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Added 3 hours ago
Software Engineer, Agent - Retail
Sierra
Toronto, ON
Full-time
Every engineer on the Retail Team is a product-led thinker; every PM on Retail is also tinkering and developing tangible prototypes; and every strategist on Retail is capable of owning an…
Added 5 hours ago
Software Developer, Metadata
RBC
Calgary, AB
Full-time
…management and the financial services industry. As a Software Engineer, you’ll be responsible for architecting, building, and maintaining secure, scalable backend services for the critical…
Added 5 hours ago
Associate Director - Lead Software Developer
RBC
Toronto, ON
Full-time
As a Lead Full Stack Software Developer operating within an Agile product team, your primary role will be designing, coding and delivering highest-quality software solutions. You will also…
Added 5 hours ago
Software Development Engineer (Full Stack) - Evisort AI
Workday
Vancouver, BC · Canada, BC, Vancouver
Full-time
Evisort Engineering is growing! As a Fullstack Software Engineer, you’ll join a collaborative, cross-functional team working to enhance and expand our AI-driven contract management…
Added 6 hours ago
Senior Full-Stack Developer
St. Joseph Communications
Toronto, ON
$100,000 to $120,000 CAD / year
Our engineering team is seeking a Senior Full-Stack Developer to play a key role in the engineering function for our Media organization. In this role you will be responsible for maintaining…
Added 6 hours ago
Développeur(-euse) principal(e) de logiciels (contenu) /Principal Software Development Engineer
Expedia Group
Montreal, QC · Canada - Quebec - Montreal
Full-time
…architecturale des systèmes dorsaux (backend) et pleine pile (full stack) qui soutiennent la création, l’édition et la diffusion de contenu à grande échelle dans l’ensemble des marques…
Added 6 hours ago
Staff Software Engineer - Capital One Travel Tech - Full-stack
Capital One
Toronto, ON
Full-time
161 Bay Street (93021), Canada, Toronto,Toronto, Ontario,Staff Software Engineer - Capital One Travel Tech - Full-stack
Added 7 hours ago
Equities GUI Engineer
Citi
Mississauga, ON
Full-time
Perform RCA on defects and production issues across the application stack, including API interactions and browser-level behavior
Added 8 hours ago
Senior AI Full‑Stack Engineer
Manulife
Waterloo, ON
Full-time
We are seeking a Senior Full‑Stack AI Engineer to help shape how modern AI‑driven software is built, deployed, and scaled. In this role, you will work at the intersection of cloud…
Added 9 hours ago
Software Development Engineer - Agent Factory
Workday
Vancouver, BC · Canada, BC, Vancouver
Full-time
…bring together product leaders, machine learning engineers, and full-stack builders to create intelligent agents used by millions of people every day. This is production-grade AI - deeply…
Added 10 hours ago
Director AI Engineering
CGI
Toronto, ON
Full-time
Strong, current hands-on technical skills, with the ability to build demos and complex full-stack solutions using Java and Node.js and AI coding tools such as Cursor, GitHub Copilot,…
Added 11 hours ago
Senior Consultant - GCP Data & AI Architect
Deloitte
Toronto, ON
Full-time
Working knowledge of Gemini Enterprise and the Vertex AI stack - Vertex AI Search, embeddings and vector indices, grounding on BigQuery / Cloud Storage - and a clear point of view on how to…
Added 11 hours ago
Senior Consultant - GCP Agent Platform Architect
Deloitte
Toronto, ON
Full-time
Deep familiarity with the Vertex AI stack: Gemini models, Vertex AI Search, embeddings, vector search, Vertex AI Pipelines, model registry, evaluation.
Added 11 hours ago
Full Stack Engineer
General Magic
Toronto, ON
Full-time
Insurance-specific AI built for brokerages. A full team of AI agents handles customer service, underwriting, and quoting within a single connected system. We're building the infrastructure…
Added 11 hours ago
AI Engineer, Agent Product (Full-time/Part-time) (Canada)
Jobright.ai
Canada
Full-time · Part-time
Experience with writing a lot of code, backend or full-stack
Added 11 hours ago
AI Engineer, Entry Level (Canada)
Jobright.ai
Canada
Full-time
Basic understanding of front-end or full-stack integration to help bridge the gap between AI logic and user interfaces
Added 12 hours ago
Software Development Engineer - Agent Factory
Workday
Vancouver, BC
Full-time
…bring together product leaders, machine learning engineers, and full-stack builders to create intelligent agents used by millions of people every day. This is production-grade AI - deeply…
Added 13 hours ago
Full Stack Product Engineer
Go-Get Data Consultancy
Remote, Canada
$240,000 to $320,000 USD / year
Full-time · Remote
We’re hiring Senior Full Stack Product Engineers to build the next generation of AI-powered marketing and growth products. You’ll own features end-to-end - from product discovery and…
Added 14 hours ago
Lead Engineer
Raymond James Ltd.
Vancouver, BC
Full-time
The Lead Engineer is the senior technical engineering lead within Digital Workplace & Platform, responsible for improving the stability, resilience, automation, control effectiveness, and…
Added 14 hours ago
Staff Backend Engineer (Platform & Domain Foundations)
Skillshare
Remote, Canada
Full-time · Remote
As an engineer at Skillshare, you'll help shape how teachers share their expertise, how students discover and watch content they love, and how our platform evolves for the future. This role…
Added 14 hours ago
Associate Director - Lead Software Developer
Royal Bank of Canada
Toronto, ON
Full-time
As a Lead Full Stack Software Developer operating within an Agile product team, your primary role will be designing, coding and delivering highest-quality software solutions. You will also…
Added 15 hours ago
Software Developer, NestJS, Spring, Claude Code
EngRadar
Toronto, ON
Contract
Added 15 hours ago
AI Engineer, Agent Product (Full-time/Part-time) (Canada)
Jobright.ai
Canada
Full-time · Part-time
Experience with writing a lot of code, backend or full-stack
Added 15 hours ago
Senior Native Engineer, Partnerships
Thumbtack
Remote, Canada
Full-time · Remote
As a Native Engineer on the Partnerships team, you'll bring our partnership vision to life by enhancing the native applications our customers and pros use every day. You'll work closely…
Added 16 hours ago
Full Stack Engineer
ALTEN Canada
ON · Ontario, Canada
Other
Strong hands-on full stack delivery experience, Angular 17+, TypeScript 5.x, Angular Material

