Senior Technical Customer Success Manager

Sentry; Toronto; On-site; CAD 80,000 - 100,000; Full time

Job summary

Sentry is looking for a Technical Customer Success Manager in Toronto to enhance customer onboarding and adoption of the Sentry Platform. The ideal candidate will have a strong technical background with 5+ years in customer-facing roles, particularly in Customer Success or Account Management. Responsibilities include acting as a product expert, collaborating with key stakeholders, and driving customer engagement to meet their technical and business goals. Sentry values innovation, communication, and diverse contributions from its employees.

Qualifications

• 5+ years of experience in Customer Success or a customer-facing role.
• Strong technical understanding related to DevOps and application monitoring.
• Experience with cross-functional teams and complex customer environments.

Responsibilities

• Support customers by understanding their needs and goals.
• Drive customer onboarding, adoption, and retention.
• Act as a strategic advisor to clients.

Skills

Technical expertise

Customer Success

Communication abilities

DevOps knowledge

Education

BA/BS in CS or Computer Engineering or equivalent experience

Job description

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:

• 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 [e-mail].