--- title: 'Senior Technical Customer Success Manager at Sentry' canonical: 'https://feeny.ai/job/senior-technical-customer-success-manager-sentry-toronto-tgzc5wyrvbar' type: 'job' last_seen: '2026-09-11' --- # Senior Technical Customer Success Manager at Sentry - **Company:** Sentry - **Location:** Toronto, Canada - **Employment:** full-time - **Work type:** hybrid - **Posted:** 2026-04-30 - **Last confirmed live:** 2026-09-11 - **Apply:** https://jobs.ashbyhq.com/sentry/c8f08641-a748-44fd-80b9-d3283848606b ## Job description ## 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 team to identify and drive expansions and new opportunities that result from customer success. - Advocate for customers internally, clearly communicate customer needs and help prioritize improvements that enhance customer experience and product adoption. You’ll love this job if you: - Enjoy talking about technology and interfacing with engineers and engineering leaders - Are looking to make an impact in the life of our customers through helping them achieve their technical and business goals - Appreciate working on a variety of projects with customers from lots of different industries - Like being “in the middle of it all”, working across the organization to move the product forward - Have a fast-paced, results-driven mindset - Love developer tools, open-source, and/or all things software development life cycle! ## Qualifications - This is a technical role combined with business skills. You have to have strong technical background to be successful in this role - BA/BS degree in CS or Computer Engineering-related field or equivalent experience is mandatory - 5+ years of experience in Customer Success, Account Management, Management Consulting, or another customer-facing role - Strong industry experience and technical understanding related to Devs, DevOps, application monitoring, software release tools, and/or broader cloud-native application infrastructure platforms - Experience in working with complex, multi-divisional, multi-geographical customers - Impressive executive presence and communication abilities - Experience working with cross-functional teams (e.g. Sales, Product, Marketing, ProServices) - You’re driven; no one needs to push you to excel; it’s just who you are - Passion for technology and being a part of a fast-growing SaaS company Bonus qualifications - Past experience as a developer/devops - Extensive knowledge in application monitoring, Logs, Metrics, Traces ## Equal Opportunity at Sentry Sentry is committed to providing equal employment opportunities to its employees and candidates for employment regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or other legally-protected characteristic. This commitment includes the provision of reasonable accommodations to employees and candidates for employment with physical or mental disabilities who require such accommodations in order to (a) perform the essential functions of their jobs, or (b) seek employment with Sentry. We strive to build a diverse team, with an inclusive culture where every teammate can thrive. Sentry is an open-source company because we believe that everyone, everywhere, should have the ability and tools to make great software. Software should be accessible. That starts with making our industry accessible. If you need assistance or an accommodation due to a disability, you may contact us at accommodations@sentry.io. Want to learn more about how Sentry handles applicant data? Get the details in our [Applicant Privacy Policy](https://sentry.io/careers/applicantprivacy/). ## About Sentry ## Company Overview - **One-liner**: Sentry is the leading application performance monitoring and error-tracking platform that helps developers diagnose, fix, and optimize code in real-time. - **Entity Type**: Private (Series E) - **Headquarters**: San Francisco, California, USA - **Founded**: 2012 - **Founders**: David Cramer, Chris Jennings ## Core Business - **Primary industry**: Application Performance Monitoring (APM) and Error Tracking Software - **Target customers**: B2B; developers and engineering teams at organizations of all sizes, from startups to large enterprises (200K+ organizations) - **Mission or purpose**: To give every developer the tools to build better software, faster, by making debugging and performance monitoring accessible and indispensable. ## Products & Services - **Sentry Error Tracking**: The core product — real-time error monitoring that captures, aggregates, and surfaces software bugs across 100+ coding languages and frameworks. [sentry.io](https://sentry.io/welcome/) - **Sentry Performance Monitoring**: Traces slow transactions, API calls, and database queries to help developers optimize application speed and reliability. [sentry.io](https://sentry.io/welcome/) - **Sentry Session Replay**: Video-like replays