Jobs in Canada

Design And Cost Estimation Head in Toronto

161 active opportunities · Updated October 2026

Explore current design and cost estimation head jobs in Toronto. Filter by work mode, employment type, experience, department, date posted and distance.

F
📍 Toronto, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

About Forma.ai: Forma.ai is a Series B startup that's revolutionizing how sales compensation is designed, managed and optimized. We handle billions in annual managed commissions for market leaders like Edmentum, Stryker, and Autodesk. Our growth has been fuelled by our passion for fundamentally changing and shaping how companies use sales intelligence to drive business strategy. We’re welcoming equally driven individuals who are excited about creating something big! About the Team Engineers on this team construct our rules-based calculating engine for processing sales commissions. This might sound simple if you have never been exposed to sales comp plans, it is not! We are low on meetings, high on accountability. Most of the team are in EST time zone but we have a few located in PST and Central as well. We are far from maintenance / progressive evolution in many areas, there is a lot of room to make a big impact in the overall design. What you’ll be doing Reporting to the Manager of Data Platform, you will play a critical role in the evolution of our Spark based data platform. You'll lead development efforts for our complex, data-rich platform features while being an example to the team of code quality and thoughtful software design. You will be working on the most challenging code at Forma. As a Staff Engineer, you are expected to operate with a high degree of ownership and trust. This includes proactively identifying architectural risks, surfacing edge cases or constraints others may not see, and advocating for improvements that strengthen the long-term integrity of the system. We value engineers who bring forward thoughtful perspectives - even when they challenge assumptions - and who help the team see around corners. You will: Design and evolve backend services that power product workflows. Architect data models representing hierarchical & graph structures, relationships, and large-scale enterprise datasets. Build

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📍 Toronto, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

Reddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit users submit, vote, and comment on the topics they care most about. With 100,000+ active communities and approximately 130 million daily active unique visitors, Reddit is one of the internet’s largest sources of information. For more information, visit www.redditinc.com . Reddit’s Ads Data Science team is looking for a highly experienced Staff Data Scientist to advance the intelligence powering the advertiser experience on Reddit. In this role, you'll take deep ownership of a high-impact problem space within advertising, specializing in measurement, identity, and signal quality. This is a high-impact, high-autonomy role where you'll influence strategic direction, set a high technical bar, and drive cross-functional initiatives across one or more critical focus areas in the Ads organization. Responsibilities: Design the Future of Ads Identity: Develop/employ probabilistic models for identity resolution. Design the methodology that links on-platform and off-platform actions to maximize addressability while honoring privacy. Advance Lift Methodologies & Experimentation: Own the statistical rigor behind Reddit’s Brand and Conversion Lift products. Innovate experimental design and develop infrastructure that supports large-scale, high-velocity, low-bias testing for advertisers. Maximize Signal for Predictive Performance: Define the strategy for new signal sources. You will mathematically quantify the value of these signals and work with modeling teams to incorporate them into predictive models, directly improving bidding efficiency and ROAS. Define Ground Truth & Evaluation Frameworks: Solve the industry-wide challenge of validating identity and measurement. Design the objective functions and truth sets used to train our models and measure the incremental impact of our identity graph.

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V
📍 Toronto, Ontario, Canada· Full-time· Remote
✓ High-confidence listingCompany trend -100%
Quick readStrong listing-quality and freshness signals

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 Governance and Compliance platform is the operating layer enterprises trust to run their security programs. We are hiring an engineer who will own the architectural foundation that makes it work for their most complex organizational structures. Program Structure and Trust is a newly chartered group at Vanta with a focused mission: build the enterprise org model that lets customers bring their compliance and security structure — product lines, business units, isolated data environments, cross-cutting audits, scoped approvals, and data residency requirements — natively into the platform. The problems this team solves determine whether Vanta can serve the enterprise customers it's increasingly winning. This is the defining technical role of the group. The Principal Engineer owns the design, phased delivery, and long-term technical direction of Vanta's enterprise org model — a multi-quarter initiative that cuts across the platform and establishes the foundation for how enterprise customers structure, segment, and operate inside Vanta. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as a Principal Engineer at Vanta: Own the design and multi-quarter delivery of Vanta's enterprise org model, including hierarchical product lines and business units, isolated data access and ownership, cross-cutting audit workflows, scoped approvals, and EU and GovCloud data residency support Define and evolve the core abstractions that let the platform absorb structurally diverse, often conflicting enterprise requirements — solving for the general case rather than one-off customer accommodations R

