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Added 11 days ago
Principal DataOps Engineer (DevOps for Data)
Workday
Toronto, ON · Canada, ON, Toronto
Full-time
As a Principal DataOps Engineer (P5), you serve as a preeminent technical authority, strategic leader, and primary architect of Workday’s data platform program execution and methodology…
Added 4 months ago
Senior Product Engineer
LTM
Ontario · Ontario, Canada
$75,163 to $79,609 USD / year
Full-time
Work closely with data engineers analysts QA and DevOps teams in Agile delivery models
Added 4 months ago
Senior Product Engineer
LTM
Ontario · Ontario, Canada
$75,163 to $79,609 USD / year
Full-time
Work closely with data engineers analysts QA and DevOps teams in Agile delivery models
Added 4 months ago
Senior Platform Engineer
Scotiabank
Toronto, Ontario
Full-time
GBME is searching for a Senior Platform Engineer who is a continuous learner and is eager to boost the capabilities of capital markets platforms. The successful candidate will have a strong…
Added 4 months ago
Senior Product Engineer
LTM
Ontario · Ontario, Canada
$75,163 to $79,609 USD / year
Full-time
Work closely with data engineers analysts QA and DevOps teams in Agile delivery models
Added 11 days ago
Senior Software Engineer
USA Tech Recruit
Toronto, ON
Full-time
Key words: Senior Software Engineer / Senior Cloud Engineer / Cloud Platform Engineer / Cloud Software Engineer / Software Architect / Cloud Architect / Platform Engineer / .NET / ASP.NET…
Added 11 days ago
Senior Platform Engineer
Rodeo FX
Montreal, QC
Full-time
Rodeo FX is seeking a Senior Platform Engineer to help build and operate the technical platform that our VFX pipeline runs on. As the VFX team scales, we need a dependable, well-managed…
Added 11 days ago
Cloud Engineer (Azure & IaC)
Randstad Digital
Toronto, ON · Greater Toronto Area, Canada
Full-time
…Microsoft Azure, is seeking a hands-on, automation-driven Cloud Engineer to sit at the center of this transformation. Working as part of a collaborative technology team, the role is 90%…
Added 11 days ago
Senior SDET (IC4) - Senior Software Engineer in Test
Emburse Chrome River
Toronto, ON
Full-time
Emburse is seeking a skilled and detail-oriented Senior Software Development Engineer in Test (SDET) to join our engineering team. In this role, you will bridge the gap between software…
Added 11 days ago
Senior Software Engineer - Full Stack
Emburse Chrome River
Toronto, ON
Full-time
Experience working in OS X and Linux environments, Spring, AWS, Microservices, SQL, NoSQL, GIT. Experience working in a scrum and DevOps environment
Added 11 days ago
Senior Software Engineer (Back-end/Server)
Trulioo
Vancouver, BC · Toronto, ON
Full-time
Trulioo is looking for a Senior Software Engineer to lead the architecture and development of high-throughput, low-latency back-end services that power our Document and Biometric…
Added 10 days ago
Senior RPA Engineer
Peoples Group
Vancouver, BC · Toronto, ON · AB
Full-time
You are a senior software engineer who happens to specialize in automation, not a developer who just builds bots. You thrive in environments that require both technical mastery and…
Added 4 months ago
Senior Software Engineer
Catallyse
Remote, Canada
$110,000 to $160,000 USD / year
Full-time · Remote
Backend: Python, Java, Kotlin, Go + DevOps/API/infra comfort
Added 4 months ago
Lead Developer
CarltonOne
Toronto, Ontario · Greater Toronto Area, Canada
Full-time
…guiding architecture, ensuring platform scalability, mentoring senior engineers, and setting engineering standards that support long-term…
Added 4 months ago
Sr Staff Software Engineer
Kaseya
Toronto, Ontario
Full-time
We’re looking for a Senior Staff Engineer who thrives on solving complex problems and building and supporting secure, multitenant, fault-tolerant systems at scale. You’ll play a critical…
Added 4 months ago
Senior DevOps Engineer
Localcoin
Toronto, Ontario · Ontario
Full-time
We are seeking a Senior DevOps Engineer with deep AWS expertise, multi-account architecture experience, and strong leadership capability. This role owns our cloud infrastructure strategy,…
Added 4 months ago
Principal Product Engineer
Hiive
Remote, Canada
$200,000 to $385,000 CAD / year
Full-time · Remote
As a Principal Product Engineer, you will be a leader on the engineering team, responsible for aligning a team of engineers to deliver on a specific mission as the senior-most technician on…
Added 5 months ago
Principal Software Engineer - AI
Boomi
Vancouver, British Columbia
Full-time
As a Principal Software Engineer, you will be a technical leader driving the design and implementation of complex backend systems at scale. You will set technical direction, guide team…
Added 5 months ago
Senior Systems Integrator (PKI / Identity & Security)
Entrust
Canada
Full-time
Minimum of 10 years’ experience as a Senior Systems, Software, or Support Engineer.
Added 19 days ago
Senior Test Automation Engineer – AI Testing
Cognizant
Montreal, QC
Full-time
…rapprochement. Expérience des pipelines CI/CD et des pratiques DevOps, notamment avec Jenkins, GitHub ou des outils…
Added 5 months ago
Senior Data Engineer - Gen AI
LTM
Ontario · Ontario, Canada
$100,000 to $110,000 USD / year
Full-time
o Strong expertise in CICD principles and tools eg Jenkins GitLab CI Azure DevOps ArgoCD for automated builds testing and deployments
Added 5 months ago
Principal Engineer - Stackpoint Ventures
Stackpoint Ventures
Remote, Canada
Full-time · Remote
As a Principal Engineer, you are the person who builds. You'll typically embed with a single portfolio company for several months at a time - architecting, coding, and shipping backend…
Added 5 months ago
Senior Data Engineer
BrainStation
Toronto, Ontario
$120,000 to $145,000 USD / year
Full-time
As a Senior Data Engineer you’ll be tasked with designing, building, and maintaining scalable data platforms and pipelines. Your deep knowledge of data platforms such as Azure Fabric,…
Added 28 days ago
Sr. Salesforce Software Engineer - 1 yr. Fixed Term
Loblaw Companies Limited
Brampton, ON
Full-time
Senior Software Engineer, Salesforce CRM Platforms Team, Brampton, ON
Added 12 days ago
Senior Backend Engineer (.NET)
Comm100
Vancouver, BC
$105,000 to $140,000 CAD / year
Full-time
We’re looking for a Senior Backend Engineer (.NET) to help us build the reliable, scalable technology behind that experience.

