The Best Job Search Strategy: Job Seek Like a CEO

  • What’s keeping you up at night?
  • If you had more bandwidth, where would you focus your time?
  • What’s on the horizon for next quarter or year?
  • What’s your biggest pain point right now?
  • I’ve been seeing [trend/challenge/opportunity] recently, are you also?
  • Jennie’s senior brand marketing experience led her to talk shop with a new venture that was having trouble with how to adjust their marketing given their new branding work. After demonstrating her skills by sharing ideas and making some connections for them, she was hired on to lead the work.
  • James was a huge MLS (Major League Soccer) fan. Over coffee with a marketing team member at MLS, he was able to share ideas for their biggest pain points that led to the MLS person saying to him, “Wow. We’ve been thinking about this for weeks, and you just came up with a great idea in less than 30 minutes.” He’s on their list for when a position they’ll be hiring for in the next three months.
  • Rishi’s genuine curiosity about shifting into social impact investing after building up a lot of experience in the financial sector led him to talk with someone running a new social impact investing arm of a large private equity firm. Over lunch they got into the meat around trends and opportunities for this new investing arm and Rishi is about to meet with senior level folks in the firm about opportunities.
  1. Shift your networking from random people to targeted folks who you can “talk shop” with.
  2. Prepare to show your knowledge of the work by getting into the meat of what people are working on. Uncover their pain points and what they’re excited about.
  3. Make offers to consult with and/or be a thought partner for them in their work, looking for opportunities to add value.




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