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Chief Engineer Automation Jobs in Toronto, ON (NOW HIRING)

Clera

Founding Engineer ($3M pre-seed)

Toronto, ON · Remote

Traditional recruiting is broken - we're fixing it with AI-first automation that delivers better ... You'll be engineer #4 on the founding team, working directly with our CTO and the other founding ...

PSD

Vice President, Engineering

Toronto, ON · Remote

Reporting to the Chief Technology Officer (CTO), the VP, Engineering, will translate the Company ... Drive practical adoption of AI and automation across software development, QA / Quality Engineering ...

PSD Citywide

Vice President, Engineering

Toronto, ON

Reporting to the Chief Technology Officer (CTO), the VP, Engineering, will translate the Company ... Drive practical adoption of AI and automation across software development, QA / Quality Engineering ...

THOMSON REUTERS

Lead AI Forward Engineer

Toronto, ON · On-site

Identify high-impact opportunities to apply AI automation and intelligent agents across CIO ... Mentor engineers and share patterns, practices, and lessons learned to raise overall AI solution ...

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All JobsChief Engineer Automation JobsChief Engineer Automation Jobs in Toronto, ON

Founding Engineer ($3M pre-seed)

Toronto, ON • Remote

Clera
1 - 10 employees
Learn more about Cleraexternal

Full-time

Re-posted 27 days ago

Job description

We're building the future of recruiting with AI – and we need an exceptional engineer to join our founding team in our San Francisco hackerhouse.

We just raised a $3M pre-seed from top-tier investors and are looking for someone to be one of our first engineering hires. This is the real deal: meaningful equity, direct impact on product direction, and the chance to build something massive in a $600B industry ripe for disruption.

What We're Building:

Clera is reimagining how top talent finds their dream jobs. We're already working with leading VC-backed startups like Mintlify, Luminai, and Windsurf – automating the entire headhunting process end-to-end with AI agents.

Thousands of talents engage with Clera every week. We've helped many land roles at companies they're genuinely excited about. Traditional recruiting is broken – we're fixing it with AI-first automation that delivers better outcomes for both candidates and companies.

We're at the perfect inflection point: early enough that you'll have massive ownership and impact, but far enough that we have a working product, paying customers, and strong traction.

The Role:

You'll be engineer #4 on the founding team, working directly with our CTO and the other founding engineers. You'll ship features to production daily and own entire product areas from concept to deployment.

We're building fully agentic systems that automate complex workflows. It's technically challenging, fast-paced, and high-impact.

Your Experience:

  • Very strong software engineering background: Experience in TypeScript and React

  • Strong practical experience working with AI: We work 24/7 in Cursor - ideally you have experience coding with AI. Bonus if you have an experience working with LLM APIs

  • Startup mindset - high agency, resourceful, and obsessed with creating value

Who You Are:

  • Take full ownership of projects, from concept to deployment and do whatever it takes to get the job done.

  • Write code fast and scrap it even faster, but know when to transition to building for scale and quality.

  • Enjoy talking to customers and iterating based on feedback.

  • Are willing to work hard, to create something new with a lot of impact, changing how millions of talents find their jobs in the future.

Tech Stack: TypeScript, React, Cursor, Supabase, Prisma, Typesense, LLM APIs, Trigger.dev

The SF Hackerhouse Setup:

We're living and building together in SF. Zero commute, 10× faster feedback loops, constant collaboration.

It's intense, but it's also incredibly productive and fun. You'll be surrounded by A-players who are all-in on building something great.

Why Join Now:

  • Be engineer #4 – your decisions will shape the entire product

  • True ownership, no micromanagement, shipping to production every day

  • Experienced founders and a team of A Players

  • Meaningful equity in a fast-growing startup

  • Join before we scale 10-100×

  • We can support with visa processes

Compensation: Competitive salary + significant equity

If you're the kind of engineer who wants to build fast, own outcomes, and create something that matters – let's talk.