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How to write a cover letter, in the order that actually works

Most guides start with the salutation. That's the last thing you should think about. This one starts where the letter starts: reading the posting properly, and finding the one thing you can prove.

About 12 minutes of reading, or 25 minutes if you do the exercises as you go.

  1. Read the posting twice, with a pen

    First pass: what is the job. Second pass: what is the problem. The second pass is where letters come from. Look for the sentence that reads like a complaint — "our team is drowning in support tickets", "we need someone who can own the roadmap without hand-holding", "the last person left and took the process knowledge with them".

    Underline two things: the requirement mentioned twice (that's the real one), and any specific tool, metric or process named. Those are your hooks.

  2. Pick one proof, not three

    Three achievements in 300 words means each gets ninety words of setup. One achievement gets a proper story: what was broken, what you did, what changed. Readers remember stories and forget lists.

    Choose the item that is closest to the underlined requirement — not the most impressive item in your history. A small, exactly-relevant proof beats a large, adjacent one.

    • With numbers: "cut time-to-value from 21 days to 9 across 300 accounts"
    • Without numbers: "rewrote the setup guide after watching eight customers fail at the same step, then watched eight more"
    • Early career: "ran the society's account from 900 to 4,100 followers in four months, on $340"
  3. Name the gap yourself

    Every application has a weak point. If you don't name it, the reader fills in the worst version. One sentence, plain words, followed immediately by the adjacent evidence.

    Works: "I don't have a banking background; what I have is eighteen months explaining charges to people having a bad week."
    Fails: "While I may not possess every qualification listed, I am confident that my diverse skill set..." — that sentence is longer, vaguer, and reads as a dodge.

  4. Write the opening last

    You can't write a good opening until you know what the letter proves. Draft the middle first, then write a first line that points at it. The opening only has to do two things: name the role, and make the reader want the next sentence.

    Two reliable shapes:

    • Answer the posting: "Your posting says the first ninety days are mostly about explaining a denied loan to someone already upset. That's the part of my last two years I'd point to first."
    • State the case plainly: "I want the support lead job at Northwind, and here is the shortest honest case for it: I cut our ticket backlog by two thirds in a quarter without adding headcount."

    Avoid: "I am writing to express my interest in the advertised position." It is true, it is grammatical, and it tells the reader nothing they didn't already know.

  5. Make the ask specific

    The last paragraph is a request, not a summary. Never restate the letter — the reader just read it. Ask for one concrete thing, in one sentence, and then stop writing.

    "I'd welcome the chance to walk through the sample and hear how your team reviews a draft" is an ask. "I look forward to hearing from you" is a formality that requests nothing.

  6. Cut the adjectives

    Search your draft for: passionate, dedicated, detail-oriented, dynamic, innovative, results-driven, team player, hard-working, excellent communication skills. Delete each one and see whether the sentence still means something. Usually it means the same thing, faster.

    Then check for sentences that would survive having the company name swapped for a competitor's. Those are the sentences that make a letter generic, and they are almost always the ones you were most pleased with.

  7. Format it so it gets parsed

    One page, 11–12pt, standard margins, no header images, no text boxes, no tables. Export to PDF unless the portal asks for Word. Full specifics are on the format page — including the file-naming convention that keeps your file findable in a recruiter's downloads folder.

  8. Read it out loud once

    Not silently. Out loud. You will hear three things: sentences that run out of breath, words you would never say to a person, and the exact spot where you started padding. Fix those three and stop editing — further passes make a letter worse, not better.

Openers

First lines that work, and the ones that don't

Don'tWhyInstead
"I am writing to apply for the position of..." Wastes the only line every reader sees "I'm applying for the [role]. Your posting says [specific problem] — that's the part of my background I'd point to first."
"I have always been passionate about [industry]" Unverifiable, and true of everyone who applies "I've used your reporting tool at two jobs; both times I wanted a faster answer to 'what changed last week'."
"Please find my résumé attached for your consideration." Whole letter becomes a cover note for a file "Here's the short version: [one achievement with a number]."
"As a highly motivated professional with 10 years of experience..." Adjectives the reader will test and discount "Ten years in logistics, the last three untangling the same routing problem your posting describes."
Questions

Common ones

How long should a cover letter be?

250–350 words on one page. Shorter than 200 and the reader has nothing to evaluate; longer than 400 and the middle stops being read. If the posting says "brief note", aim for 150–200.

Do I need to address it to a named person?

Yes if the name is in the posting, on the company site, or on LinkedIn in a role that would plausibly hire for this job. If you can't confirm a name, use "Dear Hiring Team at [Company]" — a wrong name is worse than no name.

Should I repeat what's on my résumé?

No, but you should expand one line of it. Pick the single most relevant item and spend a hundred words on the situation behind it. The letter is the footnote the résumé can't hold.

What if I'm applying through a portal that truncates text?

Assume anything past the first 120 words may be cut. Put the role, the proof and the ask in the first two paragraphs, and treat the rest as optional detail.

Is it okay to use AI to write a cover letter?

Yes, with two conditions: the facts have to be yours, and you have to edit it. Many employers now expect AI assistance and care about the result, not the tool. What fails is a letter that contains claims the applicant can't back up in an interview.

Does a cover letter still matter if it's optional?

When it's optional, most applicants skip it — which is why writing one gives you an advantage out of proportion to its length. Send one when the posting asks, when you're changing fields, or when your résumé has a gap that needs one sentence of context.

Next: see the annotated examples, grab a template, or draft one from your own evidence.