projects, multi-step admin work.manus.im
Granola / Fathom / OtterAutomatic meeting notes + summaries + action items.granola.ai
ChatGPTFree tier gets you GPT (varies by load). Plus ($20/mo) for Custom GPTs, image gen, voice.chat.openai.com
CursorFree tier lets engineers try the editor. Pro ($20/mo) for serious daily use.cursor.sh
ManusGeneral-purpose autonomous research and admin. Try it before building anything.manus.im

Free trial

ToolBest forTry it
Notion AIIf your team already runs on Notion. AI inside docs, databases, projects.notion.so/product/ai

Free to start, paid to scale

ToolBest forTry it
Perplexity CometAn AI-native browser. Lets you interact with the page you're on (summarize, extract, ask).perplexity.ai/comet
BubbleBuilding real apps without code. Has AI integrations.bubble.io
Perplexity CometAn AI that lives in your browser and can act on the page in front of you.perplexity.ai/comet

Free with Claude Pro

ToolBest forTry it
Claude CodePower users who want Claude to read and edit their entire codebase from the terminal. Especially good for refactors, audits, multi-file changes.claude.com/product/claude-code
Claude ProjectsPersistent context for repeated work. Upload knowledge files, set system instructions, share with teammates.claude.ai/projects

Free for individuals (limited)

ToolBest forTry it
GitHub CopilotInline code suggestions as you type. The classic. Built into VS Code, JetBrains, etc.github.com/features/copilot

Free to use, Plus to build

ToolBest forTry it
ChatGPT Custom GPTsSame idea as Projects, on the OpenAI side. Shareable via link.chat.openai.com/gpts

Open source

ToolBest forTry it
CrewAI / AutoGen / LangGraphEngineers building multi-agent systems where roles collaborate.crewai.com
Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

AI Usage Policy Template

Copy this. Edit the [BRACKETED] sections. Email to your team. Update quarterly. This is not legal advice — for regulated industries (legal, medical, financial), have counsel review.

1. Why we have this policy

AI tools (ChatGPT, Claude, Gemini, Copilot, etc.) can make our work faster and better. They can also leak data, produce confidently wrong output, and create legal exposure if used carelessly. This policy keeps the upside while managing the risks.

2. Sanctioned tools

These tools are approved for company use. If a tool isn't on this list, ask before using it for work data.

  • [CLAUDE / CHATGPT / GEMINI / COPILOT] — for [TASK TYPES]
  • [ZAPIER / N8N / MAKE] — for automations
  • [GAMMA / NOTION AI] — for documents and decks
  • [OTHER]

3. What you CAN paste into AI tools

  • Public information (anything on our website, press releases, public-facing docs)
  • Your own work product (drafts, notes, ideas)
  • De-identified examples (names removed, numbers rounded, dates shifted)
  • Internal SOPs, templates, and process docs (unless marked confidential)

4. What you CANNOT paste into consumer AI tools

  • Customer or client PII (names + financial / health / legal details)
  • Employee personnel records or compensation data
  • Trade secrets, source code, or strategic plans
  • Anything covered by NDA, BAA, or contract confidentiality
  • Credentials, passwords, API keys, or access tokens
  • For regulated industries: anything covered by HIPAA, PCI, GLBA, or attorney-client privilege

For sensitive data: use [APPROVED ENTERPRISE TIER — e.g., Claude Team, ChatGPT Enterprise] which has appropriate data agreements in place. Free / personal accounts are not acceptable for sensitive data.

5. Human review required

AI drafts; humans send. The following must be reviewed by a human before it goes out:

  • Anything sent to clients or customers (email, document, contract)
  • Anything publicly posted under our brand
  • Anything that includes specific facts (dates, prices, names, citations) — verify each one
  • Anything that constitutes a recommendation, opinion, or commitment

6. Disclosure

[CHOOSE ONE — depends on your industry and client expectations]

  • We do not need to disclose use of AI for routine internal work.
  • For client-facing deliverables: [DISCLOSE / NOT DISCLOSE / DISCLOSE IF ASKED]
  • For regulated work: follow [APPLICABLE RULE / BAR GUIDANCE]

7. Audit trail

For [SPECIFIC WORK TYPES — e.g., legal memos, financial models, medical documentation], log: tool used, prompt used, date, who reviewed.

8. When unsure, ask

Designated AI lead: [NAME, EMAIL]. When in doubt, default to NOT using AI for that task and ask first.

9. Updates

AI tools change monthly. We review this policy quarterly. Last updated: __/__/____. Next review: __/__/____.

Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures
Company AI Day · Multi-Industry / Cross-Functional · Stage 1

How This Compares to Other Free AI Workshops

Honest comparison. We named names. If you found a better free playbook anywhere, tell us — we'll improve.

What you getThis PlaybookGrow with GoogleHubSpot ChecklistAtlassian PlayLiam Ottley AIOSAllie Miller event
Industry-personalized✓—————
Solo + team formats✓—————
AI maturity stage agenda✓ (5 stages)—————
Industry-specific prompts16+ per industryfew generic—fewfewfew
Agent / GPT templates4+ per industry———course (paid)course (paid)
Printable handouts16+1-21 PDF1 template——
Curriculum modules10intro only—intro only——
Hours of contentHalf or full day1-2 hrsself-readself-read1 hr (sales)1 hr (sales)
Sales pitch percentageLowLow (vendor)LowLowHighHigh
You can run it Monday✓venue-gated————
Take-home assetsAll of itslidesPDFtemplate——
AI usage policy template✓—————
ROI calculator✓—————

Where they win

  • Grow with Google: in-person, free, with a chamber of commerce — great if you want a venue and to meet other local owners.
  • Liam Ottley / Allie Miller: if you want a high-energy live presentation as motivation, their free events are well-produced.
  • Google Cloud SMB Playbook: 51 use cases organized by function — a useful idea reference, even if not run-it-yourself.

Where we win

  • You can actually run it. Most "free workshops" are 60-min sales pitches or ungrounded PDFs. This is a complete day of content with handouts, prompts, agents, and a script.
  • Personalization that matches reality. Industry × size × stage actually changes what you get — not just a different cover page.
  • No upsell required. If you never pay us a dollar, this is still complete. The Live tier exists if you want speed and accountability — not because the free version is broken.
Free playbook · centraops.com/company-ai-day · © Chelsea Hulin / CH Tech Ventures