Generative AI for Executives and Leaders: An Approach to Self-Driven DX

1. Why leaders need generative AI

One reason DX and business transformation initiatives stall at companies is that "leaders and executives themselves can't put concrete problems and countermeasures into words." The key to getting past that wall is using generative AI as a "thinking aid."

Through our CTO Support Lab, we work alongside executives and DX teams at many companies. Through that work, we've come to see a method where leaders themselves use generative AI to think through problems on their own and accelerate decision-making.

※ As an aside, this is a video made with Google AI Studio of a CEO conversing with an LLM. I imagine a day is coming when most people will talk with an LLM to help support their decision-making.

2. Why DX so often fails

At many organizations, DX runs into problems like these:

• ❌ It starts with a vague objective
• ❌ Adopting technology becomes the goal in itself
• ❌ It depends on external partners, and deliberation never moves forward

If transformation — what exactly to change, and how — never gets pinned down, results are hard to come by.

3. Realizing "management that thinks" with generative AI

3-1. Generative AI as a thinking partner

By using generative AI like ChatGPT or Claude as a "thinking partner," leaders themselves become able to think through and organize problems, and form hypotheses, on their own.

3-2. Example use case: from prompt to problem identification

Here's an example of prompting generative AI based on real work.

We handle data-entry work outsourced from client companies.
We want to become more efficient without increasing headcount.
Please suggest five possible approaches.

In response, the AI offers several directions — RPA, macros, automated collection tools, and more. Adding a condition like "the work needs to be done in Google Sheets" returns a proposal customized even further for your organization.

4. Before / after: how AI changes things

5. Example prompt and output for organizing a problem

🎯 Prompt

You are a business executive.
You want to digitalize and improve the following operations.
Please list five problems and five common countermeasures for each.

[Overview of the work]
・In-house operations covering quotes → orders → invoicing
・Format differs by staff member, and the process relies heavily on individuals

💡 Example output (ChatGPT/Claude)

Candidate problems:

• Workload depends on the individual staff member
• Information is scattered, making sharing difficult
• Procedures rely on individuals, making mistakes more likely

Candidate countermeasures:

• Standardize the quote format
• Automate the approval workflow
• Centralize management in a spreadsheet

6. Our "generative AI × side-by-side support" approach

Once you've used generative AI to organize your thinking in advance, we provide side-by-side support along these lines:

🧭 STEP 1: Reframing and prioritizing problems

• Sort out the gap between the leadership perspective and the on-the-ground perspective
• Decide on a direction based on feasibility and impact

🛠 STEP 2: Design and execution support

• PoC design, tool selection, workflow setup
• Documentation and training support geared toward company-wide rollout

🔁 STEP 3: Building an improvement cycle

• Monthly reviews and tuning
• Building an in-house system for using generative AI (templates, training, etc.)

7. Three outcomes this approach delivers

✅ Faster management decisions Using AI to rapidly generate hypotheses → a clear starting point for discussion

✅ Higher-quality support With clearer points of discussion, we can dive straight into substantive support

✅ Growing self-driven capability for the client A structure emerges where decisions and progress can be driven in-house, without relying on outside help

Summary: Generative AI is a weapon for the "thinking executive"

Generative AI isn't just a tool for searching information or generating text. As a thinking aid that structures thought and makes problems concrete, it's something leaders in particular should be using.

By combining a self-driven approach powered by generative AI with professional side-by-side support, we help realize DX built on "thinking together, moving forward together."

📩 Contact us for AI adoption support tailored to leadership teams