Monthly AI Show and Tell

A community for people who want to use AI to be better at what they do.

Everyone I talk to is using AI, but the technology is moving so fast that very few people know what it can actually do for them. I have built tools used by thousands of people: a course search app at Harvard, a tracking tool recently used by 80% of Georgetown's 1L class, and products for 100,000 policymakers across 170 countries.

It starts with a monthly show and tell: one person brings a real problem they are trying to solve in life or work. We build a solution live as the group asks questions and shares ideas.

Founding pricing is available for the first 25 members.

Session Format

One person brings a live problem they want to solve with AI. The rest of us are in the room.

  1. Presenter shares what they're working on

    We start from what exists now: a prompt chain, memo draft, model choice, research flow, or internal automation.

  2. Group reviews each step

    We walk through why each step was chosen, where it breaks, and where quality control is needed.

  3. Feedback is direct and structured

    The presenter leaves with clear edits, next tests, and a stronger version of the workflow.

  4. Recording and notes are shared

    Members can revisit sessions and adapt the best parts to their own work.

Who This Is For

You might be streamlining a research workflow, finding new restaurants in your neighborhood, automating reporting, or planning a trip you have been putting off.

You are already using AI but you want to get better at it, and you learn fastest by watching real problems get solved. Sessions are built around real examples so you leave with practical improvements you can use immediately.

Tiers

Choose how you want to participate.

Member

Join as a founding member and learn from live working sessions.

$25/month

  • Attend monthly show and tell sessions live or by recording
  • Access to the private community space between sessions
  • Try Sean's paid tool stack during sessions before buying your own
  • Learn from real projects getting built and critiqued in public

Ideal for: founding members who want consistent exposure to strong AI workflows.

Presenter

Bring your own work and get structured feedback from the group.

$100 one-time

  • Everything in Member
  • Present your project and receive live feedback in your first month
  • Short one-on-one prep session before your presentation
  • The $100 covers your first month of membership and your presentation slot
  • After month one, you continue as a regular Member at $25/month

Ideal for: people who want focused feedback on their own workflow, then want to stay in the community.

One-on-One Consulting

Get hands-on instruction for a specific workflow, project, or team challenge.

Let's chat

  • Direct support tailored to your tools and goals
  • Live walkthroughs of your actual work and bottlenecks
  • Clear implementation plan and follow-up recommendations
  • Pricing is based on scope and format

Ideal for: professionals who want direct guidance beyond group sessions.

Let's chat
Join

Start as a founding member at $25/month. Pay only after launch.

$0 pledged0 pledges$500 to launch

When we hit the goal, the community goes live and billing is enabled directly on this page through Stripe. No one is charged before launch.

  1. Add a pledge. It takes under a minute and does not ask for payment details.
  2. Reach the monthly goal. Once pledges hit $500/month, the group activates.
  3. Complete checkout here. Stripe checkout opens on this page and billing starts only then.

Monthly goal math uses recurring membership value. Presenter pledges count as $25/month after month one.

Complete checkout

Checkout unlocks once we reach $500/month pledged.

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FAQ

Common details

When do I get charged?

You are not charged when you pledge. Billing only turns on after we hit the goal, and checkout will happen on this page.

How does Presenter pricing work?

Presenter is a one-time $100 payment. It includes your first month of membership and your presentation slot. After that first month, you continue as a Member at $25/month.

How often are sessions?

Once a month. Members get the live session and the recording.

What if I pledge and change my mind?

You can withdraw before launch by replying to the pledge confirmation email. No charge happens before launch.

What tools do I need?

A laptop and your normal workflow. During sessions you can see and test Claude, ChatGPT, Gemini, and related tools through my setup.