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Skillsetter

Careers at Skillsetter

Help prepare people for the conversations that matter most.

Skillsetter is an interpersonal skills practice platform grounded in decades of research. Our team creates the software and learning experiences that help people build real-world skill before the stakes are real.

Why our work matters

People deserve the chance to practice before the stakes are real.

People in human-centered professions are expected to navigate difficult, consequential conversations with skill, often without enough opportunity to practice before the stakes are real. At Skillsetter, you'll help build a better way. We combine learning science, realistic practice, structured feedback, and thoughtful technology to prepare people for the conversations that shape care, trust, learning, and human connection.

Two colleagues talking across a table in a bright room

Our values

Meaningful work demands care in how it is done.

These values guide how we build, make decisions, and work together.

  • Quality

    We follow the evidence, test our assumptions, and hold our work to a high standard. The people who rely on what we build are preparing for consequential conversations, and that responsibility shapes how carefully we work.

  • Psychological safety

    We work hard to understand one another and make room for respectful disagreement. Better decisions require people to speak honestly, ask questions, and challenge assumptions.

  • Kaizen

    We treat our work as something that improves through deliberate practice, feedback, and revision. Small, thoughtful gains compound over time.

  • Integrity

    We use technology responsibly, treat people and their data with care, and make decisions we can explain and defend.

Life at Skillsetter

Hard conversations are part of learning, growth, and meaningful work.

Skillsetter is building the tools that help people meet those moments with greater skill and readiness. We bring the same rigor, openness, and care to how we work together. As a fully remote team, we value independent judgment, thoughtful collaboration, and the willingness to keep learning.

An Intro to Skillsetter — the deliberate practice platform for interpersonal skills
Team video: Employee interviews from the December all-hands meeting

Benefits and perks

Supporting your best work, anywhere.

  • Extended health and dental benefits

    Comprehensive health coverage tailored to keep you and your family supported and secure.

  • In-person gatherings twice a year

    We fly the whole team to inspiring locations twice a year to sync, plan, and build real connection.

  • Professional development budget

    Continuous learning is part of our DNA. We sponsor courses, conferences, and books.

  • Annual home-office technology bonus

    Receive a dedicated stipend each year to upgrade your computer, desk, chair, or internet setup.

  • Fully remote work

    Work from where you are most productive. We operate synchronously across North American timezones.

  • Company-wide performance bonuses

    When the company wins, everyone wins. We share our success through structured quarterly performance rewards.

Open roles

Join our team.

Three colleagues in conversation in a bright meeting room

Don't see a role that matches your experience?

We're always interested in meeting thoughtful, curious people who are drawn to our mission. Introduce yourself and tell us about the work you do best and the kind of opportunity you're looking for.