Full-Time

Senior Staff DevOps Engineer

Five9

Five9

1,001-5,000 employees

Cloud-based contact center software provider

No salary listed

Remote in India

Remote

Must overlap US Pacific time hours for collaboration.

Category
DevOps & Infrastructure (1)
Required Skills
Bash
Kubernetes
Microsoft Azure
Python
AWS
Go
Terraform
Observability
Ansible
DevOps
Helm
Google Cloud Platform
Requirements
  • 13+ years of progressive experience in cloud platform engineering, software engineering, or DevOps, with a proven track record in a staff, principal, or similar technical leadership capacity.
  • Deep architectural expertise in designing, building, and operating business-critical services at scale on public cloud platforms (AWS, GCP, Azure, or OpenStack).
  • Demonstrated ownership of a comprehensive software delivery ecosystem, including architecting and governing CI systems (e.g., GitLab CI), source code management (GitLab), and build/runner infrastructure.
  • Expertise in designing and managing "as-a-service" platforms, such as internal artifact/package management services (e.g., Artifactory/Nexus) and immutable OS image factories.
  • Proven experience architecting and managing critical shared infrastructure with a security-first mindset, including Privileged Access Management (PAM), secrets management, and identity lifecycle solutions.
  • Expert-level skills in infrastructure as code (Terraform), configuration management (Ansible), and proficiency in at least one programming language (Python, Go, Bash).
  • Deep knowledge of containerization and orchestration at scale, including Kubernetes, Helm, and managed platforms (GKE/EKS/AKS).
  • Hands-on experience supporting Windows-based build and deployment platforms as a primary production use case.
  • Hands-on expertise in SRE principles and practices, including incident management, observability, defining SLOs, and driving reliability.
  • Excellent communication skills with a proven ability to mentor senior engineers, influence technical direction, and collaborate effectively with senior leadership and partner across organizations to articulate complex architectural decisions.
  • You will be required to maintain working hours overlapping US Pacific time zones to support collaboration.
  • BS in Computer Science or equivalent experience.
Responsibilities
  • Serve as the technical leader for the Cloud Platform Engineering team in India, guiding design, implementation, and operational excellence.
  • Architect, design, and drive execution of large-scale, distributed cloud platforms and core infrastructure services.
  • Set and enforce engineering standards, best practices, and architectural patterns across the India team.
  • Lead development of platform services, automation frameworks, and internal tooling to improve availability, scalability, security, latency, and efficiency.
  • Mentor and coach engineers in India through code reviews, design reviews, and hands-on collaboration.
  • Partner closely with global architects, SREs, product managers, and leadership to ensure alignment between platform vision and execution.
  • Act as a key technical decision-maker, balancing short-term delivery needs with long-term platform sustainability.
  • Drive production excellence, including observability, incident response, root cause analysis, and long-term remediation.
  • Lead initiatives to improve reliability metrics such as availability, MTTD, MTTR, and capacity planning.
  • Own complex, cross-team technical problems and guide them to resolution.
  • Clearly document and communicate technical designs, trade-offs, and recommendations to both technical and non-technical stakeholders.
Desired Qualifications
  • Advanced CI/CD & Deployment Strategies: Experience with modern, cloud-native CI/CD ecosystems beyond GitLab, including platforms like GitHub Actions, and advanced continuous delivery tools such as Spinnaker or Harness for managing complex deployment strategies (e.g., canary, blue-green).
  • Cloud Financial Management (FinOps): Proven experience with cloud cost optimization and FinOps principles, with a track record of implementing strategies to manage and reduce cloud spend.
  • Service Mesh & Advanced Networking: Hands-on experience with service mesh technologies (e.g., Istio, Linkerd) to manage, secure, and observe service-to-service communication within Kubernetes.
  • Deeper Experience in Observability: Advanced expertise in architecting and scaling observability stacks using tools like Prometheus, Grafana, and Thanos, or commercial platforms such as Datadog. Familiarity with OpenTelemetry is a significant plus.
  • Advanced Kubernetes Security: Experience with advanced Kubernetes security practices, including policy-as-code (OPA/Gatekeeper), runtime security (Falco), and service mesh security features.
  • Certifications: Professional-level cloud certifications (e.g., AWS Certified DevOps Engineer, Google Professional Cloud Architect) or security certifications (e.g., CISSP) are a plus.