RestAIGoRust
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📍 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. We are looking for a Senior Software Engineer to join our Product Platform org - the group that powers product development across Vanta by building the shared foundations that every engineering team builds on top of. This hire will join one of two closely-aligned teams within the org, each working on foundational challenges with company-wide impact. Application Primitives is responsible for the shared, customer-facing platform components that product teams implement across the product: examples include comments, notifications platform, event log infrastructure, and agentic audit trails. This team sits at the intersection of platform and product - not pure infrastructure, not pure product - building the reusable building blocks that let other teams ship faster and more consistently. Libraries & Foundations is a brand-new team that owns Vanta's internal engineering libraries and golden-path patterns. Sitting between core platform and product platform in the stack, this team builds the TypeScript-first abstractions and shared foundations that all Vanta engineers build on top of - including event-driven architecture libraries, code quality tooling, and test frameworks. You'll be evaluated for both teams based on your background and interests, and the decision on team placement will reflect where your skills and passions are the strongest fit. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as a Senior Software Engineer, Product Platform at Vanta: Design and build high-quality, scalable systems and shared libraries that multiple engineering teams depend on - whether that's shared

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📍 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. As a Senior Applied AI Engineer at Vanta, you will play a crucial role in shaping Vanta’s AI offerings, setting technical strategy, and leading projects that leverage AI to deliver smarter, faster outcomes for our customers. You'll be part of a team integrating AI into the Vanta product, working alongside a multidisciplinary group of product engineers, machine learning engineers, product managers, designers, and security and compliance experts to implement, scale, and maintain AI-enabled product experiences. In this role, you’ll build products that enable Vanta’s customers to leverage AI to accelerate their journey towards compliance, managing risk, and earning trust. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as an engineer working on Applied AI at Vanta: Work cross-functionally to design and implement AI-powered features to deliver customer value and integrate LLMs with Vanta’s existing products and systems. You’ll work with other product engineers across Vanta to understand how AI systems can accelerate product adoption at Vanta Instrument evaluations, guardrails, and monitoring, and review customer usage to continually improve quality Collaborate with AI Platform engineers shaping foundational AI systems and tooling that accelerate product teams Make pragmatic tradeoffs that consider business priorities, user experience, and a sustainable technical foundation Mentor engineers, champion good technical and product instincts, and model a collaborative, high-ownership engineering culture How to be successful in this role: At least 7 years of industry experience as a software

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F
📍 Toronto, Canada· Full-time
✓ High-confidence listing

From C$190K/yr

Quick readStrong listing-quality and freshness signals

About Forma.ai: Forma.ai is a Series B startup that's revolutionizing how sales compensation is designed, managed and optimized. We handle billions in annual managed commissions for market leaders like Edmentum, Stryker, and Autodesk. Our growth has been fuelled by our passion for fundamentally changing and shaping how companies use sales intelligence to drive business strategy. We’re welcoming equally driven individuals who are excited about creating something big! About the Team Engineers on this team build our rules-based calculation engine for processing sales commissions. This might sound simple if you have never been exposed to sales compensation plans, it is not. We are low on meetings and high on accountability. Most of the team is in the EST time zone, with a few located in PST and Central as well. We are still evolving many areas of the platform, which means there is meaningful room to improve the design, reliability, and scalability of the systems we build. What you’ll be doing Reporting to the Manager of Data Platform, you will play an important role in the evolution of our Spark-based data platform. You’ll design and build data-rich platform capabilities, contribute to system design discussions, and help ensure our data systems remain reliable, maintainable, and scalable as Forma grows. As a Senior Engineer, Data Platform, you are expected to operate with strong ownership and sound technical judgment. This includes identifying risks in the work you own, surfacing edge cases, asking thoughtful questions, and proposing improvements that strengthen the quality and reliability of the platform. You will: Design, build, and improve Spark-based data pipelines and platform services. Work with complex data models representing sales compensation plans, hierarchies, relationships, and enterprise datasets. Build reliable, deterministic data systems that customers and internal teams can trust. Improve testing, observability, data quality,

JavaScriptTypeScriptPythonJava
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📍 Ontario, Canada, Canada· Full-time
✓ High-confidence listingCompany trend -90.9%

From C$96.1K/yr

Quick readStrong listing-quality and freshness signals

We're looking for a Revenue Enablement Manager for our Sales Office to own the enablement experience for Hootsuite's global seller community of Account Executives, Sales Development Representatives, and partner-facing roles. This is a hands-on, high-impact position responsible for translating Hootsuite's enterprise Go-To-Market strategy into the programs, content, and skills that give our sellers a competitive edge. This role works at the intersection of strategy and execution building the programs, playbooks, coaching frameworks, and learning systems that directly influence how quickly and effectively our sellers perform. The measure of this role is field impact: quota attainment, pipeline, and win rates. This role is open in USA and Canada in provinces and states we can legally hire in and will report into the Chief of Staff, Revenue. WHAT YOU’LL DO Develop and maintain sales playbooks, talk tracks, frameworks, and competitive assets in close partnership with Marketing, ensuring sellers always have current, field-tested materials at the moment they need it. Translate Hootsuite's GTM positioning and value-based selling methodology into training programs that are practical, repeatable, and directly applicable to driving active pipeline. Build and manage a coaching cadence for the seller community, leveraging AI to surface conversation intelligence insights, identify skill gaps, and create targeted coaching interventions in partnership with frontline sales managers. Design and deliver enablement programs for operational launches, GTM plays, and strategic initiatives in coordination with Product Marketing, RevOps, and Sales Leadership to ensure field readiness ahead of each launch. Partner with RevOps to drive adoption of new tools, processes, and CRM workflows, translating operational changes into clear, field-facing learning experiences that minimize friction and accelerate uptake. Maintain a continuous learning rhythm for tenured sellers through micro-learning, pee

