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Using AI in your executive search

This article provides a cheat sheet to all the ways you can use AI in your next job search and the specific prompts we’ve found most effective.  


🚧 This is a work-in-progress. We love to hear AI prompts you find valuable. Drop us a line at team@whispered.com 🚧


Polishing your profile


You should NOT start looking for your next role until you have clarity on what you are looking for.  See our free guide on Career Clarity before you dive deeper.   


Once you have clarity, you’ll want to leverage that clarity to update how you present to the market by polishing your LinkedIn profile.  A few areas on your LinkedIn profile that you can use AI include:


Your headline:  This should be punchy, short and clearly emphasize a single story.  Don’t be afraid to niche down vs. stay vague and don’t add tons of terms to increase searchability.  That is great for junior roles but doesn’t work for senior roles.

I’m looking for 5 punchy LinkedIn headline options that perfectly position me for [title] roles. The headline should meet the following criteria:

  1. Start with my current role and a snappy, memorable phrase that highlights my value (e.g., Transforming Revenue @ Uber).

  2. The second part of the headline should only include logos from companies where I've worked and that have raised more than $10 million in funding. These should be brief and impactful (e.g., ex-Box, Upwork, CultureAmp).

  3. Keep it concise—the goal is to grab attention quickly and stand out without being too wordy.

  4. Avoid repeating the target title in the second part, just the logos from past roles that meet the funding criteria.


Role Descriptions:  People don’t click “see more...” to see the full descriptions on your LinkedIn.  Make the first 140 characters pop.  

Take the detailed information below and provide a <140 character summary of my experience that emphasizes the scope of the team I led, the revenue impact I had and how senior I was.  Separately after a carriage return include a 3-4 bullet more detailed summary [insert detailed description of the role, scope and your impact]

Outreach


See our article on backdoor strategies. We will add AI prompts here soon


Interviewing


When you get an interview, a great approach is to create an AI thread for each company you are interviewing for.  You can keep coming back to it throughout the interview process as it will keep the context from prior conversations.


Company Research:   You need to come prepared to every interview and with AI it is easier than ever.  Focus your questions on how you’ll succeed, not just on selling yourself.  

I’m about to interview with [Company Name] for the position of [Position Name].   Use this article on how to research a company and this one on how to take control of the interview to draft a list of 7 questions I can ask.  Company website: [Website URL] and Position [Job listing URL or your description of it]use this article to refine those questions and make them more specific.  Make sure to show deep industry understanding. Paste text from this article


Questions you may be asked:  You should also anticipate questions you will be asked.  

Write answers for challenging [Role] questions: compensation talks, employment gaps, job transitions, setbacks, and aspirations. Create response templates balancing honesty with strategic positioning. Include industry context. My resume: [Paste Resume]. Job description: [Paste Job Description].

Interview Followup:  

Write an impactful post-interview communication plan for [Role]. Incorporate meeting insights, solution proposals, and enthusiasm reinforcement. Create timing strategy and engagement markers. Design multiple touchpoint approaches. Interview notes: [Key Points].

Practice Interviewing: We are seeing AI being used in Sales Enablement to help reps practice (see example company). We believe there is no substitute for live practice, either in front of the mirror or with a friend. We are excited about the potential of AI technology to intake the context of your interview and run you through AI practice. If you know of any great tools here we love to learn about them at team@whispered.com.

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