TL;DR

• Documents is the place where your job-search files live in Simplify: resumes, cover letters, templates, and, with Simplify+, Question Responses.

• You can keep multiple versions of the same document for different roles, companies, or industries.

• You can create new files, upload your own PDF or .docx documents, and edit saved items directly inside Simplify.

About Documents

Our Documents page is the hub for the written materials you use throughout a job search.

Simplify treats resumes and cover letters as working documents, not one-time files. You will often tailor them, save different versions, and come back to them later. Documents is where those versions stay organized.

What Documents includes

The Documents page is organized around the types of materials people repeatedly use during a job search.

Your resumes, cover letters, templates, and Question Responses each have their own tab so different versions stay easy to manage as your search grows. Instead of mixing everything together, the page keeps role-specific resumes, tailored cover letters, and reusable materials separated in a way that is easier to come back to later.

At the top of the page, Simplify gives you quick ways to create new resumes, cover letters, templates, or Question Responses without leaving the workspace where your existing files already live.

Below that, your saved documents are grouped by type and ordered so you can quickly return to recent work, reopen older versions, or continue editing materials you already used in applications.

The structure is intentionally simple because most people are not managing just one resume anymore. Over time, Documents becomes the place where different versions of your job-search materials stay organized and easy to reuse.

Create new documents

The cards at the top let you start a new document quickly.

• New Resume opens the Resume Builder. This is free for everyone.

• New Cover Letter opens the cover letter editor. You can write manually for free. Simplify+ adds AI generation.

• New Template lets Simplify+ users create a reusable cover letter template with AI.

• Question Response lets Simplify+ users generate answers to open-ended application questions.

Use these when you want to start from scratch or create a new version for a specific role.

Keep multiple versions

Most job seekers end up with more than one resume or cover letter.

You may want one version for a general software role, another for product, another for a specific industry, or a more focused version for a single company. Documents is built for that kind of workflow.

You can save as many versions as you need and name them clearly so you can come back to the right one later.

The same applies to cover letters. A base version can be adapted for a target role, saved as a new file, and kept for later use without changing the original.

Edit saved files

Click Edit on a resume or cover letter row to open it in the right editor.

• Resume files open in the Resume Builder.

• Cover letters open in the cover letter editor.

Changes save back to the document in your list, so you do not need to manage separate exported copies.

If you want the full walkthrough for resumes, see Building and Tailoring your Resume on Simplify. For cover letters, see Auto-generating a cover letter with Copilot.

Upload documents you already have

If your resume or cover letter already lives outside Simplify, you can upload it as a PDF or .docx file.

Once uploaded, it appears in the matching tab as a new row. Uploaded resumes open in the Resume Builder, so you can edit them the same way you would edit a resume you created inside Simplify.

This is useful if you are starting with an existing resume and want Simplify to become the place where you keep working from there.