Evaluating 5 AI Assistants: Which Writes the Best Tough Emails?

Published Date : 26/03/2025 

We put five AI assistants—Microsoft Copilot, OpenAI's ChatGPT, Google's Gemini, DeepSeek, and Anthropic's Claude—to the test to see which one excels at writing challenging emails. Discover the clear winner. 

In the fast-paced world of business, the ability to craft a well-written and effective email can make all the difference. Recently, AI assistants have stepped up to the plate, offering valuable support in this area. To determine which AI is the best at writing tough emails, we put five leading AI assistants to the test: Microsoft Copilot, OpenAI's ChatGPT, Google's Gemini, DeepSeek, and Anthropic's Claude. Each assistant was given the same set of challenging email scenarios to see how they performed. The results were insightful, and one AI clearly stood out from the rest.

To create a fair and comprehensive evaluation, we chose three distinct scenarios that required different levels of emotional intelligence, clarity, and professionalism. These scenarios included:

1. **Apologizing for a Mistake**: A professional situation where the sender needs to apologize for an error and maintain a positive relationship with the recipient.

2. **Negotiating a Deal**: A business negotiation where the sender must present a compelling case for a deal while being polite and firm.

3. **Declining an Invitation**: A social scenario where the sender must politely decline an invitation without hurting the feelings of the host.

Each AI assistant was given the same prompts and allowed to generate a response. The responses were then evaluated based on several criteria, including clarity, tone, professionalism, and the ability to convey the intended message effectively.

### Microsoft Copilot

Microsoft Copilot, integrated into Microsoft 365, performed well in all three scenarios. The emails generated by Copilot were clear and professional, with a tone that was appropriate for each situation. However, in the scenario of apologizing for a mistake, Copilot's response was a bit too formal and lacked the personal touch that can help smooth over a difficult situation.

### OpenAI's ChatGPT

OpenAI's ChatGPT, known for its advanced language capabilities, produced emails that were generally well-written and professional. In the negotiation scenario, ChatGPT's response was strong, presenting a compelling case while maintaining a courteous tone. However, in the social scenario of declining an invitation, ChatGPT's response was a bit too formal and lacked the warmth that is often necessary in such situations.

### Google's Gemini

Google's Gemini, though not as well-known as the others, showed promise in its ability to generate emails that were clear and concise. In the apology scenario, Gemini's response was appropriately apologetic and included a personal touch, which is crucial in such situations. However, in the negotiation scenario, Gemini's response lacked the assertiveness needed to make a strong case for the deal.

### DeepSeek

DeepSeek, a lesser-known AI, produced emails that were generally well-structured and professional. In the social scenario of declining an invitation, DeepSeek's response was appropriately warm and polite. However, in the apology scenario, DeepSeek's response was a bit too generic and lacked the personalization needed to make the apology effective.

### Anthropic's Claude

Anthropic's Claude emerged as the clear winner in this evaluation. Claude's responses were consistently clear, professional, and well-suited to each scenario. In the apology scenario, Claude's email was both apologetic and personal, effectively addressing the mistake and maintaining the relationship. In the negotiation scenario, Claude's response was strong and assertive, presenting a compelling case while remaining courteous. Finally, in the social scenario, Claude's response was warm and polite, making it clear that the sender appreciated the invitation but could not attend.

### Conclusion

While all five AI assistants performed well in their respective tasks, Anthropic's Claude stood out as the best overall. Claude's ability to generate emails that were clear, professional, and appropriate for each scenario demonstrated a high level of emotional intelligence and effectiveness. Whether you need to apologize for a mistake, negotiate a deal, or decline an invitation, Claude is the AI to choose for crafting the perfect email.

If you're looking for an AI assistant to help you write tough emails, Anthropic's Claude is the clear winner. Its advanced capabilities and attention to detail make it the ideal choice for any professional or personal communication. 

Frequently Asked Questions (FAQS):

Q: What are the three scenarios used to test the AI assistants?

A: The three scenarios used to test the AI assistants were: 1. Apologizing for a mistake, 2. Negotiating a deal, and 3. Declining an invitation.

Q: Which AI assistant was the clear winner in the test?

A: Anthropic's Claude was the clear winner in the test, consistently producing the best emails across all three scenarios.

Q: What criteria were used to evaluate the AI assistants?

A: The criteria used to evaluate the AI assistants included clarity, tone, professionalism, and the ability to convey the intended message effectively.

Q: How did Microsoft Copilot perform in the test?

A: Microsoft Copilot performed well in all three scenarios, but its response to the apology scenario was a bit too formal and lacked a personal touch.

Q: What was the main strength of Anthropic's Claude in the test?

A: The main strength of Anthropic's Claude was its ability to generate emails that were clear, professional, and appropriate for each scenario, demonstrating a high level of emotional intelligence. 

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