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Engineering Operations Manager
The Engineering Operations Manager owns the tools, processes, and integrations that support the Product Engineering and Technical Program Management organization. The role is shifting from tool administration toward engineering productivity and operations: reducing friction in engineering workflows, building the integrations and AI-assisted SDLC tooling that make that possible, and serving as the technical lead for junior team members working in that space.
The ideal candidate is a fully competent, independent technical contributor who can also mentor less experienced colleagues. They are comfortable learning new technologies, building integrations, evaluating AI-assisted output critically, and driving adoption of better ways of working across diverse teams.
Key Responsibilities
- Tooling Platform Strategy & Automation - Own the roadmap and architecture for Jira, Confluence, Jellyfish, and future engineering tools. Push configuration and administration work toward automation and self-service rather than performing it manually. Where manual administration remains necessary, delegate it to the junior team member or automate it — it should not be the primary use of this role's time.
- Integrations & AI SDLC - Build and maintain integrations between engineering systems using REST APIs, webhooks, and scripting. Direct and evaluate AI-assisted SDLC work, including prompt and spec writing, output evaluation, and connector or tool development. Serve as technical lead and review point for the Jr Developer, Engineering Operations role on this work.
- Executive Reporting - Turn Jira and Jellyfish data into reliable metrics and executive-ready reporting. Maintain the roadmap-to-delivery mapping (Initiatives, Features, confidence ratings, SME verification) as an ongoing discipline rather than a one-time exercise.
- Program & Release Support - Support program and release management with tooling, data, and process guidance across the SDLC.
- Process Standardization - Define and enforce consistent tool usage patterns across engineering, product, and TPgM teams to improve collaboration and efficiency.
- Engineering Productivity & Cross-Functional Partnership - Partner with engineering and product leadership to reduce friction in day-to-day workflows, treating engineers as the customer of this team's tools and processes rather than as subjects of administration.
- Technical Mentorship - Provide technical direction, code and configuration review, and skill development for junior team members working on integrations and AI SDLC.
Qualifications
- Bachelor’s degree in Computer Science or related field, or equivalent experience.
- 4+ years of experience in engineering operations, tooling, integrations, or process management.
- Working proficiency in Python and REST API integration patterns: auth flows, pagination, rate limits, retry logic.
- Git and PR-based workflow.
- Practical experience using an LLM as a working tool, including where it fails.
- Strong written communication spanning executive narrative and technical writing (specs, prompts, evaluation criteria).
- Demonstrated ability to mentor or provide technical guidance to less experienced team members.
- Strong analytical and problem-solving skills with high attention to detail.
- Self-starter, comfortable operating without an established right answer.
Preferred Skills
- Experience administering Atlassian tools (Jira, Confluence) — now context for the role, not its core.
- SQL for reading data: joins, aggregation, filtering.
- Experience with MCP or connector development, agentic patterns, and tool or skill design.
- Familiarity with Jellyfish or comparable engineering intelligence platforms.
- Experience with Agile methodologies and software development life cycle processes.
- Secrets and credential hygiene across systems.
Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better we are. Five9 is an equal opportunity employer.
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Note: Five9 will never request that an applicant send money as a prerequisite for commencing employment with Five9.
Skills Required
- Bachelor's degree in Computer Science or a related field, or equivalent experience
- 4+ years of experience in engineering operations, tooling, integrations, or process management
- Working proficiency in Python and REST API integration patterns, including authentication flows, pagination, rate limits, and retry logic
- Experience with Git and pull request based workflows
- Practical experience using large language models as a working tool, including understanding their limitations
- Strong written communication, including executive narratives, technical specifications, prompts, and evaluation criteria
- Demonstrated ability to mentor or provide technical guidance to less experienced team members
- Strong analytical and problem-solving skills with high attention to detail
- Ability to work independently and operate without an established solution
- Experience administering Atlassian tools such as Jira and Confluence
- SQL experience with joins, aggregation, and filtering
- Experience with MCP or connector development, agentic patterns, and tool or skill design
- Familiarity with Jellyfish or comparable engineering intelligence platforms
- Experience with Agile methodologies and software development life cycle processes
- Experience with secrets and credential hygiene across systems
Five9 Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Five9 and has not been reviewed or approved by Five9.
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Healthcare Strength — Employer-paid employee premiums, multiple plan options, and broad coverage across medical, dental, vision, disability, FSAs, and EAP are emphasized as core elements of the package. These features position healthcare as a standout component of total rewards.
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Equity Value & Accessibility — Equity grants and an ESPP are highlighted as meaningful parts of total compensation. Feedback suggests these stock components can materially enhance overall pay when company performance is favorable.
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Fair & Transparent Compensation — Public job postings include salary ranges and company materials describe formal peer benchmarking of pay. These practices indicate structure and visibility around compensation decisions.
Five9 Insights
What We Do
Five9 is an industry-leading provider of cloud contact center solutions, bringing the power of cloud innovation to more than 2,000 customers worldwide and facilitating billions of customer engagements annually. The Five9 Intelligent Cloud Contact Center provides digital engagement, analytics, workflow automation, workforce optimization, and practical AI to help customers reimagine their customer experience. Designed to be reliable, secure, compliant, and scalable, the Five9 platform helps increase agent and supervisor productivity, connects the contact center to the business, and ultimately deliver tangible business results including increased revenue and enhanced customer trust and loyalty








