How to Write a Winning Cover Letter in less than 10 Sentences. Let’s face it. Cover letters are hard to write. You’re writing a letter to a nameless manager in an office somewhere asking them to consider you for a job. What do you say? How do you even begin?  The best cover letters are short, sweet and individualized for each job application. Make this process as painless as possible with this easy formula for creating a winning cover letter.