Strategic Initiatives in Toronto

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 role: Sentry is expanding our Technical Customer Success team to support our growing customer base and drive deeper adoption of the Sentry Platform worldwide. As a Technical Customer Success Manager (TCSM), you’ll be a Sentry product expert responsible for ensuring customers are successfully onboarded, achieve maximum value from our platform, and uncover new opportunities for growth through additional use cases and products. You’ll play a key role in helping customers realize measurable outcomes with Sentry. In this highly cross-functional role, you’ll collaborate closely with Account Executives (AEs), Sales Engineers (SEs), and Engineering teams to ensure customers’ technical and business goals are met. This role requires strong technical expertise and a deep understanding of the Software Development Life Cycle (SDLC) and related technologies. If you’re a technologist with experience supporting technical products in customer-facing roles—and you’re eager to join a fast-growing team delivering real value through an exceptional product—we’d love to meet you. In this role you will: Become a Sentry product expert and support customers by understanding their needs and helping them achieve their goals using the Sentry Platform. Drive customer success and health through effective onboarding, adoption, value realization, and retention. Collaborate with customer key stakeholders to define business and technical objectives, and work with the customer team to achieve them. Act as a trusted, strategic advisor to each assigned customer—driving best practices, innovation, and long-term success. Partner closely with the sales te

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role Commercial Account Managers at Ramp are the primary relationship owners post-implementation, responsible for driving product adoption, spend activation, and long-term account growth across a portfolio of 150–200 commercial customers. As Ramp’s first Account Manager dedicated to Canadian-based customers, you’ll own a portfolio of Canadian commercial accounts; deepening relationships, leading strategic conversations, and identifying opportunities to expand Ramp’s footprint while developing a deep understanding of their local needs and helping shape Ramp’s growing presence in Canada. What You’ll Do Build and nurture strong relationships across new and existing high-value commercial customers to better achieve their needs and manage all reporting of health within accounts Develop deep, multi-threaded relationships with decision makers at your customers Drive spend across your book of business by owning retention, adoption, expansion within existing products, and growth across your your accounts Lead Executive Business Reviews within your

This posting is for a future vacancy. We’re looking for a Senior Account Executive, Enterprise Sales to help us develop and close new business with larger enterprise customers within our landmark industries. You will work in a fast paced sales environment selling Hootsuite solutions to prospective customers. This role is a full sales cycle role from opportunity creation to close. You will be responsible for owning your own pipeline and generating outbound opportunities with companies that could benefit from Hootsuite as their social media management partner. This is a hybrid role and is open to applicants located within commuting distance of our Vancouver or Toronto offices. In this role, you will report to the Manager, Enterprise Sales. WHAT YOU’LL DO: Successfully acquire new enterprise customers within our landmark industries in order to achieve and exceed individual quota targets. Develop and execute an industry-specific account growth strategy in order to identify, generate and develop a net new sales pipeline. Take ownership of your quarterly target by crafting and executing a strategy in order to identify, generate and develop net new sales pipeline and achieve/exceed quota targets. Accurately forecast sales activity and revenue attainment. Lead longer end to end sales cycles from value creation to negotiation and closing, and present the value of our solutions to senior and C-suite prospective customers. Lead strategic, high-impact conversations that uncover business priorities, align solutions to executive objectives, and drive long-term partnerships. Manage complex, global evaluations and manage stakeholders in different regions and departments. Proactively and strategically seek out market information and understand the product-market fit in order to effectively develop rapport with customers. As a subject matter expert in Social Media Management and in our customers unique industry, advise and recommend relevant solut

This posting is for a future vacancy. We’re looking for an Account Executive, Enterprise Sales to help us develop and close new business with Hootsuite customers within our landmark industries. You will work in a fast paced sales environment selling Hootsuite solutions to prospective customers. This role is a full sales cycle role from opportunity creation to close. You will be responsible for owning your own pipeline and generating outbound opportunities with companies that could benefit from Hootsuite as their social media management partner. This is a hybrid role and is open to applicants located within commuting distance of Toronto or Vancouver. In this role, you will report to the Manager, Enterprise Sales. WHAT YOU’LL DO: Successfully acquire new enterprise sized business customers within our landmark industries in order to achieve individual quota targets. You will be required to also prospect and generate your own outbound leads. Navigate sales cycles from value creation to negotiation and closing, and present the value of our solutions to prospective senior level customers. Build trust with C-suite and senior executives, leading strategic, high-impact conversations that uncover business priorities, align solutions to executive objectives, and drive long-term partnerships. Take ownership of your quarterly target by crafting and executing a strategy in order to identify, generate and develop net new sales pipeline and achieve/exceed quota targets. Accurately forecast sales activity and revenue attainment. Proactively seek out insightful market and industry information in order to effectively develop rapport with enterprise customers. Recommend relevant solutions by offering a unique product mix from the range of Hootsuite products to solve clients business challenges. Recommend appropriate third party partner solutions to meet customer needs and build a differentiated pitch for our customers. Deliver product presentations