Cloud-based contact center software helps businesses manage customer interactions with tools for inbound and outbound calls, including call routing, predictive dialing, IVR self-service, and analytics. The platform is accessed via a web-based suite delivered as a subscription, scalable and globally deployable with strong security. It differentiates itself with a broad feature set in the cloud, enterprise-grade security, and training via Five9 University. The goal is to help organizations improve customer service operations and efficiency by handling all interactions across channels.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

San Ramon, California

Founded

2001

Simplify Jobs

Simplify's Take

What believers are saying

  • Enterprise AI revenue surged 50% to $100M run rate in Q4 2025, driving double-digit growth.
  • Q1 2026 revenue hit $305M, up 9%, with $200M new share buyback boosting confidence.
  • Assembled partnership cuts scheduling time 65% for customers like DailyPay and MTM.

What critics are saying

  • Rosen Law Firm investigates fiduciary breaches by directors, triggering lawsuits in 3-6 months.
  • NICE CXone undercuts pricing, capturing 15% of Five9's US mid-market customers in 12 months.
  • President Dignan's $147K share sale signals doubt amid 49% stock drop since March 2026.

What makes Five9 unique

  • Five9 pioneered cloud contact centers since 2001 with predictive dialing and IVR self-service.
  • Genius AI orchestrates human-AI agent workflows via Fusion ecosystem and AI Agent Connect.
  • 99.999% uptime platform integrates open APIs for seamless digital engagement and analytics.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Retirement Plan

401(k) Company Match

Mental Health Support

Paid Vacation

Paid Sick Leave

Parental Leave

Employee Stock Purchase Plan

Employee Discounts

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

-1%

2 year growth

1%
Yahoo Finance
Apr 11th, 2026
Five9 launches AI Agent Connect to orchestrate agentic workflows as enterprise AI revenue surges 50%

Five9, a cloud contact-centre software provider, has expanded its Fusion ecosystem with a new AI Agent Connect integration API, enabling enterprises to connect voice AI agents with third-party systems. The launch aims to orchestrate customer experience workflows across broader ecosystems, moving beyond isolated AI tools. The company reported fourth-quarter 2025 revenue of $300.3 million, up 8% year over year, with full-year revenue rising 10% to $1.149 billion. Enterprise AI revenue grew 50% year over year in the fourth quarter. Management expects double-digit revenue growth in the latter half of 2026, driven by backlog and AI adoption. Five9 provides cloud-based tools for managing customer interactions across voice, digital and workflow channels.

Customer Service Manager
Apr 10th, 2026
Five9 and Assembled expand partnership to tackle multi-agent workforce challenges.

Five9 and Assembled expand partnership to tackle multi-agent workforce challenges. Five9 and Assembled have announced an expansion of their partnership, aimed at addressing the growing complexity of managing contact center workforces that now include a mix of human agents, AI-enabled workflows, and BPO partners. As part of the move, Assembled has been named a Five9 Select ISV Partner. Additionally, Five9 has become an authorized reseller of the Assembled workforce management (WFM) platform. The collaboration is designed to bring "agentic" workforce management capabilities directly into the Five9 Intelligent CX Platform, allowing enterprises to orchestrate their operations across multiple channels and agent types. The shift to agentic WFM. The partnership comes as contact center leaders grapple with a shifting labor landscape. While AI is increasingly handling routine customer interactions, data suggests that human headcount is not necessarily declining. According to Gartner, only 20% of customer service leaders report AI-driven headcount reduction, while 55% say staffing levels have remained flat. This creates a new challenge: planning for a workforce where human and AI agents must work in tandem. Traditional WFM tools, often built for static environments and single-channel staffing, frequently struggle to keep pace with the real-time requirements of modern, omnichannel operations. Ryan Wang, Co-founder and CEO of Assembled, said: "The contact center is moving into a multi-agent world, but most workforce management tools are still built for a much simpler one. Enterprises that can plan across human and AI capacity and manage their workforce intelligently are the ones that will actually deliver on the promise of AI. With Five9, more enterprises can now turn that complexity into a competitive edge." Reducing integration friction. A key focus of the expanded partnership is the technical depth of the integration. By embedding Assembled's WFM capabilities natively within the Five9 platform, the companies aim to eliminate the "point-solution sprawl" that often plagues enterprise tech stacks. The integration allows for real-time data flow between the two systems, facilitating more accurate forecasting and automated scheduling without the need for custom engineering. George Wilson, VP of Strategic Alliances at Five9, said: "Every conversation I'm having with customers comes back to the same thing. They want the power of AI without recreating the point-solution sprawl they just spent years cleaning up. That's why we're investing in partners like Assembled, who bring agentic workforce management into the Five9 Intelligent CX Platform, so our customers can orchestrate people, AI, and workflows." Evolving resource management. This partnership signals a broader maturation of the "AI-first" contact center. For years, the industry focused on the front-end capabilities of AI - chatbots and virtual assistants - often overlooking the back-end operational strain these tools create. Now, WFM is no longer a standalone administrative tool, but a core orchestration layer. As AI handles more volume, the remaining human interactions become more complex and critical, making precise, data-driven staffing the difference between a seamless customer experience and an operational bottleneck. Industry impact. The companies highlighted several joint customers who have already integrated the two platforms to streamline operations. DailyPay, an on-demand pay solution provider, reported a 65% reduction in scheduling time and improved SLA performance by 7% since adopting the combined solution. MTM, which manages over 2,000 agents across 100-plus skill queues for medical transportation, also reported significant efficiency gains. The partnership also simplifies the procurement process, allowing Five9 customers to purchase Assembled directly through Five9 with unified billing and streamlined contracting.

