We founded Simple Ventures (SV) with the mission of building great Canadian companies. Most companies around the world ignore Canada because of perceived market size, regulation, language, and powerful oligopolies. Canada is a top 10 global economy with many of the same consumer and business pain points as other markets. We’re funded and supported by Canada’s top leaders including the founders and leaders of Wealthsimple, Shopify, Ada, MindBeacon, TD and many more.

For CEOs, we significantly de-risk the prospect of starting a company. In particular, we help by: (a) validating the idea, (b) funding the concept, (c) unlocking a distribution advantage, and (d) bringing an extensive support network across product, engineering, marketing, and growth.

Our approach is industry agnostic, with a focus on: (a) market validation, (b) speed to insight, (c) attractive unit economics, and (d) defensibility in the Canadian market.

This is a founding technical role focused on embedding AI at the center of how new companies get built.

You will act as the technical and AI backbone of the studio - building systems, tools, and products that dramatically increase the speed and quality of everything we do. You will work across the studio, portfolio companies, and new ventures - identifying opportunities for AI, building solutions, and creating leverage across a small team.

Studio AI Infrastructure & Leverage Build AI-first systems, tools, and workflows that improve how the studio operates

Establish best practices and reusable infrastructure for how AI is applied across the studio

Venture Building & Prototyping Turn ideas into functional products that can be tested with real users

Use AI-native development workflows to compress build cycles from weeks into days

Portfolio Support & Applied AI Partner with CEOs and founders to identify high-leverage opportunities for AI

Build or support the development of AI features, tools,



and workflows within portfolio companies

Distinguish signal from hype - focus on practical, high-impact applications of AI

Help portfolio companies move faster by embedding AI into their core operations and products

We’re looking for a high-agency technical builder with strong product instincts and a relentless drive to ship.

You are AI-native, move quickly from idea to execution, and care deeply about building things that actually work and get used. You are motivated by speed, ownership, and creating leverage - not just writing code.

Experience building products, systems, or tools from scratch (startup, side project, or personal builds)

Strong technical ability as an engineer, technical product builder, or exceptional generalist

Experience working in rapid-moving, early-stage environments (0→1 or 1→10)

AI-Native Builder Actively use AI tools to build, prototype, and accelerate your work

Experience with modern AI workflows (LLM APIs, agents, copilots, automation, etc.)

Robust point of view on how AI changes how software and companies are built

Operates with urgency and intensity - you move quickly and don’t get stuck in analysis

Bias for action - you ship fast and learn through real-world feedback

Ability to run multiple workstreams in parallel without losing quality

Ability to move between problem framing and execution

High standards - you care deeply about the quality and usefulness of what you build

Able to work closely with non-technical teammates and founders

Clear communicator who can explain technical decisions and tradeoffs

You need long planning cycles before building

You are not deeply interested in AI or how it changes how software is built

You optimize for stability or work-life balance over building

Impact - Help build the next generation of Canadian companies

Benefits - Health & dental coverage

As part of the process, you will be asked to build or prototype a small AI-driven product, workflow, or tool.

📌 Founding Ai Engineer (Toronto)
🏢 Simple Ventures
📍 Toronto