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Lead Site Reliability Engineer, Observability (Remote, North America)

100% Remote Full-time Open now

Vivun delivers Ava, the AI Sales Teammate for high-velocity sales teams that sells with you and unlocks instant capacity. Powered by a proprietary Sales Reasoning Model, Ava provides real-time guidance before, during, and after calls through text, voice, or avatar. By helping sellers work smarter, faster, and better, Ava saves reps 6–8 hours per week—freeing teams to focus on driving growth. We are building technology that changes how people work, collaborate, and succeed together. Join us in shaping the future of intelligent sales. Position Summary We’re seeking a Lead Site Reliability Engineer to rebuild and own our observability strategy across both agentic systems and SaaS infrastructure, creating the frameworks and tooling that enable teams to ship confidently, measure performance, and maintain reliability as we scale. As the Observability Lead, you’ll be responsible for designing and implementing Vivun’s observability patterns spanning infrastructure, applications, and agentic workloads. You’ll work closely with your teammates across engineering, QA, and product to establish unified visibility across the full stack, from LLM-driven agents to backend services. You won’t just monitor systems—you’ll define the patterns and tools that are a core part of empowering and driving Vivun’s engineering culture.

Key Responsibilities

  • Own the end-to-end observability strategy for Ava, defining the standards, tools, and patterns that ensure reliable visibility across infrastructure and agentic components.
  • Design and implement correlation models that link agent behavior, LLM interactions, and SaaS telemetry into cohesive, actionable insights.
  • Unify observability tooling across teams, ensuring metrics, logs, and traces flow into a central platform (e.g., Observe, Datadog, or equivalent).
  • Collaborate with engineering and QA to embed observability best practices into development workflows, CI/CD, and quality gates.
  • Establish enablement frameworks—documentation, dashboards, and templates—that make observability self-serve for all engineering teams.
  • Partner with teammates to ensure observability aligns with infrastructure reliability, alerting, and incident response patterns.
  • Contribute to performance and reliability strategy, helping define how we measure agent quality, responsiveness, and system scalability.

Desired Skills & Experience

  • 6+ years of experience in SRE, DevOps, or Observability Engineering roles, with at least 2+ years leading or designing observability initiatives.
  • Deep knowledge of observability tooling (e.g., OpenTelemetry, Prometheus, Grafana, Datadog, Honeycomb, Observe, etc.) and distributed tracing practices.
  • Experience with Agentic / LLM-based systems, including tools like LangChain, Celery, OpenAI APIs, or similar orchestration frameworks.
  • Strong understanding of how to instrument, trace, and correlate AI/LLM workflows with infrastructure-level telemetry.
  • Proven ability to define cross-team standards, influence engineering culture, and establish scalable monitoring patterns.
  • Strong collaboration and communication skills—you enable, not dictate.

Nice to Have

  • Experience building observability into hybrid SaaS + agent architectures.
  • Background in data pipelines or analytics observability (e.g., tracing data lineage, monitoring model drift).
  • Familiarity with Python- or Node.js-based observability SDKs.
  • Prior experience scaling observability in a startup or rapid-growth environment.

You Are

  • A believer in Vivun’s core values: Set the Standard. Take Ownership. Stay Curious. Fast & Focused.
  • Builder at Heart: You want to build the observability foundations for a next-generation agentic platform.
  • Innovative Problem Solver: You are eager to take on cutting-edge monitoring challenges at the intersection of SaaS and AI.
  • Collaborative by Nature: You thrive in a high-impact engineering culture that values enablement, empowerment, and shared ownership.
  • Experienced working in high-growth startup environments: You have the ability to move fast, adapt, and thrive in a dynamic startup environment where you derive priorities, requirements, and goals from company context.

What You Will Have At Vivun

  • Competitive salary and full health benefits
  • Stock Options at a well funded, pre-IPO company on a fast growth track
  • Flexible work schedules and work from anywhere at a fully remote company
  • Unlimited PTO with two weeks designated as “quiet period” each year
  • An experienced team who will fight beside you in the trenches to accomplish your goals

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