Launching today, and a few hours before, my AI stopped working. Here's what I learned.
A few hours before launch, cover letters started silently failing. Not the first impression I wanted for a tool people are trusting with their job search.
One of the things that surprised me during my own job search was how much time was spent not actually finding opportunities, but preparing each application.
Reading the job description, deciding whether the role is a good fit, tailoring the resume, writing a cover letter, keeping different versions organized, and then tracking what was sent to each company can easily turn every application into hours of work.
After doing this repeatedly, I found the administrative side of job searching almost as exhausting as the rejections themselves.
That experience eventually led me to build CareerPocket AI, which I m launching here tomorrow.
CareerPocket AI is a privacy-first AI job application copilot. Capture a job, score your fit, tailor your resume and cover letter, and track every application in one place. Unlike standalone AI resume writers, CareerPocket keeps your career history and application workflow together, so each application starts from your real experience—not a blank AI prompt. Bring your own AI provider or use local AI with Ollama for greater control over your career data.
