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Forward Deployed Engineer

Job in Toronto, Ontario, C6A, Canada
Listing for: Make AI Great Again
Full Time position
Listed on 2026-02-28
Job specializations:
  • Software Development
    AI Engineer, Software Engineer, Cloud Engineer - Software, Backend Developer
Job Description & How to Apply Below
Join us at the forefront of innovation in the AI sector. Our mission is to accelerate the future of work. We're not merely envisioning the future; we're actively constructing it.

We are a well-funded Silicon Valley based Series A startup backed by top-tier VCs, pioneering a new model of acquisition-led growth. Instead of building software companies the traditional way—chasing customers with sales and marketing—we acquire entire businesses and reinvent them from the inside out.

Our founding team boasts a remarkable track record in AI and the startup ecosystem, with each member having previously steered AI startups to unicorn status ( Cresta.ai ).

Our approach is not SaaS:
We drive growth through acquisition and technology is our transformation engine. Each company we bring on board comes with complex workflows, legacy systems, and antiquated data structures. We turn that complexity into opportunity, designing platforms that unlock efficiency, scale, and profitability.

What's in it for you?

Working with cutting-edge AI technologies on real-world transformation problems

Collaborate with world-class talent across engineering, product, and operations

Making an impact from day one – your work directly shapes how we transform entire industries

Challenging environment with a plethora of growth opportunities

Competitive compensation and benefits

High ownership and visibility in a small, high-trust team

About the Role
Forward Deployed Engineers are our zero-to-one team. You embed directly with portfolio companies, understand their domain deeply, and solve the novel, high-stakes problems that turn legacy operations into AI-native businesses. You're here to break the back of hard problems, prove transformation hypotheses, and extract generalizable patterns that become platform across our entire portfolio.

Each acquisition is a new deployment. You'll inherit complex workflows, fragmented data, and skeptical operators. Your job is to ship working AI systems that deliver measurable business outcomes – then codify what worked into playbooks that accelerate every future acquisition

What you will do

Embed on-site with newly acquired companies to deeply understand their business, workflows, and pain points

Sit with end users—operators, managers, frontline staff—to understand adoption blockers and build trust

Pick genuinely high-stakes problems at the core of the business, not peripheral edge cases

Build highly scalable, data-driven platforms that connect to legacy IT systems

Build AI-powered applications leveraging cutting-edge LLMs—voice agents, workflow automation, intelligent assistants

Define the software architecture and code the product, applying ML as a major differentiator

Implement eval-driven development: every piece of LLM-written code isn't done until you have evals verifying efficacy

Trust-Building & Adoption

Build guardrails that protect against runtime failures while maintaining flexibility

Technical solutions are only half the battle – driving adoption through demonstrated reliability is the other half

Playbook Development & Product Extraction

Identify patterns across portfolio companies that can become reusable frameworks or platform products

Contribute to transformation playbooks that reduce time-to-value for each subsequent acquisition

Work with product teams to graduate successful solutions from bespoke implementations to scalable product

What we look for

BSc. or MSc. in Computer Science or comparable degree

At least 5 years of hands‑on coding experience as a full‑stack or backend‑heavy engineer

Exceptional problem‑solving abilities, effective communication, and teamwork skills

Comfort with ambiguity—you can walk into a newly acquired company with legacy systems and make order from chaos

Core Engineering Craft

Ship production systems, not just prototypes—you’ve taken things from zero to deployed

Comfortable across the stack, but depth in at least one area (backend, frontend, data)

Experience integrating with legacy systems, messy APIs, and undocumented data sources

AI/LLM Systems

Hands‑on experience building with LLMs—prompting, RAG, agents, tool use

Eval‑driven development mindset: you instinctively think "how do I measure if…
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