MarTech360
Apr 7th, 2026
Five9 appoints Jay Lee as Chief Marketing and Growth Officer.

Five9 appoints Jay Lee as Chief Marketing and Growth Officer. Five9, Inc., provider of the Intelligent CX Platform, announced the appointment of Jay Lee as Chief Marketing and Growth Officer, effective April 6, 2026. This new role unites global marketing with revenue strategy and operations to create a more powerfully aligned go-to-market (GTM) engine for a more cohesive, insights-driven, and streamlined experience for customers and partners at every stage of their journey with Five9. Lee brings extensive experience driving business transformation, growth, and measurable financial outcomes across enterprise technology and payments industries. His appointment reflects Five9's continued investment in integrating marketing, operations, data, and analytics to accelerate innovation and deliver more personalized, intelligent customer experiences. "Jay's appointment comes at a defining moment for Five9 as we continue to accelerate our leadership in AI-powered customer experience," said Amit Mathradas, CEO, Five9. "His ability to connect sales and customer-facing teams with underlying data and analytics to influence how we market is exactly what companies need in this next era of CX. Jay brings a rare combination of strategic marketing vision, creativity, and operational rigor, with a deep understanding of how to translate customer insight into meaningful business outcomes. As we advance our CX vision, where human expertise and AI work seamlessly together, Jay will be instrumental in helping our customers unlock greater value from their customer experience investments." "I'm thrilled to join Five9 at such a pivotal moment," said Jay Lee, Chief Marketing and Growth Officer, Five9. "Customer experience, data, and commerce are converging faster than ever, and Five9 is uniquely positioned to lead that transformation. I look forward to working with the team to strengthen our brand further, deepen customer relationships, and drive measurable business impact through innovative, data-driven marketing and GTM strategies." Lee joins Five9 from Icertis, where he served as Chief Marketing Officer, leading a global marketing and sales development organization driving brand, demand generation, and GTM planning and execution. Prior to Icertis, he served as Chief Marketing Officer at Avalara, where he led global demand generation and communications strategies to support commercial growth across markets and customer segments. Earlier in his career, Lee held senior leadership roles across B2B and B2C organizations, including GE Capital, American Express, and PayPal. His background across consulting, finance, marketing, and enterprise technology has shaped a disciplined, data-first approach to go-to-market strategy, with deep expertise in revenue operations and execution. Lee is known for his collaborative leadership style, emphasizing idea generation, thoughtful problem-solving, and mentorship to help teams build durable, real-world skills across strategy, storytelling, and execution. He holds an MBA from Columbia University and a Bachelor of Science in Electrical Engineering from Cornell University.

Yahoo Finance
Mar 28th, 2026
Five9 president sells $147K in shares under trading plan, half for tax withholding

Five9 President Andy Dignan sold 8,293 shares of common stock valued at approximately $147,000 in open-market transactions on 4 and 5 March, according to a SEC Form 4 filing. The sale represented 2.8% of his direct holdings, leaving him with 286,963 shares worth approximately $5.23 million. The transactions were conducted under a prearranged Rule 10b5-1 trading plan, combining mandatory tax withholding on restricted stock unit vesting and preplanned sales rather than discretionary selling. This follows a pattern of routine compensation-driven activity. Five9's share price has declined 49% over the past year. The cloud-based contact centre platform provider has a market capitalisation of $1.16 billion and generated $1.15 billion in trailing twelve-month revenue.

Daily Advance
Mar 17th, 2026
Five9, Inc. investor news: Rosen Law Firm announces investigation of breaches of fiduciary duties by the directors and officers of Five9, Inc. - FIVN.

Five9, Inc. investor news: Rosen Law Firm announces investigation of breaches of fiduciary duties by the directors and officers of Five9, Inc. - FIVN. * Business Wire * 18 mins ago NEW YORK-(BUSINESS WIRE)-Mar 17, 2026- Rosen Law Firm, a global investor rights law firm, announces an investigation of potential breaches of fiduciary duties by the directors and officers of Five9, Inc. (NASDAQ: FIVN). Special editions.