This is Season 13, Episode 2 of the ChatGPT Masterclass: AI Skills for Business Success.

In the last episode, we covered how to communicate an AI-powered strategy to your team. But a strategy is not just about communication—it requires consistent updates and execution tracking.

Today’s episode is about how to automate weekly strategy updates with AI. Instead of manually compiling reports, sending emails, and holding unnecessary meetings, AI can automate progress summaries, generate insights, and keep leadership and teams aligned in real-time.

With ChatGPT 4.0 and scheduled tasks, you can now set up AI-generated reports and updates to be sent out automatically, ensuring that everyone in the company stays informed without extra effort.

By the end of this episode, you’ll know how to use AI to generate weekly strategy updates, create automated progress reports, and ensure leadership and teams are always aligned—without wasting time in long meetings.

Step 1: Define the Purpose of Weekly Strategy Updates

Weekly strategy updates help keep teams focused, measure progress, and identify obstacles early. But many companies struggle because:

• Updates are inconsistent, leading to confusion.


• Leaders spend too much time collecting and summarizing data manually.


• Teams receive too much irrelevant information, making it hard to act on insights.

AI can solve these problems by ensuring that updates are:

• Consistent – Sent automatically at the same time each week.


• Customized – Different versions for leadership, departments, and individual teams.


• Actionable – Focused on what needs attention, not just reporting numbers.

To get started, define the key areas that your weekly strategy updates should cover.

Ask your Strategy GPT:

"Generate a structured outline for a weekly strategy update. It should include progress on key business goals, challenges from the past week, upcoming priorities, and any urgent issues requiring leadership attention."

Refine it by department:

"Customize this weekly update for the sales team. Include pipeline updates, key performance indicators, and action steps for improving lead conversion."

This ensures that each team receives updates that are directly relevant to their work.

Step 2: Automate Weekly Strategy Reports with AI

Instead of manually creating reports, you can schedule AI-generated updates to be sent out at the same time every week.

Here’s how to set it up:

1. Create a Custom GPT for Strategy Execution that specializes in summarizing weekly business updates.


2. Upload relevant strategy documents and past performance reports so the AI has context.


3. Set up a scheduled task in ChatGPT 4.0 to generate updates every Monday morning.

Try this prompt when setting up the automation:

"Every Monday at 9 AM, generate a weekly strategy update. Summarize progress on company objectives, highlight any major wins or setbacks, and outline key priorities for the upcoming week. Structure it clearly so that leaders and teams can quickly review and act on the insights."

For leadership teams, refine it further:

"Every Friday at 5 PM, generate a strategic leadership review. Include financial updates, operational challenges, and recommendations for adjusting strategy. Summarize key decisions made over the past week and suggest focus areas for the next week."

This ensures that leaders and employees receive updates at the right time, without anyone having to compile them manually.

Step 3: Personalize Weekly Updates for Different Teams

Each department needs different types of information. Instead of sending a generic update to everyone, AI can tailor reports based on specific team priorities.

Set up scheduled department-specific repo