AgileAIGoRust
H
📍 Ontario, Canada, Canada
✓ High-confidence listingCompany trend -90.9%

From C$96.1K/yr

Quick readStrong listing-quality and freshness signals

We're looking for a Revenue Enablement Manager for our Sales Office to own the enablement experience for Hootsuite's global seller community of Account Executives, Sales Development Representatives, and partner-facing roles. This is a hands-on, high-impact position responsible for translating Hootsuite's enterprise Go-To-Market strategy into the programs, content, and skills that give our sellers a competitive edge. This role works at the intersection of strategy and execution building the programs, playbooks, coaching frameworks, and learning systems that directly influence how quickly and effectively our sellers perform. The measure of this role is field impact: quota attainment, pipeline, and win rates. This role is open in USA and Canada in provinces and states we can legally hire in and will report into the Chief of Staff, Revenue. WHAT YOU’LL DO Develop and maintain sales playbooks, talk tracks, frameworks, and competitive assets in close partnership with Marketing, ensuring sellers always have current, field-tested materials at the moment they need it. Translate Hootsuite's GTM positioning and value-based selling methodology into training programs that are practical, repeatable, and directly applicable to driving active pipeline. Build and manage a coaching cadence for the seller community, leveraging AI to surface conversation intelligence insights, identify skill gaps, and create targeted coaching interventions in partnership with frontline sales managers. Design and deliver enablement programs for operational launches, GTM plays, and strategic initiatives in coordination with Product Marketing, RevOps, and Sales Leadership to ensure field readiness ahead of each launch. Partner with RevOps to drive adoption of new tools, processes, and CRM workflows, translating operational changes into clear, field-facing learning experiences that minimize friction and accelerate uptake. Maintain a continuous learning rhythm for tenured sellers through micro-learning, pee

Artificial IntelligenceAISalesforceRecruitment
C
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About the Role Cohere is seeking an experienced Tax Counsel to lead our global tax planning function. This critical position will focus on strategic tax planning across global M&A transactions, Canadian income tax compliance and planning, global tax planning, and transfer pricing optimization. You'll play a key role in shaping Cohere's tax strategy while working closely with leadership, Finance, Legal, and external advisors. Key Responsibilities Lead tax due diligence and preliminary planning for all M&A transactions, coordinating with internal teams and external advisors to support business objectives Design and implement global tax planning structures that optimize Canadian and foreign tax positions, transfer pricing outcomes, and US GAAP compliance Oversee domestic Canadian income tax planning, compliance, and routine filings, establishing efficient processes with service provider coordination Provide expert tax guidance to Legal and business teams on commercial arrangements and strategic initiatives, translating complex tax implications into actionable insights Monitor global tax developments and assess their impact

C
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! Why This Role? Ready to build AI agents that revolutionize enterprise security? The North Security team is looking for a Senior Software Engineer to create autonomous systems that handle the complex, critical tasks security practitioners face every day. Your Role: As a Senior Software Engineer focused on agentic security, you'll build intelligent systems that empower security teams. Your responsibilities will include: Build autonomous security agents that perform alert triage, secure code reviews, threat modeling, and vulnerability assessment Develop agent orchestration systems that help security practitioners automate repetitive security tasks Design and implement agent security controls to ensure our AI agents can safely interact with sensitive enterprise data Create the security infrastructure that allows agents to operate in high-trust environments with stringent deployment requirements Ship production-ready agent capabilities that run efficiently in resource-constrained environments Research and implement novel security patterns for AI agent systems, sometimes requiring custom solutions where standard libraries fall short C

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📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! Security Clearance: Active Secret+ clearance strongly preferred; candidates eligible and willing to obtain clearance will also be considered. More information about Canadian Security Clearance is available here . As an Infrastructure Security Engineer, your key responsibilities include: Deploy, and manage infrastructure for Protected B classified environments, ensuring compliance with ITSG-33 and Canadian government standards Design and implement security controls for cloud (AWS, GCP, Azure) and hybrid/multi-cloud deployments Evaluate, implement, and manage security tools and technologies for training cluster and inference infrastructure hardening Implement security best practices including IAM, encryption, logging, and monitoring Participate in security incident response activities, including detection, analysis, containment, and remediation Conduct regular vulnerability assessments and penetration testing of infrastructure components Maintain comprehensive security documentation, procedures, and configurations for classified environments Maintain active Secret+ security clearance and adhere to all Canadian government security