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. Role and Team Context The Senior Product Manager for the UI Platform is a high-impact individual contributor role, serving as a cornerstone for Okta's global user experience infrastructure. Joining the Product Platform group, you will own the foundational architecture that ensures every Okta product is elegant, scalable, and performant. Your role extends across owning the UI framework, design systems, localization/globalization frameworks, and accessibility (WCAG) standards, you provide the critical infrastructure that enables a cohesive, high-quality experience for Okta Workforce Identity products. Key Responsibilities Technical Product Vision : Define and champion the technical evolution of the Okta UI framework. Ensure the platform serves as a single source of truth for core administrative experiences across Okta products. Platform Roadmap Ownership : Prioritize and execute a complex roadmap across design systems, globalization, and accessibility. You will balance the needs of multiple product lines to ensure a unified developer and end-user experience. Strategic Cross-Functional Collaboration : Partner with global engineering, design, and research teams to deliver infrastructure that supports Okta’s massive scale. Ecosystem Synthesis : Engage with global customers and internal stakeholders to synthesize complex requirements into broad-value features that support a diverse, international ecosystem. Data-Driven Developer Experience : Leverage product data

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. The Role You are a deep technical architect. Whether it's a Fortune 500 CTO or a startup founder, you know how to read the room and steer it. You have handled enough OAuth token flows, SCIM failures, and multi-product integration edge cases to spot root issues fast. In this role, you will help shape how developers understand identity at scale. You serve as the top technical escalation point for our support team. You are our domain expert. You influence product roadmaps. You mentor engineers. You challenge standard practices. You raise the bar across the entire global team. You handle ambiguity well. You operate with full autonomy. You focus on delivering outcomes that unblock our most complex accounts. What You Do Strategic Escalations and Architecture This is not primarily a queue role. You will mostly engage on cases that exceed senior engineer scope, the ones that need architecture judgment, not triage. End-to-End Ownership: Resolve our most complex developer cases, including multi-product architectures, ISV integration designs, and strategic account escalations. Cross-Functional Bridge: Serve as the technical link between Developer Support and ISV Partnerships, working directly with strategic partners on integration design. Architectural Consulting: Join customer and partner calls to advise on architecture and resolve issues beyond standard support scope. Product and Executive Engagement Roadmap Influence: Partner with Product Management and Engineering

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. The Product Okta’s Auth0 is an easy-to-implement authentication and authorization platform designed by developers for developers. We make access to applications safe, secure, and seamless for the more than 100 million daily logins around the world. Our modern approach to identity enables this Tier-Ø global service to deliver convenience, privacy, and security so customers can focus on innovation. The Team The Delegated Administration team is expanding Auth0 to help B2B SaaS applications easily manage access for their own customers and partners, at scale. We make it possible for enterprise SaaS users to log in with the right set of permissions within the right context, and for our B2B customers to onboard access for their customers easily. Our work is cross-cutting and always heavily customer driven. We work in NodeJS (JavaScript and TypeScript) and use PostgreSQL for our data needs. Our services run on AWS and Azure and we lean heavily on containers for both our development and production needs. If you have a keen eye for good user experiences and enjoy solving hard problems at scale we can’t wait to talk to you. What you’ll be doing Help drive architectural vision and strategy on the team to design and deliver powerful new enterprise functionality for our SaaS customers - both for the login flow itself and for Auth0’s direct and self-service management capabilities Identify and implement strategic technical improvements to our codebase and arch

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here . As a Sr. Client Account Manager, you will play a pivotal role in driving business results for Pinterest’s largest strategic advertisers. Your expertise throughout the funnel will help you grow and nurture client relationships and guide them from awareness through to conversion and retention. We’re looking for a Client Account Manager to help our most strategic partners successfully grow their business through Pinterest. You’ll work directly with some of our key advertisers as a trusted consultant to their business. Your strategic advice, analytical skills and sales skills are core to bringing to life the value we deliver as a platform. We invite passionate candidates to join our Enterprise CPG Sales team! What You'll Do: Plan, execute, upsell, and optimize data-driven ad campaigns in collaboration with internal teams. Build and maintain strategi

