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Founder CTO

Trainset AI Sydney, New South Wales (Onsite)
Full Time

About the Role

Location: Sydney (preferred) / Australia
Stage: Early revenue, scaling
Equity: 50% vesting over 4 years
Early Revenue


About Trainset.ai
Trainset.ai is building a compliance-first, enterprise-grade AI data labeling platform for companies that actually care about accuracy, security, and scale.
We already have:
  • Paying customers
  • Access to ~150,000+ global freelance workers via existing micro-task platforms
  • Clear demand from AI teams needing human-in-the-loop labeling (vision, NLP, LLM evals, RLHF, etc.)
This is no longer an idea — it’s an early business that needs a technical co-founder to help turn momentum into a real category-defining product.


The Role
I’m looking for a CTO / Technical Co-Founder to own the technical vision and execution.
You’ll be responsible for:
  • Architecting and scaling the core platform
  • Leading product development end-to-end (frontend, backend, infra)
  • Designing systems for QA, consensus labeling, auditability, and compliance
  • Making early technical decisions that will shape the company for years
  • Hiring and leading engineers as we grow
This is a builder role first, leadership role second.


Who You Are
You’re likely:
  • A senior full-stack engineer or tech lead
  • Comfortable moving fast in early-stage chaos
  • Opinionated but pragmatic about architecture
  • Excited by AI tooling, marketplaces, or data infrastructure
  • Looking for real ownership, not just a job
Startup or scale-up experience is a big plus.


Equity & Compensation
  • 50% equity, vesting over 4 years (standard founder vesting)
  • This is a true co-founder role — not a contractor, not “sweat equity theatre”
Why This Is Interesting
  • Real customers, real revenue
  • Clear path to enterprise deals
  • Strong leverage from existing worker network
  • Massive tailwinds from AI adoption
  • Opportunity to build something defensible, not just another SaaS wrapper

Please let Trainset AI know that you found this role at ctojobshq.com as a way to support us, so we can keep providing you with great CTO job opportunities.

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