Work tower · floor

How to write a cover letter, which is not a CV in prose

The commonest failure in how to write a cover letter is not bad writing. It is writing the CV again in sentences — the same jobs, the same order, joined up with “additionally” and “furthermore”. A university careers office draws the distinction in a way that makes the mistake obvious once you have read it.

What the CV does

It “briefly states your skills, knowledge, experience, and (most importantly) what you have achieved using your abilities.”

A list, in reverse order, with dates. Nothing on it explains why any of it points at this particular job.

What the letter does

It “gives you an opportunity to create a narrative that shows the path you have taken in your career or education, emphasizing the skills you’ve used along the way, and explaining why the position you are applying to is the next desirable step on this path.”

The CV states. The letter argues. Written as a CV in prose it does neither.

That distinction is worth holding in mind while you write, because it tells you what to leave out. Anything already legible on the CV does not need repeating; what is missing from the CV is the argument — the reason those things lead here, to this job, at this organisation. Nobody else can supply that, and no template contains it.

With the purpose settled, there is one instruction that reorganises the whole letter, and it comes from a university writing centre rather than a careers blog.

“Assess the employer’s needs and your skills. Then try to match them in the letter in a way that will appeal to the employer’s self-interest.”
University of Wisconsin–Madison Writing Center — read 22 August 2026

That last phrase is the whole operation, stated more plainly than anywhere else. A letter written around what I want — the role, the growth, the opportunity — is asking for a favour. A letter written around what this solves for them is making an offer. The same experience appears in both; only the direction changes, and the direction is what gets read.

Applied honestly, that sentence changes almost every paragraph. “I am looking for a role where I can develop my project management skills” becomes “you are running three overlapping deliveries with one coordinator; I have done exactly that at this scale.” The experience is identical. The first version is about you. The second is about them, and it is the one that answers the question they are actually holding.

What a careers writing centre asks for, specifically

Short, checkable instructions rather than encouragement.

Two of those deserve emphasis because they are the ones people resist. One page is not a guideline that a really good candidate may exceed; a letter that runs to two pages has usually reverted to being the CV again. And tailoring is the difference between a letter and a circular — “demonstrate some knowledge of the organization” is checkable in the first paragraph, and its absence is equally checkable.

Then there is the fact that makes this document unlike anything else in the application, and the Writing Center states it in one line: the letter “not only tells of your accomplishments but also reveals how effectively you can communicate.” It is simultaneously the argument and the evidence for the argument. Claiming excellent written communication in a paragraph with three subordinate clauses and a spelling mistake settles the question in the wrong direction.

Which is also why both sources say the same unwelcome thing about effort. Penn: “You will likely have several drafts before you come up with a final version.” Wisconsin recommends asking people “who have had experience in obtaining jobs or in hiring in your field to critique a draft”. One pass is rarely enough, and the second reader is the cheapest improvement available.

A vocabulary note that saves confusion when you are looking for guidance. Penn records that the same document is “sometimes called a letter of intent or letter of interest”, and elsewhere it is a letter of application. Searching how to write a cover letter for a job finds the same guidance again under a fourth name. Where the phrase differs, the requirement usually does not.

And one genuine exception, flagged by Penn and worth knowing before you follow generic advice: letters for faculty positions follow different conventions from letters for everything else. If you are applying into academia, the general guidance on this floor is the wrong shape.

The floors below take it four ways: whether the letter is needed at all, writing it, the specific situations that change it, and the tools people reach for.

Where to start

Four ways in.

“Do I even need one?”
Start at whether you need one
“I am staring at a blank page.”
Go to writing it
“Mine is a special case.”
That is the situations
“Can AI write it?”
Partly — the tools

Whether you need one

Not every application wants one, and the answer changes what you should spend the evening on. This wing is about deciding before writing.

Writing it

One page, four or five paragraphs, and a direction. These floors cover the structure, the opening, and the instruction that reorganises everything.

The employer’s self-interestThe sentence from a university writing centre that turns a request into an offer.Being built
Tailoring at speedDoing it properly for the tenth application without writing ten letters from scratch.Being built
The opening line“Start fast; attract interest immediately” — and the openings that do the opposite.Being built
How to write a resumeThe other document, and the reason this one should not repeat it.Open this floor →

The situations

The general advice has exceptions, and two of them are common enough that following the general version actively hurts.

For an internshipLess experience to point at, and what to build the argument from instead.Open this floor →
Academic and faculty lettersDifferent conventions entirely, flagged by the careers office that publishes both.Being built
Changing careerWhen the path in the narrative genuinely turns, and how to write the turn.Being built

The tools

Templates and AI both help with the parts that do not matter and cannot do the part that does. These floors are about where the line falls.

Letter templatesWhat a template can give you, which is structure and not argument.Being built
Using AI without sounding like itWhat it is genuinely useful for here, and the tell that gives it away.Being built
Are ai detectors accurateIf you are worried about being flagged, what the detection actually is.Open this floor →

What this tower will not do

It will not give you a letter to fill in. Both sources here say the same thing in different words: the part that works is the argument, and the argument is specific to you and to them.

It will not tell you the letter does not matter. It is read as a writing sample whether or not it is read as an argument.

And it will not pretend one draft is enough. The two universities quoted here both say it is not. What holds instead is simple: the distinction between CV and letter, the self-interest rule and the style requirements are quoted from two university guides, listed below.

Where this page got its facts

  1. University of Pennsylvania Career Services — Cover Letter Writing Guide (the purpose of the letter, the distinction between stating on a CV and building a narrative, the alternative names for the document, the note on several drafts, and the difference for faculty positions) — careerservices.upenn.edu, read 22 August 2026.
  2. University of Wisconsin–Madison Writing Center — Writing Cover Letters (the single page, the instruction to appeal to the employer’s self-interest, the tailoring requirement, the style rules, and the point that the letter reveals how effectively you communicate) — writing.wisc.edu, read 22 August 2026.

Written by Alberto Gulotta

Founder and editor of AI Tools Primer, writing from Palermo, Italy. Thirty-five years of taking computers apart, starting with a Commodore 64 — the long version is on the about page.

Something wrong on this page? Write to aitoolsprimer@gmail.com and it gets fixed.

Written on 22 August 2026.

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