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here . As an Industry Manager, you will define, launch and lead strategic outcomes and operationalize the vision for the sales team. We’re looking for a high-performing candidate with experience building advertising/media sales teams, working closely with technical cross-functional teams, a passion for solving complex problems, excellent written communication skills and the ability to influence at the executive level and globally. Our advertising business is thriving, our user base continues to grow, and we believe the impact of this role can fuel our company to grow in unprecedented ways. What you’ll do: Lead our sales strategy and execution for the Beauty and Luxury vertical. Partner with internal stakeholders to develop a sales strategy that enables Pinterest to win the market by meeting partner marketing objectives, scaling partner media investment

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here . This is a 12 month Fixed-Term position, and includes full benefits. As a Lead Client Partner, you will play a pivotal role in driving business results for Pinterest’s largest strategic advertisers. Your expertise throughout the funnel will help you grow and nurture client relationships and guide them from awareness through to conversion and retention. We’re looking for a Client Partner to help our most strategic partners successfully grow their business through Pinterest. You’ll work directly with some of our key advertisers as a trusted consultant to their business. Your strategic advice, analytical skills and sales skills are core to bringing to life the value we deliver as a platform. We invite passionate candidates to join our Enterprise CPG Sales team! What You'll Do: Retain, grow and diversify the value delivered to our partners, ultimatel

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Sitting within the broader Safety & Customer Care team, Lyft's Customer Care Operations organization manages over 1.7 million monthly customer interactions and serves as the company's primary direct touchpoint with riders, drivers, and businesses — spanning frontline support across multiple customer segments, a global BPO workforce, and the central functions that enable them to operate at scale. The Director of Business Planning & Central Operations is a newly created role at the center of how Customer Care runs and grows. This leader will ensure the org is resourced and positioned for the future, and will own the functions that keep Customer Care financially disciplined and execution-ready. Reporting to the Senior Director of Customer Care Operations, they will lead five functions: Planning & Forecasting, Workforce Management, Readiness & Integration, Vendor Management, and Support Excellence. What You'll Do Business Planning & Strategy Partner with the Senior Director to drive H1 and H2 planning — translating annual objectives into operational plans, investment decisions, and resource models. Lead the investment brief process: sizing opportunities, articulating trade-offs, and building the business cases that secure resourcing for strategic priorities. Drive capacity planning, scenario modeling, and long-range forecasting to ensure the internal and external workforce scales efficiently alongside platform growth and AI adoption. Define and operationalize OKRs across the portfolio, then build the rhythms and infrastructure — scorecards, business reviews, and performance dashboards — that hold teams accountable and give leadership clear visibility into progress and outcomes. Growth & Integrations Lead operational readiness for major product launches, external partnerships, and

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. With a billion rides per year and counting, Lyft is solving hard problems in a rapidly growing domain with a lot of data and creative solutions in Rider, Marketplace, Growth, and beyond. While traditional approaches to optimization and problem decomposition are sufficient to disrupt transportation, building a next-generation platform for low-cost, ultra-immersive transportation to improve people's lives warrants modern ML utilizing peta-byte scale data. Our highly motivated Machine Learning Engineers work on these challenging problems and define solutions to directly impact various aspects of our core business. If you are a critical thinker with experience in machine learning workflows and LLMs, passionate about solving business problems using data and working in a dynamic, creative, and collaborative environment, we are searching for you. We are seeking a Senior Machine Learning Engineer to join the Rider Applied AI team and lead the design, development, and deployment of state-of-the-art machine learning and artificial intelligence systems. This role requires a strategic thinker who can balance high-level system architecture with hands-on technical implementation. You will collaborate across teams to shape the future of ride-sharing by leveraging AI, Machine learning and Data science. Responsibilities: Model Development & Research: Design, build, and deploy machine learning models for real-time applications, including translating state-of-the-art research into production-ready solutions. System Design: Architect scalable, reliable ML pipelines that integrate seamlessly with existing backend systems. Innovation & Applied Research: Stay ahead of the curve by exploring emerging algorithms, technologies (such as LLMs and LLM-based applications), and frameworks — critically eva

