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Sales Director At Retail Insights in Toronto

67 active opportunities · Updated October 2026

Explore current sales director at retail insights jobs in Toronto. Filter by work mode, employment type, experience, department, date posted and distance.

S
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -100%

C$162K – C$420K/yr

Quick readStrong listing-quality and freshness signals

About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the team The Billing team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, tokens—gets accurately measured, priced, and billed. Their work directly impacts company revenue and customer trust, requiring distributed systems expertise, attention to financial accuracy, and deep understanding of product usage patterns. The team works cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models. About the role As a Senior Software Engineer, you will architect and scale the core systems that power Sentry's billing infrastructure, ensuring accuracy and reliability at massive scale. You will collaborate on building the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy. You will help design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts, enabling product and sales teams to experiment rapidly while maintaining revenue accuracy and reduced time-to-market for new products. You will contribute to technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure. You'll love this job if you Want to solve the "easy to explain, hard to build" problems—like ensuring a customer's bill matches their usage perfectly, even when processing hundreds of billions of events daily across distributed

R
📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -76.2%
Quick readStrong listing-quality and freshness signals

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold builders and sharp problem-solvers who are wired to deliver great outcomes. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. The DevX team’s mission is to build and operate the core developer infrastructure at Robinhood. Our team owns and scales the systems that thousands of engineers rely on daily, partnering with software developers across the company to make development fast, reliable, and cost-efficient! As a Staff Software Developer, you will act as a technical leader for our build and developer infrastructure, driving the strategy and execution of the systems thousands engineers depend on every day. Your work will span our build systems, CI pipelines, and remote development environments, ensuring engineers can code, test, and build with speed, safety, and reliability at scale. In this role, you will collaborate with teams across Robinhood to eliminate developer friction and raise the bar for engineering productivity. This is a high-visibility leadership opportunity to shape our developer ecosystem and set new standards of engineering efficiency! This role is based in our Toronto, ON office(s), with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Architect the long-te

PythonAWSCI/CDAI
R
📍 Toronto, Canada· Full-time
✓ High-confidence listingCompany trend -76.2%
Quick readStrong listing-quality and freshness signals

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold builders and sharp problem-solvers who are wired to deliver great outcomes. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. The DevX team’s mission is to build and operate the core developer infrastructure at Robinhood. Our team owns and scales the systems that thousands of engineers rely on daily, partnering with software developers across the company to make development fast, reliable, and cost-efficient! As a Senior Software Developer, you will focus on building and scaling our developer infrastructure. You will manage and optimize monorepo builds with Bazel and own the remote build execution cluster that powers them, and you will scale CI pipelines to be fast, safe, and reliable across thousands of daily builds. You will also improve the developer onboarding experience and provide remote development environments to accelerate development workflows. In this role, you will ensure developers can code, test, and deploy with minimal friction. This is an incredible opportunity to make a massive difference for the entire engineering organization! This role is based in our Toronto, ON office, with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Manage and

PythonAWSKubernetesCI/CD
O
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

C$108K – C$135K/yr

Quick readStrong listing-quality and freshness signals

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. This is a contract position through our staffing partner Magnit. 108,000.00 - 135,000.00 - 162,000.00 CAD Annual This role is not eligible for the Okta-sponsored benefits listed below. Magnit will provide any locally required benefits. Okta seeks a skilled Senior Recruiter to drive full-lifecycle recruitment and build strategic talent pipelines for our Engineering organization across North America. As part of our AMER Tech Recruiting team, you will be a trusted talent advisor responsible for sourcing, engaging, and delivering top-tier engineering talent while maintaining an "always recruiting" mindset in a fast-paced, high-growth environment. What You'll Be Doing Own full-lifecycle recruitment for Engineering and technical roles (Software Engineering, Site Reliability, Security, TPM, Product) across US & Canada, managing a flexible req load that scales with business priorities. Partner strategically with hiring managers and leadership to understand talent needs, define role scope, advise on talent gap mitigation, and challenge assumptions to ensure hiring decisions strengthen long-term organizational capability. Build and execute talent strategies that balance external hiring with internal mobility, creating sustainable pipelines that reflect commitment to diversity, inclusion, and high-performing engineering culture. Drive metrics-informed recruiting decisions by developing KPIs, analyzing recruiting data, and using insights to optimi

AWSRestMachine LearningAI
R
📍 Toronto, Canada
✓ Quality checkedCompany trend -76.2%

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards. The Crypto Risk team 's mission is to identify, assess, and mitigate risk across our products, operations, and platforms, protecting customers and the firm as the business scales. We work to deliver an excellent end-customer experience while upholding the safety and soundness of the business, so Robinhood can keep expanding access to crypto responsibly. As Robinhood expands its operations in Canada, we are building an independent risk management function to support that growth. As our new Crypto Risk Lead , you will own the design, implementation, and ongoing operation of an independent risk management program for Robinhood's Canadian crypto business. This role is based in our Toronto, ON office, with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. What you’ll do Implement and own Canada's independent risk management program, adapting Robinhood's global risk framework to meet Canadian regulatory expectations, including C

Artificial IntelligenceAIFinance
V
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -100%

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Vanta's Core Platform team provides the foundational infrastructure that powers all engineering at Vanta. We're expanding upmarket to support enterprise customers, which requires strategic investment in platform systems that ensure security, reliability, and developer productivity at scale. As we expand upmarket to support enterprise and regulated customers, we’re investing heavily in platform capabilities that scale securely while reducing cognitive load for product teams. As the Engineering Manager, Core Platform at Vanta, you'll own the foundational infrastructure that every engineer builds on, ensuring it scales with company growth while remaining fast, simple, and reliable. This team’s ownership spans shared services infrastructure, observability and monitoring, datastore management, and async work systems. Our Engineering Managers develop and grow high-performing teams that deliver significant value to our customers and enable our business to scale. This role sits at the intersection of technical architecture and team development, with real authority to set direction and grow a world-class platform team. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as an Engineering Manager at Vanta: Lead and grow high-performing platform engineering teams that deliver reliable, scalable infrastructure and operational excellence for Vanta’s products and customers Set technical direction and drive multi-quarter platform initiatives spanning infrastructure reliability, security, scalability, and developer experience across shared systems and services Partner closely with product engineerin

MongoDBAWSRestAI
S
📍 Toronto, Canada· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team As a platform company powering businesses all over the world, Stripe processes payments, runs marketplaces, detects fraud, helps entrepreneurs start internet businesses from anywhere in the world, builds world-class developer-friendly APIs, and more. The engineering teams at Stripe work on the business logic for all of that. As a software engineering manager at Stripe, you'll lead teams that build and expand APIs, services, and experiences. You'll also work with partners to launch new markets and vertical capabilities. Stripe Terminal helps our users extend their online presence to the physical world. The mission of the Terminal team is to make it as easy for businesses to accept in-person payments as the Stripe API has done for online payments—building for Unified Commerce. With Terminal, businesses can unify their in-person and online experiences, unlocking payments use cases that are right for their business model—whether it's creating a modern retail experience, extending their website to a pop-up store, or enabling a mobile point-of-sale at their next event. Within Terminal, the Commerce team focuses on the following to help make Unified Commerce a reality for businesses across the globe. Enterprise features—on-reader forms, tipping, gift cards Payment features—DCC, surcharge, multi-capture Point-of-sale integrations—enterprise-focused integrations Low-code and no-code—solutions that will enable our users to onboard quickly What you'll

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