MassApply AI — Tailor & Fill

Detects job postings and fills applications with an AI-tailored resume and cover letter. You review and submit.

One click. A resume and cover letter written specifically for this job. You review everything, then submit yourself. Job applications are broken. You spend 30-45 minutes rewriting your resume and cover letter for each role — or you send the same generic documents everywhere and wonder why you're not hearing back. Tailor & Fill fixes that. When you find a job you want to apply for, click the MassApply AI button on the page. In about 20 seconds, our AI reads the full job posting, identifies the exact skills and keywords the employer is looking for, and rebuilds your resume to hit them. It writes a personalized cover letter that names the company, speaks to the role, and sounds like you. Then it fills in the application form for you — name, email, phone, work authorization, resume upload, cover letter — so all you have to do is review everything and click Submit. YOU ARE ALWAYS IN CONTROL Tailor & Fill never submits anything without you. Every application shows you a review panel listing every field it filled and every field it skipped (and why). You read it, change anything you want, and click Submit yourself. WHICH SITES IT WORKS ON Currently supports Greenhouse ATS — used by thousands of employers including Discord, Stripe, Notion, Linear, and many more. More coming soon: Lever, Workday, Dice, Handshake, LinkedIn, Indeed. WHAT GETS FILLED AUTOMATICALLY - First name, last name, email, phone - Resume — AI-tailored PDF uploaded directly - Cover letter — uploaded as PDF - Work authorization (Yes/No) - LinkedIn profile URL - Currently located in the US REQUIREMENTS A free MassApply AI account is required. Sign up at massapplyai.com — no credit card needed to get started. PRIVACY The extension reads only the job posting page you activate it on. No browsing history is tracked. No data is sold. Full privacy policy: massapplyai.com/privacy