Private AI Job Matcher, Web Scraper & Resume Builder
Skippy is a free, privacy-first desktop app that takes the busywork out of job hunting. It searches job boards, scores every listing across four clear categories based on your real experience, spots hidden dealbreakers and "ghost jobs," checks its own writing with a two-pass review, and builds custom Word (.docx) resumes, cover letters, interview guides, and study roadmaps in one click.
Let's be honest for a second about the job hunt: it is awful. Looking through dozens of lengthy job descriptions, checking for hidden dealbreakers such as language requirements or ridiculous years-of-experience cutoffs, and rewriting resumes and cover letters for every single application is mind-numbing. In addition to this, other commercial AI resume tools require uploading sensitive personal data to third-party cloud databases behind monthly paywalls.
Skippy removes 90% of that pain and makes your job search private and efficient. Running entirely on your local machine, Skippy searches job boards directly (including public LinkedIn listings and FreeHire), lets you store multiple resumes and pick which ones to evaluate against, grades your fit across four clear scoring categories, harvests the best matching experience across your selected resumes with a two-pass fact check, and builds truthful, ready-to-submit ATS resumes, cover letters, portal answers, and study roadmaps.
Instead of a mystery number, Skippy grades every job from 0 to 100 across four weighted categories: Technical Skills (30%), Experience Level (25%), Workplace & Culture Fit (15%), and Career Goals (30%). Upfront Eligibility and Location checks immediately flag dealbreakers (like required clearances or strict office rules) and warn you when application deadlines are closing soon.
Upload as many specialized resumes as you want (.docx, .pdf, .md, or .txt) and choose which ones to run against each job batch to keep evaluations fast. When you select multiple resumes, Skippy combines their strengths and harvests the best-fitting roles, projects, skills, and bullet points from each one into a single, cohesive resume.
Search public LinkedIn jobs right inside the app (filtering by Remote, Hybrid, On-site, and date posted—no account login needed), pull listings from FreeHire and tech boards like builtin.com, or drop in a list of links. Skippy uses fast direct lookups first and only opens a background browser as a fallback when a site requires it, while warning you about "ghost jobs" that have been reposted over and over.
Every tailored Resume and Cover Letter goes through a two-step check. After writing the first draft, a second review pass compares every line against your selected resumes to strip out exaggerated claims, invented tools, and robotic AI buzzwords. It also gives you a Keyword Match Table and warns you if any bullet point is a slight stretch you should be ready to explain in an interview.
No more copy-pasting text into a separate resume template. Skippy formats your tailored resume directly into a single-column, hiring-software-friendly layout (with Classic, Modern, and Harvard Serif styles, centered contact info, and flush-right dates). Edit your text in Live Split View while watching the formatted resume update in real time, then download a Word (.docx) or .pdf file in one click.
A dedicated Document Gallery page organizes all your generated resumes, cover letters, interview guides, and follow-up notes into cards that you can sort and filter by match score or date. Also generates ready-to-paste answers for online application portals and 140/280-character elevator pitches with live counters.
Skippy looks across the jobs you almost qualify for and ranks missing skills by which ones will unlock the most high-upside roles fastest. With one click, it builds a custom 3-Phase Study Roadmap complete with weekend project ideas, sample resume bullet points you can add once you finish them, and 100% free learning resources.
Tailor your interview prep to the exact round you are facing: Recruiter Phone Screen, Technical / Hiring Manager, Behavioral / Final Round, or Full Loop. Includes 3-step Honest Gap Bridges to help you talk through skills you don't have yet, plus a Follow-Up & Thank-You Writer for short, natural emails and LinkedIn check-ins.
Prefer browsing job boards yourself? Use the custom extension for Chrome, Edge, and Brave. Just right-click any job posting on LinkedIn and hit "Send Listing to Skippy"—or paste a LinkedIn link and let Skippy's built-in guest lookup grab the full description automatically.
Connect your preferred AI in seconds—supports Google Gemini (free tier available), OpenAI ChatGPT, Anthropic Claude, and xAI Grok. Want complete offline privacy? Pair it with Ollama to run AI models directly on your own computer for free.
Skippy is built so you never have to stare at a loading screen. A background manager (pipeline.py) and local listener (webhook.py) handle all the heavy lifting behind the scenes while you click around the app.
Built with a cybersecurity mindset to keep your personal data, API keys, and computer safe while pulling job postings from the internet:
Skippy comes pre-packaged so anyone can download and run it in a couple of minutes—even on a brand-new computer without Python installed: