top of page

Couples Therapy for Copilot for Microsoft 365

  • Writer: Milan Gross
    Milan Gross
  • May 3
  • 4 min read

Introduction

Like any good relationship, working with Microsoft Copilot for Office 365 requires more than excitement—it demands understanding. For many users, the early romance with Copilot quickly turns into frustration when expectations don’t align with reality. Copilot, like a complex partner, has boundaries, priorities, limitations, and strengths. And when you learn to work with those—rather than fight them—Copilot becomes not just useful, but transformative. This article offers a practical, prompt-driven guide to getting the most out of Copilot, especially when it seems emotionally distant and unresponsive.

 

Why Copilot Feels Different Than ChatGPT

Even though Copilot and ChatGPT may use the same underlying model—such as GPT-4o—the way they behave can feel wildly different. That’s not a bug; it’s a design feature. Copilot is built with Microsoft’s Responsible AI strategy, which enforces boundaries on what it can and can’t do in enterprise environments. While ChatGPT is an open-ended, creative conversationalist, Copilot is your compliance-minded partner who prefers to stay on script. Copilot doesn’t hallucinate freely, chase rabbit holes, or riff on science fiction analogies unless you explicitly give it permission and context.

Microsoft’s Strategy for Responsible AI (https://www.microsoft.com/en-us/ai/principles-and-approach) significantly influences how Copilot functions—both in terms of design principles and operational safeguards. This strategy isn't just philosophical; it directly shapes the capabilities, constraints, and user interactions of Microsoft Copilot.

Microsoft’s strategy is based on six core principles:

  • Fairness

  • Reliability & Safety

  • Privacy & Security

  • Inclusiveness

  • Transparency

  • Accountability

These principles are embedded into the Copilot lifecycle—from development to deployment—through organizational structures, tooling, and human review. Here's how they affect interaction:

  • Grounding in enterprise data: Responses are context-aware and based on authorized organizational data (e.g., SharePoint, Outlook), reducing hallucination risk.

  • Prompt moderation layers: Copilot uses content filters and safety systems, like Azure Content Safety (https://azure.microsoft.com/en-us/products/ai-services/ai-content-safety) to monitor for offensive or harmful prompts and outputs.

  • Rejecting inappropriate tasks: It’s trained not to perform actions outside its intended use (e.g., making legal or medical decisions), consistent with Responsible AI boundaries.

  • User-level data isolation: Copilot only uses data that a given user is permitted to access.

  • Security and data privacy: It won’t access links or documents unless they’re embedded or selected via approved tools.

  • Professional alignment: It won’t generate edgy jokes or speculative answers unless prompted with guardrails.

 

Understanding Copilot’s Boundaries

Like a partner who needs to feel safe before opening up, Copilot doesn’t respond well to vague or open-ended creative requests such as “Be creative” or “Write a fun summary.” It will try but it’s limited by the internal system prompts wired into it as described above. That’s where prompt engineering comes in—think of it as couples therapy. You learn how to talk to your partner (Copilot) in a way that builds trust and unlocks more from the relationship. Here are some ideas about how to give your partner reassurance and permission to provide you what you want:

 

Copilot Prompt Engineering Cheat Sheet

1. Role-Based Framing

Ask Copilot to act in a professional persona to guide tone and style.

"You are a marketing specialist introducing a new product in an internal announcement."

2. Audience Guidance

Specify the audience or desired voice to influence language and mood.

"Write this for a LinkedIn post targeting recent university graduates."

3. Structured Output Prompts

Use specific frameworks to guide Copilot’s output.

"Use this format: 1) Hook, 2) Problem, 3) Solution, 4) Call to Action."

4. Provide a Tone Example

Copilot can mirror style if given a starting point.

"Here’s the tone I want: ‘Our service is like a digital concierge—smart, efficient, and always ready.’ Now expand this into a product description."

5. Iterative Refinement

Generate, then improve. Ask Copilot to revise its own responses.

"Now rewrite that with more excitement."

6. Thematic and Metaphorical Prompts

Present a concept through analogy to boost expressiveness.

"Describe this process as if you’re explaining how a symphony orchestra performs."

7. Reference Specific SharePoint Content

While Copilot for M365 does have access to all of your SharePoint content, it can’t reference it all at once; currently it is about 20 documents or pages. So be specific.

Use the slash ( / ) command or “Reference your content” option in Copilot to bring up a list of recently accessed or relevant M365 documents or paste a URL in from a site or library.

 

Extra Therapy for Copilot in Office Apps

Every parent who has to deal with teenagers knows that they need their own special understanding and prompting to get anything done. Copilot embedded in the Office Apps (Word, Excel, PowerPoint, Outlook, Teams) is bound by even stricter security and privacy rules than Copilot for M365 Desktop or Chat. Understand that each Copilot is designed to work in a self-contained context within every app instance (document, slide, sheet, etc.) and to be very wary about incorporating anything from outside that context. Hence why they are generally unable to:

  • Access external or pasted SharePoint links.

  • Browse the web or search external resources.

  • Access Microsoft Graph on demand for custom queries.

  • Summarize or use content that not pasted or uploaded directly into the context

  • Remember previous prompts or build session memory

However, if you follow the relationship guidance outlined earlier you can still get good results from these sulky adolescents. Quickly jot down a list of bullet points in a word document then use the prompt " Turn these bullet points into a persuasive executive email for an audience of …" and you will quickly turn your notes into a professional letter.


When you respect their boundaries, Copilot respects your goals. With time and tuning, it can become a reliable partner for writing, summarizing, presenting, and decision-making.

 

Final Thoughts: Rediscovering the Spark

If you’re feeling stuck with Copilot, don’t give up on the relationship. Like any partner, it thrives on clear communication, mutual understanding, and aligned purpose. Use prompt engineering like emotional intelligence—meet Copilot where it is, and guide it gently where you need it to go. The results will speak for themselves. As with any couple, the magic happens not by demanding more, but by learning how to ask better.

 

Comments


Trainer, speaker, author, solution architect, consultant. My passion is implementing the right solution to the right problem. Avid runner, hiker, diver, and traveler.

© 2025 by Milan Gross

  • LinkedIn
bottom of page