Careers at TailorMe · Chillify, LLC

Help people find work that fits.

We’re an AI-native team passionate about supporting people in a tough job market—for applicants and employers alike.

Why join now

We started with TailorMe to make applying for jobs easier. Now we’re expanding from tools for individuals into products for businesses, with more on the way. Our ambition is to build the next LinkedIn, without the social media: a place where people find opportunities and companies find the right people.

Who you’ll work with

We’re a small company, so you’ll wear many hats. Your work will cross product boundaries as we build for applicants and employers. Expect to learn new skills, adapt as priorities change, and take responsibility for the work you ship.

How we work

AI native
We use AI in our everyday workflow and stay accountable for the quality of our work.
Support people
We listen to applicants and employers and build to reduce their toil.
Own outcomes
We follow work through shipping, learn from the results, and keep improving.

Benefits

  • Equity participation
  • Employer-sponsored health insurance
  • Unlimited paid time off
  • 13 paid holidays
  • Equipment and work-related expense reimbursement

Open roles

Interested in a future role? Introduce yourself and get opening notifications.