Leveraging AI during the Executive Assistant or Chief of Staff Interview Process
AI is the topic of conversation these days. While it is an incredibly powerful tool that continues to evolve in ways we never imagined, I want to bring attention to how some employers view the use of AI during the interview process—particularly in Executive Assistant and Chief of Staff applications.
As an Executive Assistant or Chief of Staff, a key component of your job is the ability to communicate effectively, both verbally and in writing. Because of this, our process ensures that clients receive untouched candidate documentation, including cover letters and resumes. Why? Because what a client receives during the application process should reflect the communication skills they can expect from an Executive Assistant or Chief of Staff in the role.
What does this mean exactly? The reality is that hiring managers are at different stages of AI adoption—some are just exploring it, while others are actively implementing AI-driven tools in their organizations. The more AI-savvy hiring managers may want to assess your authentic writing skills and could run your cover letter through AI detection software (removing personal information first). These tools are widely available and are already being used in schools and universities—so it is only natural for them to appear in hiring processes as well.
So, what does this mean for you? Even if you have exceptional writing and communication skills, relying on AI to craft your cover letter is not advisable. I have seen hiring managers reject outstanding candidates solely because their cover letters were AI-generated. These candidates were undoubtedly strong communicators, but their use of AI raised concerns.
Tips from Diane’s Desk:
✔ Use AI for grammar checks only. If needed, leverage grammar tools to fine-tune your cover letter and resume—but do not let AI write them for you.
✔ If you choose to use AI, follow these rules:
1. Use AI for drafting only—never as a final version.
2. Never input personal or confidential information, including your contact details.
✔ Seek human feedback. If you are unsure about your writing, ask a trusted Executive Assistant or Chief of Staff to review your materials. It may be old-fashioned, but it remains highly effective.
✔ I am happy to help. If you would like a quick review of your documents, I am always available to provide initial feedback.
Be confident in your communication skills throughout the hiring process. Using AI strategically after securing the role—rather than during the application process—will allow you to showcase your authentic communication abilities and build trust with hiring managers.