Stackpoint Ventures

Principal Engineer - Stackpoint Ventures

Remote, Canada

Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Apr 16, 2026

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Original job description

About Stackpoint Stackpoint is a venture studio that conceives, builds, launches, and scales AI-native companies in high-barrier verticals like real estate, construction, hospitality and financial services. Led by co-founders who have both built unicorn real estate tech companies from scratch, we're a tight team of engineers, product managers, designers, and operators with decades of experience building products, teams, and businesses from startup to scale. We focus all of our energy on discovering and solving customer and business problems, designing financially strong and defensible business models, activating growth engines, hiring world-class founding teams, and helping them thrive (and none of our energy on big-company b.s.). Our dedicated capital, experienced team, proven process, and deep strategic network supercharge founders and accelerate growth. We're based in Boston but have a distributed team, work remotely and come together every quarter for in-person team building. We're building a pooled, Studio-wide engineering team - and we're looking for principal-level engineers who want to build across an entire portfolio of companies, not just one. The Role > Context - How the Studio operates: We launch one new company per quarter. For each, we embed a pod - a dedicated PM, Designer, and one or more Studio Engineers - for ~6 months alongside a founding CEO we recruit and back. The first three months focus on discovery: identifying the wedge product, assessing technical feasibility, and accumulating design partners. The second three months shift to building the wedge while hiring the company's founding technical team (Head of Engineering, sometimes 1-2 IC engineers or contractors) in parallel. Because launches are staggered quarterly, at any given time the Studio is hands-on in ~2 companies at different stages. Shared resources across Marketing, Sales, Finance, Ops, and Recruiting flex across companies during the first 6-12 months based on what's needed to hit key milestones. > As a Principal Engineer, you are the person who builds. You'll typically embed with a single portfolio company for several months at a time - architecting, coding, and shipping backend systems and responsive frontends from prototype through MVP launch. As that company graduates to its own engineering team, you'll roll onto the next build, bringing compounding experience across domains and tech stacks. You'll partner directly with PMs, designers, and founding CEOs to turn discovery insights into functional software. This is a hands-on, full-stack IC role. You'll report to the Studio's Head of Engineering and you'll be expected to own entire product surfaces end-to-end: cloud infrastructure, APIs, data pipelines, UIs, and deployment - often on the same product. Technology choices are problem-driven, not preference-driven, and you articulate tradeoffs clearly. AI-native development is core to how you work. You use tools like Cursor and Claude Code daily, you've integrated LLMs into production systems, and you have hands-on experience with prompt engineering, structured outputs, and cost/performance tradeoffs. You follow the AI landscape actively and make pragmatic adoption decisions. What You'll Do Full-Stack Product Development Architect, build, and ship backend systems and responsive frontends for new products across our portfolio, from prototype through MVP launch. Infrastructure and DevOps Set up and manage deployment environments, CI/CD pipelines, logging, and monitoring for new builds using modern cloud or hosted tools. Make pragmatic decisions that prioritize speed and reliability in early-stage systems. AI-Native Development Leverage AI coding assistants as core workflow tools to accelerate building, iteration, and experimentation. Integrate LLM-powered features into customer-facing systems where they create real value - including agentic workflows, structured outputs, retrieval patterns, API integration, and evaluation of model tradeoffs. Deep Engagement, Then Rotation Embed with a portfolio company for the duration of its Studio-led build (typically ~6 months). Own the technical execution alongside the pod. When the company transitions to its own team, roll onto the next build with fresh context and compounding experience. Product Collaboration Partner with PMs, designers, and founding CEOs to translate discovery insights into functional software. Contribute to feasibility assessments and help teams understand what's buildable, what's risky, and what's worth a "build to learn" bet. Technical