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Founding Engineering Lead

  • Toronto, ON
  • On-site
  • Posted Sep 18, 2026
  • 1 position

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Employment type
Full-time
Experience level
Senior · 5+ years
Apply by
Oct 14, 2026
Posting language
English
Working hours
40 hours per week
Seniority
Associate
Application method
Direct apply is available

Job summary

You will own the overall technical architecture and engineering roadmap while leading the development of AI-powered document intelligence products. Additionally, you will be responsible for recruiting, mentoring, and scaling a high-performing engineering team as the company grows.

Job details

About Docufy AI Docufy AI is an AI-native document intelligence platform transforming how enterprises understand, automate, and manage complex documents. We leverage Large Language Models, agentic AI, retrieval systems, and intelligent workflows to help organizations accelerate operations while maintaining enterprise-grade security and compliance. Our founding team has deep experience building enterprise software and AI products. We're backed by experienced operators and are actively scaling our platform, customers, and engineering organization. The Opportunity We're looking for a Founding Engineering Lead for the technical evolution of Docufy AI. This is not a traditional management role. You'll be the senior engineering leader responsible for architecture, product execution, AI platform development, and building a world-class engineering organization alongside the founders. Initially, you'll spend the majority of your time writing code, designing systems, reviewing architecture, and mentoring engineers. Over time, you'll hire and scale the engineering team as the company grows. What You'll Own Own the overall technical architecture and engineering roadmap. Lead development of AI-powered document intelligence products. Design scalable cloud-native infrastructure and backend systems. Build reliable LLM pipelines, Agentic workflows, RAG, and orchestration services. Improve platform reliability, security, observability, and performance. Partner closely with Product, Design, and Customer Success. Recruit, mentor, and grow a high-performing engineering team. Establish engineering best practices, development standards, CI/CD, testing, and release processes. Support enterprise customer implementations and technical due diligence during fundraising. Requirements Technical Experience We're looking for someone with experience across many of the following: AI & Machine Learning Large Language Models (OpenAI, Anthropic, Gemini, open-source models) Agentic AI systems Retrieval-Augmented Generation (RAG) Vector databases Prompt engineering Evaluation frameworks AI observability Model orchestration frameworks (LangGraph, LangChain, LlamaIndex, etc.) Backend Engineering Python FastAPI or similar frameworks REST APIs Event-driven architectures Distributed systems PostgreSQL Redis Background job processing Cloud & Infrastructure AWS & GCP Docker Kubernetes (preferred) Terraform (nice to have) CI/CD pipelines Monitoring and logging Security best practices Leadership Experience We're looking for someone who has: Built and shipped production software at startup speed. Led technical architecture decisions. Worked closely with founders. Mentored engineers or technical teams. Balanced product velocity with engineering quality. Strong communication skills with both technical and non-technical stakeholders. Experience hiring and scaling engineering teams is highly desirable. Nice to Have Enterprise SaaS & PaaS experience. Experience with document processing or intelligent automation. OCR, search, or knowledge management platforms. Financial Services,Legal, Insurance, Retail Industry experience. Startup experience from Seed through Series A/B. What Success Looks Like Within your first 90 days, you'll: Become the technical owner of the platform. Understand the existing architecture and roadmap. Ship meaningful product improvements. Improve engineering velocity and release processes. Help define the next-generation AI platform architecture. Within your first year, you'll: Scale the engineering organization. Lead technical hiring. Improve platform reliability and performance. Deliver enterprise-grade AI capabilities. Become a key technical leader for customers, investors, and strategic partners. Benefits Why Join Us? Founding engineering leadership role. Significant equity opportunity. Build cutting-edge AI products from the ground up. Work alongside experienced founders in AI, cloud, and enterprise technology. Influence product, technology, and company strategy from day one. Opportunity to shape the future of enterprise document intelligence. If you're excited about building AI products, leading engineering, and creating category-defining technology, we'd love to hear from you.

What you’ll do

You will own the overall technical architecture and engineering roadmap while leading the development of AI-powered document intelligence products. Additionally, you will be responsible for recruiting, mentoring, and scaling a high-performing engineering team as the company grows.

Requirements

The ideal candidate has extensive experience with LLMs, agentic AI systems, and scalable backend engineering using Python and cloud infrastructure. You must have a proven track record of shipping production software at startup speed and leading technical architecture decisions.

Benefits

• Founding engineering leadership role • Significant equity opportunity

Listed skills

  • Kubernetes · Preferred
  • CI/CD · Preferred
  • Redis · Preferred
  • PostgreSQL · Preferred
  • Leadership · Preferred
  • Docker · Preferred
  • Amazon Web Services · Preferred
  • Google Cloud · Preferred
  • Python · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • Large Language Models
  • Agentic AI
  • RAG
  • Python
  • FastAPI
  • AWS
  • GCP
  • Docker
  • Kubernetes
  • System Architecture
  • Distributed Systems
  • PostgreSQL
  • Redis
  • CI/CD
  • Leadership
  • Mentoring

Job areas

  • Technology
  • Software
  • Management & Leadership
  • Engineering
  • Data & Analytics

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