December 2025 Summaries

Cover letters are often overlooked due to their generic and forgettable nature, but they can be impactful when done correctly, especially at Checkly, where they are optional yet valued for their potential to make applications stand out. Kaylie, the Director of People at Checkly, advises that effective cover letters should be concise, specific, and authentic, steering clear of overly formal tones and irrelevant details. Instead of listing qualifications or using AI-generated text, applicants should focus on explaining their genuine interest in the role and providing real examples from their past experiences that showcase relevant skills. The goal is to convey why the applicant wants to work for the company and why they would excel in the position, aligning their claims with their CV or LinkedIn profile to maintain credibility.