We're GrowthSchool. And we built Outskill.

GrowthSchool started with one belief: you learn a skill fastest from the person actually doing it. So we partnered with the top 1% of instructors to build high-impact, cohort-based courses in personal and professional growth for learners around the world and used AI to make that learning personal at a scale a classroom never could.

Then AI changed what "upskilling" even means. Roles started getting rewritten faster than curriculums could keep up, and the real divide stopped being skilled versus unskilled. It became AI-ready versus not.

So we built Outskill, our AI education arm, to close that gap, practical, implementation-first AI training for professionals, teams and enterprises.Today Outskill is one of the largest AI education companies in the world: 16M+ learners across 160+ countries, and programs running everywhere from individual upskilling to enterprise AI transformation.

Our mission: Make 100 million people AI-ready by 2028.

What that actually feels like day to day: we're 300+ people, backed by Sequoia, moving at a speed that surprises most people who join us. Products ship in weeks, not quarters. There's no thick layer of process between an idea and it going live. You'll own things visibly bigger than your title. Some experiments will fail publicly, and we'll talk about them openly on Monday.

If you need a finished playbook before you start, this will be uncomfortable. If you'd rather write the playbook, you'll like it here.

What you'll do

Stay on the bleeding edge

Track the AI ecosystem closely — new models, tools, agent frameworks, papers, product launches, and community workflows. We expect you to be the person in the room who already knows what dropped this week.

Experiment relentlessly. Build small, build often, and bring back what works.

Build end-to-end workflows





Conceive and ship complete AI workflows — from problem framing to working solution — that we can teach learners to replicate and adapt.

Document the why behind your choices, not just the how. Our learners need to understand the thinking, not just the steps.

Teach and deliver sessions

Run live sessions for cohorts of working professionals. This is a significant part of the role: solid communication and the ability to hold a room are non-negotiable.

Translate complex AI concepts into clear, practical, hands-on learning. Make people feel like they can actually do this when they leave the session.

Shape curriculum and engage enterprises

Sit in on enterprise discovery calls, understand client requirements, and translate them into curriculum that fits their teams and outcomes.

Build and refine curriculum content across our programs — outlines, exercises, real-world case studies, and assessments.

Coordinate with subject matter experts and mentors so learners get exposure beyond just our internal team, and so the curriculum keeps getting sharper over time.

Who we're looking for

We are not indexing on a specific degree, a fancy resume, or years of AI-specific experience. AI is too new for that to be a meaningful filter. What we do care about:

3 to 5 years of overall work experience. What you did in those years matters less than how you've shown up. We want maturity, ownership, and someone who can hold their own in front of a room of senior professionals.

Recent, demonstrable hands-on work with AI. Whatever you have been tinkering with in the last few months: agents you've built, workflows you've automated, tools you've shipped, prompts you've engineered,



problems you've solved end-to-end - put it on your resume. Any form of proof of work counts: GitHub repos, deployed projects, written breakdowns, internal tools, side projects, or detailed walkthroughs you can talk us through.

Genuine fluency with AI tools you use day in, day out. You should be a native user of at least one or two AI tools: Claude Code/Cowork, Codex, n8n or other platforms you reach for instinctively. We are less interested in how many tools you have touched and more in how deeply you have used the ones you have.

Strong communication and teaching ability. You can explain a complex idea cleanly. You enjoy being the person who breaks things down for others. You are comfortable on stage, on camera, and on a call with an enterprise client.

Hunger to learn. This field changes every week. You should already feel that as energising rather than exhausting.

Comfort with enterprise interaction. You'll be on calls with L&D; leaders, talent heads, and sometimes business leaders at our partner enterprises. You should be able to ask sharp questions, listen well, and translate what you hear into curriculum decisions.

Nice to have

Prior experience teaching, training, or running workshops — formally or informally.

A public footprint around AI: writing, talks, open-source contributions, or a portfolio of builds.

Experience working with enterprise teams.

What this role is not

To save everyone time, a few things this role is not:

It is not a pure research or pure engineering role. You will not be training foundation models or publishing papers.

It is not a senior leadership role. This is a mid-senior individual contributor position.

It is not a remote role. We work on-site from Bangalore.

Logistics

Location: Bangalore (on-site).

Level: Mid-senior individual contributor.

Compensation: Discussed once shortlisted. Will be competitive for the level and the mar1ket.

📌 AI Generalist: Content (Bengaluru)
🏢 Growth School
📍 Bengaluru