of user sessions to see exactly what happened before, during, and after an error. [sentry.io](https://sentry.io/welcome/) - **Sentry Profiling**: Continuous code profiling to identify performance bottlenecks at the function level. [sentry.io](https://sentry.io/welcome/) - **Sentry Crash Reporting (Cocoa/Android)**: Native SDKs for mobile error tracking and performance monitoring. [sentry.io](https://sentry.io/welcome/) - **Seer (AI Debugging Agent)**: An AI-powered tool that uses Sentry context (logs, commits, traces) to automatically root-cause issues and generate merge-ready patches. [sentry.io](https://sentry.io/welcome/) - **Sentry MCP Server**: Integrates with coding agents to bring full debugging context directly into the developer's workflow. [sentry.io](https://sentry.io/welcome/) ## Market Standing - **Valuation/Market Cap**: Not publicly disclosed (last known funding round was $217M total raised) - **Key Metric**: $217M total funding raised across 6 rounds; processes 190B+ events daily; serves 200K+ customers and 4M+ total users across 146 countries [sentry.io](https://sentry.io/about/) - **Notable Investors/Partners**: Backed by prominent venture capital firms (specific names not listed on the about page, but the company has raised significant capital). Key integrations include GitHub, Slack, Jira, and Linear. [sentry.io](https://sentry.io/welcome/) - **Growth Signals**: Acquired Codecov in December 2022 to expand into code coverage; processes 790B+ events per month; has 200+ employees across offices in San Francisco, Vienna, Toronto, Amsterdam, New York, and Sydney. [sentry.io](https://sentry.io/about/) ## Competitive Advantages - **Developer-First DNA**: Built by developers for developers, with an open-source heritage that fosters deep trust and community adoption. - **Unified Observability Platform**: Uniquely connects errors, logs, session replays, traces, profiles, and metrics under a single trace ID, providing end-to-end context that competitors like Datadog or New Relic offer as separate products. - **AI-Native Debugging**: Seer, the AI debugger, goes beyond simple alerting to automatically root-cause issues and generate patches, a significant moat in the AI-assisted development space. - **Massive Scale & Community**: Loved by millions of developers and 200K organizations, with 190B+ events processed daily, creating a powerful network effect and data advantage for AI models. [sentry.io](https://sentry.io/about/) ## Strategic Focus - **AI-Powered Developer Tools**: Deep investment in AI (Seer, AI code review, AI evals) to move from passive monitoring to proactive debugging and automated fixing. - **Unified Observability**: Continuing to break down silos between errors, performance, logs, and replays into a single, trace-connected experience. - **Platform Expansion**: Growing beyond error tracking into a full-stack observability and developer productivity platform, including code coverage (via Codecov acquisition) and AI-assisted development. - **Enterprise Scale**: Building out capabilities for large organizations (enterprise product marketing, solutions engineering, security compliance) while maintaining a strong developer experience. ## Why Work Here - **Culture & Values**: Emphasizes "pixels matter" (attention to detail), constructive feedback, iteration, and valuing people from diverse backgrounds. The culture is described as relatively small, fast-growing, and highly influential. [sentry.io](https://sentry.io/careers/) - **Remote/Hybrid Policy**: Offers roles across multiple global offices (San Francisco, Toronto, Vienna, Amsterdam, New York, Sydney) with a mix of in-office and remote positions. The careers page lists specific locations for each role. [sentry.io](https://sentry.io/careers/) - **Notable Perks**: Competitive compensation + equity, flexible PTO, paid parental leave, medical/dental/vision insurance, 401k plan (US), commuter benefits, professional development stipend, charitable matching program, and a well-stocked office (including "a minimum of six different brands of sparkling water"). [sentry.io](https://sentry.io/careers/) - **Engineering Culture**: High ownership and autonomy; engineers influence product, brand, and culture. The company is known for shipping high-quality code and has a strong open-source ethos. [sentry.io](https://sentry.io/careers/) - **Diversity & Inclusion**: Committed to equal employment opportunity and providing reasonable accommodations. Explicitly states that software should be accessible, starting with making the industry accessible. [sentry.io](https://sentry.io/careers/) ## Sources 1. [sentry.io](https://sentry.io/about/) 2. [sentry.io](https://sentry.io/careers/) 3. [sentry.io](https://sentry.io/welcome/) 4. [jobs.ashbyhq.com](https://jobs.ashbyhq.com/sentry) 5. 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