Sierra

Software Engineer, Agent - Retail

Toronto, ON, Canada

Job type: Full-time
Posting language: English
Posted: Sep 23, 2026

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Original job description

About us

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands - including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank - to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.

Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.

About the Retail Team

The Retail team on Agent Engineering supports some of the largest and most storied consumer brands in the world – including Gap, Wayfair, Sonos, and ADT. Together, we’re reinventing what commerce looks like in this new, AI-first era. Our customers rely on us to not only deliver novel experiences, but also host hundreds of millions of shopper and vendor interactions across web, app, phone, and in-store channels every year.
Our team supports our customers’ customers in the moments that matter – whether that's guiding a shopper to the right product during a limited drop or a Black Friday surge, locating a package that never arrived, or troubleshooting an appliance that stopped working. Always true to each brand’s voice, we create seamless experiences that resolve issues, drive revenue, increase lifetime value, and build lasting loyalty.
Our team supports our customers' customers in the moments that matter most, from product discovery and checkout to order tracking and troubleshooting. Always true to each brand’s voice, we create seamless experiences that resolve issues, drive revenue, increase lifetime value, and build lasting loyalty.
Every engineer on the Retail Team is a product-led thinker; every PM on Retail is also tinkering and developing tangible prototypes; and every strategist on Retail is capable of owning an agent end to end. As a part of this team, you'll set the standard on what it means to go beyond your role, and help build the groundwork for the retail industry in the future.

What you’ll do

Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes - they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.

Example projects

These are some examples of projects that engineers on our team have worked on recently:

Abstracting complex commerce systems into packages: Modernize the sprawl of order management, fulfillment, returns, and warranty systems behind the large retailer ecosystem by creating scalable packages that optimize looking up and updating orders for customers – from Shopify storefronts to decades-old homegrown Order Management System (OMS) and claims platforms.
Shipping the full discovery-to-checkout lifecycle: Build personalized shopping flows that carry a shopper from a vague idea to a completed order. This includes everything from building a recommendation engine that combines transcript-aware planning, structured filters, and semantic and keyword search to payment and order placement.
Building production-grade agents at a truly global scale: Sierra’s retail agents serve some of the world’s largest global brands, handling traffic at unprecedented volumes during the busiest times of the year and across all geographic locales. You will be building at the frontier of enterprise applied AI.

What you'll bring

Experience building and scaling end-to-end production systems.
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
Comfort working directly with customers to understand their needs and solve real-world problems.
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences.
Excitement in the retail space and a care for helping some of the world’s top brands continue to build brand loyalty with their customers.

Even better...

Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders

Our values

Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

We want our benefits to reflect our values and offer the following to full-time employees:

Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons

These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.

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More about this job

Responsibilities

Design and deliver production-grade AI agents while managing the full development life cycle from pilot to deployment. Partner with large enterprises to build scalable AI solutions that directly drive revenue and innovation.

Requirements

Requires experience building and scaling end-to-end production systems with strong technical problem-solving skills. Candidates should be comfortable working directly with customers and possess a builder's mindset with high agency.

Skills

AI agents
Production systems
Software engineering
System architecture
Product-led thinking
Technical problem-solving
Communication skills
LLM systems
React
TypeScript
Go
RAG pipelines
Prompt engineering
Agent development life cycle
Scalable systems

Benefits

Flexible paid time off
Medical benefits
Dental benefits
Vision benefits
Life insurance
Disability benefits
Retirement plan
Parental leave
Fertility and family building benefits
Lunch
Snacks and coffee
Discretionary benefit stipend
Equity plans

Visa sponsorship

Not detected in the job text

Keywords

Software Engineer
AI Agents
Retail
Production-grade
ADLC
Scalable systems
Enterprise AI
React
TypeScript
Go
LLM
RAG
Prompt engineering
Order management systems
Recommendation engine
Product-led
Customer obsession
Full-stack
API
Software development
Cloud computing
Data integration
System design
Technical leadership
Stakeholder management

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