Unlocking the Power of the Cover Letter: Insights from Jason Fried on Making Your Application Shine
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Unlocking the Power of the Cover Letter: Insights from Jason Fried on Making Your Application Shine
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Welcome to The REWORK Podcast. I’m Kimberly Rhodes, and today we’re making the case for cover letters with Basecamp co-founder Jason Fried. He argues that “a cover letter says more about you than your résumé ever could.” It’s your chance to show genuine effort, not just regurgitate your work history.
Jason explains how smart use of AI can help polish your application, but warns that “the wrong use” stands out to human reviewers. At 37signals, a dedicated pre-screening team reads every cover letter first. They look for thoughtfulness, personal connection and real curiosity about the role.
If you’ve ever rushed your letter at midnight, it shows. Jason says spotting procrastination is easier than you think. A well-crafted introduction, a clear reason you want to join the company, and a concise demonstration of your skills go a long way.
Finally, remember that at 37signals “hiring decisions are made by people—not algorithms.” So invest a few extra minutes, write from the heart, and make your cover letter count.
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