Tailored Cover Letters

A tailored cover letter is built from two layers: the AI writes the 4 body paragraphs against the job description, and a boilerplate file fills in everything around them (header with your contact details, recipient block, subject line, salutation, closing, date format).

Generating

Same flow as tailored resumes. From the Table view in Find jobs, or the table on the Tracker:

  1. Right-click a row, or check several rows
  2. Pick Tailor application in the menu (or the toolbar above the table)
  3. Choose Resume + Cover Letter (generates both at once) or Cover Letter

You can also kick this off from the job detail panel via its Tailor application button.

Picking Resume + Cover Letter is the recommended path when you're applying for the first time to a job: the resume and the cover letter are produced in the same pass with consistent framing. Cover Letter only is right when you've already got a tailored resume for that job and just need the letter (or you tweaked the resume manually and want a fresh letter built from the updated context).

Same batching rules as tailored resumes. Batch is a Max-only feature: Free and Pro generate one cover letter at a time, while Max covers up to 5 jobs per click. With Cover Letter only on Max that's 5 letters from one action; with Resume + Cover Letter that's 10 documents (5 resumes + 5 letters) in one shot.

Single-cover-letter generation works on every plan. Each cover letter counts as one tailored document, like a resume: Free includes 1 of each a month, and Pro and Max have no monthly limit, within fair use. See Billing & Plans for the details.

Generation runs in the background and lands in the Tailored page when ready. Same status indicator and toast as for resumes.

Editing a tailored cover letter

Once a tailored cover letter exists, click its version badge on the Tailored page to open the edit page. The structure of a cover letter is fixed (header, recipient block, subject, salutation, four paragraphs, signature) so there's no section or entry reorder, and no hide toggles: every piece is always present. What you can do:

  • Edit every field in the Content tab, organised into form sections:
    • Sender: your name, phone, email, address, LinkedIn URL
    • Recipient: company name, location, salutation, subject line, date
    • Letter body: the four paragraphs (free-text textareas) and the signature greeting
  • Live preview on the left, updating instantly on every keystroke
  • Open the Style tab to switch templates (Professional, Modern, Double Frame, Geometric) without re-running the AI (nothing counted)
  • Override style (font and colors) just for this document
  • Save to persist the changes (creates a new version), or Reset to roll back to the last saved version
  • Download the PDF in the currently selected template and style

AI refinement isn't available on cover letter paragraphs; regenerate the cover letter for that job (it counts as one tailored document) if you want a fresh AI pass on the prose.

Languages and boilerplate

Cover letters are generated in English, same as tailored resumes. If the job has a hiring manager name, the salutation uses it ("Dear Maria,"). Otherwise it falls back to a generic but warm form ("Dear Hiring Team,").

Cover letter templates

Four templates:

TemplateStyle
ProfessionalFormal layout, traditional industries
ModernBlue accent header, split name and contact layout
Double FrameElegant double border, serif typography
GeometricBlue geometric corners, bold accents

Same font and color customization as resumes, with its own saved defaults.

Costs

Each cover letter counts as one tailored document. As with resumes, re-generating creates a new version.