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. The Safety and Customer Care (SCC) team at Lyft manages over 1.7 million monthly human and AI interactions and serves as Lyft's primary direct touchpoint with riders and drivers. We handle critical infrastructure that powers both human associates and AI agents to make riders and drivers feel safe and comfortable while riding or driving with Lyft, transforming every support interaction into a moment of genuine connection. As a Data Scientist working on Causal Inference in SCC, you'll partner with a strong team of engineers, product managers, designers, and operations leaders to deliver a personalized and exceptional experience for Lyft customers, using rigorous causal inference to guide the highest-stakes decisions we make. We're looking for a motivated and talented Data Scientist with deep causal inference expertise to join the SCC Data Science team. You'll partner closely with the area's tech lead on high-impact work spanning AI-powered support products, differentiated service, and operations optimization. The ideal candidate brings sharp applied inference intuition, a bias toward impact, and the ability to cut through ambiguity in complex problem spaces. You'll work on projects like: Design rigorous experiments and quasi-experiments to measure the causal impact of SCC product and AI-agent launches, and drive data-informed launch decisions. Build causal ML models to optimize concession budget allocation, targeting the right support credit, to the right rider or driver, at the right moment to maximize trust and business impact. Quantify the long-term effects of support-experience changes on rider and driver retention, and uncover heterogeneous treatment effects across our community. Deliver strategic insights on quality–cost tradeoffs, empowering leadership to balance service quality, coverage,

Who Are We? Postman is the world’s leading API platform, used by more than 45 million+ developers and 500,000 organizations, including 98% of the Fortune 500. Postman is helping developers and professionals across the globe build the API-first world by simplifying each step of the API lifecycle and streamlining collaboration—enabling users to create better APIs, faster. The company is headquartered in San Francisco and has offices in Boston, New York, Austin, Tokyo, London, and Bangalore - where Postman was founded. Postman is privately held, with funding from Battery Ventures, BOND, Coatue, CRV, Insight Partners, and Nexus Venture Partners. Learn more at postman.com or connect with Postman on X via @getpostman. P.S: We highly recommend reading The "API-First World" graphic novel to understand the bigger picture and our vision at Postman. The Opportunity We are looking for a Key Account Director to lead growth within a set of Postman’s most important enterprise accounts. This role is part of a new strategic go-to-market motion designed to deepen our engagement with large enterprises, expand our footprint, and deliver the full value of the Postman platform. You will be paired with a pod that includes a Principal Solutions Engineer and a Field CTO, forming a high-caliber account team focused on building long-term, value-based relationships. Together, you’ll engage senior technology leaders, uncover complex challenges, and drive adoption of Postman’s enterprise and platform solutions at scale. This is not a traditional “low-hanging fruit” sales role—this is about strategic account expansion, multi-threaded enterprise engagement, and solution selling. Location: This is a fully remote position. What You’ll Do Own and grow a portfolio of strategic enterprise accounts (e.g., Fortune 500, cloud-first companies, large-scale developer organizations). Deeply engage with senior buyers—CIOs, CTOs, VPs of Engineering, Platform, Security, and Collaboration—to position Postm

About Clutch: We’re on a mission to reinvent the way people buy, sell, and own cars. Are you game? Clutch is Canada’s largest online used car retailer, delivering a seamless, hassle-free car-buying experience to drivers everywhere. Customers can browse hundreds of cars from the comfort of their home, get the right one delivered to their door, and enjoy peace of mind with our 10-Day Money-Back Guarantee… and that’s just the beginning. Named five years in a row to the Globe & Mail’s list of the Top Growing Companies in Canada and also awarded spots on Deloitte’s Technology Fast 50™ and Fast 500™ lists, we’re looking to add curious, hard-working, and driven individuals to our growing team. Headquartered in Toronto, Clutch was founded in 2017 and currently services Ontario, New Brunswick, Nova Scotia, British Columbia, and Prince Edward Island. Clutch is backed by a number of world-class investors, including D1 Capital, Canaan, Real Ventures, BrandProject, and Upper90. To learn more, visit clutch.ca . About the role: We are on a mission to build a world-class team that drives innovation, growth, and excellence. As we scale rapidly, we are looking for a Strategy & Operations Manager to join our Vehicle Markets Group / Pricing Team! We are responsible for turning complex pricing and operational data into clear, actionable strategies—owning reporting, frameworks, and cross-functional execution that drive funnel conversion, margin expansion, and inventory efficiency across the retail, wholesale and export markets. In this position, you’ll turn market data into the playbooks that drive growth—sharpening our conversion engine, informing smarter day-0 pricing and aging rules, and steering inventory and disposition choices for maximum value. You’ll own the reporting cadence and strategic projects that keep executives aligned, ensuring insights become action and our 12×-turn, margin-expansion targets stay on track. In short, you’ll serve as the strategic bridge between a