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Full Retreat Agenda
Leadership TrackTuesday, Sept 15 · 9:00 – 10:00 AM

ChatGPT, Claude, or Grok: A Straight-Answers Buyer's Guide

ChatGPT, Claude, or Grok: which one is worth paying for, and which is safe for company data — straight answers before you spend a dime.

About This Session

The model landscape without the hype — what ChatGPT, Claude, and Grok each do best, what they cost, where your data actually goes, and the liability questions to settle before AI touches client work.

What We'll Cover

  • ChatGPT vs Claude vs Grok vs Gemini — strengths, costs, blind spots
  • Where your data goes, and the account settings that change it
  • Client confidentiality, liability, and insurance in plain English
  • The guardrails checklist that lets you say yes safely

You Leave With

A model decision + governance checklist

Who Should Attend

CEOs, owners, and executive directors deciding where to spend — and what to allow. If your team is already pasting company information into free AI accounts, or you've been asked to approve an AI budget without straight answers on data privacy and liability, this hands-on training hour is built for you.

Part of a Full Day of Hands-On AI Training

This session is one of 20 at the AI Business Retreat — a one-day, hands-on AI training for business at The Island in Spooner, Wisconsin, within driving distance of Minneapolis–St. Paul, Eau Claire, La Crosse, Duluth, and Hudson. Can't make the drive? Every session, including this one, streams live for remote attendees.

Presenters and final session materials are being finalized and will be announced closer to the retreat.

Session Details

When
Tuesday, Sept 15, 2026 · 9:00 – 10:00 AM
Track
Leadership Track
Where
The Island · Spooner, WI (or attend live remote)
Who it's for
Built for CEOs, owners, and executive directors

One registration covers the full retreat — every session, every track.

For CEOs & Owners

See the whole day mapped for your seat →

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ChatGPT, Claude, or Grok: Buyer's Guide — Questions & Answers

It depends on what your business does with it: the models differ in strengths, pricing, data handling, and business-plan terms — and the honest answer changes quarterly as vendors update all four. This session compares ChatGPT, Claude, Grok, and Gemini side by side and sends you home with a one-page decision matrix current as of that day.
It depends on the plan and the settings — consumer accounts and business accounts handle your data very differently, and the defaults are not always what you'd expect. The session walks through exactly where your data goes, the account settings that change it, and the client-confidentiality, liability, and insurance questions to settle before AI touches client work.
This session is part of the AI Business Retreat on Tuesday, September 15, 2026 at The Island in Spooner, Wisconsin. One registration covers the full day — all 20 sessions across the Leadership, Sales & Marketing, and Builder tracks, including this one. In person is $495 (working lunch included); attending live online is $250. Seats are limited.

This session is one of twenty.

One registration covers the whole day — every track, every workshop, the working lunch, and your written 90-day roadmap. Sept 15, 2026 · The Island, Spooner WI.