AWSAzureGCPKubernetes
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📍 Toronto, Ontario, Canada
✓ High-confidence listingCompany trend -63.6%
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. The Okta Privileged Access Management (PAM) is an identity-centric approach to a common and critical privileged access use case. Our elegant Zero Trust architecture is purpose-built for the modern cloud and helps customers solve challenging security and operations pain points at scale. We are looking for a software engineer to join our fast-growing team with a focus on scalability, reliability, and enhancing the core building blocks of the product. In this role you will: Be deeply involved in evolving the core architecture of PAM. Work in our product development teams to build scalable, composable components of our platform. Be responsible for designing and implementing scalable architecture patterns. Delight our customers by providing world class UX using our React-based design system Design and build APIs that customers rely on for access to production infrastructure. Work on backend components written in Go and frontend components written in React. You might be a good fit if you: Have 3-5 years of software development experience with a background in Golang or similar programming languages. Proficient in React or similar front-end UI stacks. Experienced working with relational databases like PostgreSQL or similar RDBMS technologies. have the ability to complete a feature end to end from designing database models to backend APIs and frontend UI components. Experienced working with any cloud provider such as AWS, GCP or Azure. Thrive in a collaborativ

ReactPostgreSQLAWSAzure
CT
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing

$160K – $200K/yr

Quick readStrong listing-quality and freshness signals

About Clutch 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. Named one of Canada’s Top Growing Companies two years in a row and awarded a spot on LinkedIn’s Top Canadian Startups list, we’re looking to add curious, hard-working, and driven individuals to our growing team. Headquartered in Toronto, Clutch was founded in 2017. Clutch is backed by world-class investors including Canaan, BrandProject, Real Ventures, D1 Capital, and Upper90. To learn more, visit clutch.ca About the role At Clutch, we believe advances in AI are fundamentally changing how great products are built. Traditional handoffs between product, design, and engineering are giving way to smaller, faster teams where builders can take ideas from concept to production in days instead of months. Our engineers don't just write code, they own outcomes. That means working directly with stakeholders to understand the problem, shaping the solution, thinking through design and user experience, and building scalable products end to end, using strong engineering principles and AI-powered development tools. We're looking for people who see a broken process or an unanswered question and feel compelled to fix it, not wait for it to land in their queue. This is a role for people who thrive on ownership of the problem, the solution, and the outcome. You'll have the autonomy to take initiatives from idea to launch, using whatever tools the job requires (code, AI, prototypes, judgment) to get there. If you're energized by ambiguity, moving fast, and building products with real business impact, you'll thrive at Clutch. Technology at Clutch We believe great engineers can learn great technology. Our team builds with technologies like TypeScript, React, Express, Postgr

TypeScriptPythonJavaReact
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📍 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 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 Tokenization team's mission is to bring both public and private equity to be tradable 24/7 on decentralized exchanges (DEXs) across the Robinhood Chain. We work at the intersection of blockchain technology, financial market infrastructure, and modern distributed systems - with a focus on accessibility, security, and scalability. Equity markets have been closed nights and weekends for a century; we're building the infrastructure that changes that. As a Senior Software Engineer , you will design and build the core systems that issue, custody, and settle tokenized equities on-chain and keep them in sync with traditional brokerage and ledger systems. You'll lead technically complex projects end to end, make architectural decisions on a foundational Robinhood initiative, and work in a domain where correctness is non-negotiable - the systems you build move real customer assets, continuously, across multiple chains and jurisdictions. 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

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

From C$160K/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. The Streaming Foundations team builds services and operates data pipeline infrastructure to support event streaming, messaging, and analytics use cases. We are looking for a Software Engineer who is passionate about distributed systems, platform engineering, and solving data-intensive problems at scale. In this high-impact role, you will get to work with engineers throughout the organization to build foundational infrastructure that allows Auth0 to scale for years to come. What you’ll be doing Help set the technical direction for the team and influence the engineering roadmap for the Platform’s streaming capabilities Design and lead the implementation of our most complex and critical systems for data-intensive use cases. Research and champion new technologies and architectural patterns to solve strategic challenges and scale the platform. Lead and influence cross-functional initiatives, ensuring technical alignment and successful execution across multiple teams. Improve the operational posture of our systems by designing for observability, reliability, and scalability, and by mentoring others in operational best practices. Coach and mentor senior engineers and act as a technical leader across the engineering organization. Collaborate with different stakeholders like product teams whenever needed. What you’ll bring to our teams 7+ years of software development experience in a fast-paced, agile environment Experience working with Golang or Java is preferred H

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