Transition Support Help portfolio companies hire their own engineering teams (Head of Engineering, senior ICs) and execute clean handoffs of Studio-built systems within ~6 months of launch. Studio Tooling and R&D Contribute to internal tools and reusable frameworks that create compounding leverage across the Studio's portfolio companies. What We're Looking For Experience and Background 5+ years of software engineering experience with meaningful exposure to modern product/engineering cultures and varied company stages Building in early-stage 0→1 environments (seed to Series A), operating in high-ambiguity settings and contributing from concept through launch Comfortable with ambiguity, rapid iteration, and the chaos of pre-product-market-fit development What You Bring (The Essentials) Agentic AI: Experience building AI-driven workflows in production (orchestration, tool-use, multi-step reasoning). You know how to make LLM-powered systems reliable in real-world B2B contexts - not just prototypes (structured outputs, retrieval patterns, prompt design, and model tradeoffs). Data Pipelines: Experience ingesting unstructured or messy data sources (PDFs, documents, web scrapes, APIs) into vector stores (embeddings) and databases (Wide column stores, SQL/NoSQL) for downstream AI queries (semantic search). 0→1 Building: You’ve taken products from “blank page” to production launch - not just features within established products. You’ve built and shipped from concept through launch and early iteration in early-stage or startup environments. You architect for the long term, but optimize for rapid learning and execution in the early build phase. Full-Stack Ownership: You are proficient in the modern stack (Python/Node + NextJS/React/Vue.js) and can take a build from local development to production deployment using modern cloud or hosted infrastructure. Secure Architecture Principles: Understanding of software and AI attack surfaces, secure coding, and handling of PII or sensitive data in regulated industries. AI tooling fluency: Actively uses AI-powered development tools to accelerate daily work and engineering workflows. Stays current on the rapidly evolving AI tooling landscape. Bonus Points if You Have... Experience with Multimodal AI in production systems (image/video/voice understanding and/or generation) Prior venture studio, agency, or consulting experience where you've ramped fast into new domains and shipped quickly Working Style Context-switching is a feature, not a bug. You find variety energizing and ramp fast into new domains, codebases, and team contexts Speed and pragmatism define your output. You understand the difference between "build to learn" and "build to scale" and make that call explicitly You operate on the frontlines of product work. You’re a strong cross-functional collaborator engaging with customers, PMs, designers, and stakeholders in early discovery cycles (onsites, interviews, feedback loops), and using those signals to shape technical and product decisions - not just execute requirements You're user-led in your thinking but bold enough to advocate for technical bets when you see an opportunity You're driven by craft and impact, not title or territory. You care about quality but aren't precious - you'll throw away a prototype without flinching if the team learns something important You're low-ego, generous with knowledge, and someone other engineers want to work with Why This Role Is Different Breadth over depth: You'll touch more industries, domains, and technical challenges in a year than most engineers see in five. Real estate, insurance, construction, finance - each portfolio company is a new problem space. Build, not maintain: Every engagement is a greenfield build. You're always working on the hardest, most interesting phase of a product's life - the 0→1. A real team, not a solo act: You'll work alongside a small, high-caliber engineering team - plus PMs, designers, and operators - who are collaborative, low-ego, and deeply experienced at building from scratch. This isn't a lone-wolf contractor gig; it's a tight team that learns and compounds together. Leverage over repetition: Your Studio tooling and R&D contributions don't just serve one product - they accelerate every future company Stackpoint creates. Direct impact: You'll work directly with founders, the full Stackpoint Studio team, and portfolio company customers. No layers. No politics. Just building. Logistics Compensation: Competitive base, comprehensive health benefits + equity participation in every company we launch during your time here. Location: Flexible within U.S. and Canada - we operate remotely. Reports to: Studio Head of Engineering.

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