Remote Engineering Student Jobs in Toronto, ON (NOW HIRING)

???? TripleTen is an EdTech company that designs and runs tech career learning programs for the US and Latin American markets. We've been doing it for over five years, teaching complete beginners — people with no prior tech background — through cohort-based programs built on our own platform and curriculum, developed in partnership with Nebius AI. Our team is fully remote and globally distributed, and we serve a large, active student base across both regions.

We're launching a program for experienced engineers transitioning into system architecture roles. The curriculum is being built by a team of senior authors. What we need now is the person who brings it to life for students: hosts the live sessions, reviews the work, runs the architecture review boards, and sets the technical bar for the people supporting alongside you.

This is a teaching and review role. You'll be the senior technical presence the cohort learns from week to week. You'll run live sessions and office hours, give real architectural feedback on student deliverables, and act as the escalation point for a team of supporting instructors who handle first-line questions. The best person for this is someone who has actually designed and shipped systems at scale, has opinions about what good architecture looks like, and can tell an experienced engineer why their design is wrong, not just whether it runs.

Your audience: experienced engineers leveling up to system architecture roles. Many already write production code daily. They will spot shallow feedback instantly, so the bar here is real seniority, not familiarity.

Format: Async-first with scheduled live sessions. Live sessions and office hours are timed around a US-based cohort. Estimated 15 to 25 hrs/week.

Areas of expertise

We will bring on three Experts, each focused on one of the following areas.

Expert A — System Foundations, API & Data

• Module 1 — Foundations of System Engineering (Architecture principles, OpenTelemetry, distributed systems)
• Module 2 — API & Service Architecture (REST, GraphQL, gRPC, service boundaries, DDD)
• Module 3 — Data Architecture & Storage Patterns (SQL/NoSQL, sharding, replication, Redis caching)

Expert B — Cloud, Distributed Systems

• Module 4 — Cloud Infrastructure & Platform Engineering (Kubernetes, Terraform, GitOps, CI/CD, FinOps)
• Module 5 — Distributed Systems & Event-Driven Architecture (CAP theorem, event-driven, Kafka, alert routing)

Expert C — Security, AI Systems & Architecture Leadership

• Module 6 — Security & Compliance Architecture (Zero-trust, threat modeling, compliance, secure CI/CD)
• Module 7 — AI Systems Design & Integration (LLM integration, RAG, ML reliability, AI governance)
• Module 8 — Architecture Documentation & Leadership (ADRs, C4 diagrams, technical communication)

Please indicate in your application which area fits you best. If you have overlapping skills, don’t hesitate to apply and indicate it in your application. Submit all resumes or CV's in English.

• Mentor students through 1:1 video calls, Q&A sessions, and group events, helping them clarify concepts and navigate assignments.
• Host webinars and workshops on program topics, industry insights, and extracurricular skills.
• Review and assess student projects, providing clear, constructive feedback aligned with program standards.
• Engage with students on the Hub through written guidance, ongoing communication, and curated learning resources.
• Share professional expertise to equip students with practical skills and career strategies.
• Foster a collaborative learning environment that builds confidence, encourages interaction, and supports student growth.
• Conduct Mock Interviews providing constructive feedback on both their technical responses and interview skills.
• Record instructional videos for the curriculum, clearly explaining key concepts, methodologies, and course topics to support student learning.

• Milestone-based payments tied to deliverables
• Fully remote work with flexible hours
• A digital office — we use modern tools (Notion, Miro, Slack, Figma) to keep collaboration smooth
• Professional trust and autonomy — no micromanaging
• The chance to see real impact: our metric is graduates landing jobs in tech
• Join a diverse, international, and close-knit team excited to work with you

• 5+ years as a senior software/systems architect, platform engineer, or senior backend/infrastructure engineer
• Has designed and shipped systems at scale in a real company, not just coursework or side projects
• Depth across the architectural spine: system design, API and service architecture, cloud and infrastructure (AWS, Kubernetes, Terraform, CI/CD), and distributed systems
• Can explain why a decision was made, not just how it was implemented, and can diagnose and critique someone else's architecture live
• Strong technical communication: comfortable leading a live session and writing clear, specific review feedback
• Strong English C1+ — instruction and review are in English for a US-based audience
• Comfortable using AI tools in day-to-day technical work