Senior Software Engineering - Telecommute

Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide.

We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves.

Five9 is seeking a Senior Software Engineer to rapidly modernize our internal platform tooling and drive full‑stack engineering maturity. This is primarily a hands‑on developer role – you will own the transformation of existing internal tools to be 12‑factor compliant, building polished front‑end interfaces alongside robust back‑end services, and embedding world‑class telemetry (Grafana, Prometheus, Loki) throughout the platform.

You will also provide architectural direction for software supporting our Infrastructure‑as‑a‑Service (IaaS) platforms, orchestration systems, and platform engineering initiatives. You will champion modern 12‑factor application design, transition legacy pipelines into Kubernetes‑native GitOps workflows, and mentor mid‑tier developers – all while keeping shipping velocity high.

This is a private cloud/on‑premise infrastructure position. We build and manage our own bare‑metal and virtualized data center footprint. Do not apply if your experience is exclusively in public cloud environments (AWS, GCP, or Azure). Candidates must have hands‑on, practical experience with physical/on‑premise hardware orchestration, hypervisors, and managing Kubernetes on bare‑metal/private‑cloud layers.

Key Responsibilities 12‑Factor Application Modernization (Primary Focus) Rapidly audit and refactor existing internal tools and services to strictly comply with 12‑factor application principles – configuration via environment, stateless processes, explicit dependency declarations, disposability, and dev/prod parity.

Own end‑to‑end delivery of modernized services: back‑end APIs (Go/Python) paired with clean, functional front‑end interfaces (React or Vue) that surface platform data and controls to internal users.

Decompose monolithic or ad‑hoc scripts into properly structured, independently deployable services with clearly defined interfaces.

Full‑Stack Development Build and maintain internal web UIs using modern front‑end frameworks (React or Vue) – dashboards, tooling consoles, and operational interfaces that teams actually want to use.

Design and develop robust REST/gRPC back‑end APIs in Go and Python following clean architecture patterns.

Ensure front‑end and back‑end components are instrumented end‑to‑end with traces, metrics, and structured logs from day one.

Observability & Telemetry Own the platform observability stack: design, implement, and continuously improve our Grafana, Prometheus, and Loki deployment for all internal services.

Define and enforce instrumentation standards – every new or refactored service must ship with meaningful RED metrics, structured JSON logs forwarded to Loki, and distributed traces.

define and manage SLIs/SLOs across critical platform services.

Drive log aggregation strategy with Loki – label taxonomy, retention policies, and LogQL query libraries for common operational queries.

Architecture & API Development Design, develop, and support robust APIs and automation services from scratch using Go and Python.

Conduct architecture reviews and enforce design standards across the platform engineering team.

Drive the modernization of legacy platform components with a bias toward simplicity and operational transparency.

CI/CD & GitOps Transformation Lead the refactoring of existing deployment pipelines to be fully Kubernetes‑native.

Define and implement disciplined software release cycles using GitLab CI/CD and ArgoCD for GitOps‑driven deployments.

Establish automated testing gates (unit, integration, contract) as hard requirements in the pipeline.

Technical Leadership & Mentorship Mentor mid‑tier developers, establish coding standards, enforce peer reviews, and reduce technical debt.

Required Qualifications 8+ years of software engineering with proven technical leadership and architectural design experience.

Full‑Stack Development: Strong front‑end skills (React or Vue) alongside deep back‑end experience – you are comfortable owning the full request lifecycle from UI click to database.

Observability Expertise: Deep, hands‑on expertise with Grafana, Prometheus, and Loki – not just deploying them, but designing dashboards, writing PromQL/LogQL, building exporters, and enforcing instrumentation standards across a team.

Demonstrated experience auditing and refactoring real applications to be 12‑factor compliant in a production environment.

Programming: Deep expertise in Python and Go (Golang) for building distributed systems and enterprise APIs.

Cloud & Infrastructure: Strong experience with OpenStack, private cloud environments, and foundational infrastructure networking.

Modern Delivery: Proven expertise in SDLC practices, code refactoring, automated testing, and GitOps (ArgoCD).

Preferred Qualifications Experience designing and shipping internal developer portals or operational tooling used by platform and SRE teams.

Work Location: This role is fully remote for candidates who reside outside the 30 mile radius of one of our offices. For candidates who reside within a 30 mile radius of one of our offices, this role is Hybrid and would require 3 days a week (T, W, TH) in office.

As part of our continued commitment to diversity, equity, and inclusion, Five9 supports pay transparency during the entire recruitment process. The range displayed reflects the minimum and maximum target for new hire salaries for the job across the United States. Additionally, the total compensation package for this position may also include an annual performance bonus, stock, and/or other applicable incentive compensation plans.

Our Total Reward Package Also Includes Health, dental, and vision coverage, beginning on the first day of employment. Five9 covers 100% of the employee portion of the health, dental and vision coverage and shares a high portion of the dependent cost. We also offer Short & Long‑Term Disability, Basic Life Insurance, and a 401k saving plan with employer matching.

Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching and self‑guided mindfulness exercises for all covered employees and their covered dependents.

Generous employee stock purchase plan.

Paid Time Off, Company paid holidays, paid volunteer hours and 12 weeks paid parental leave.

All compensation and benefits are subject to the requirements and restrictions set forth in the applicable plan documents and any written agreements between the parties.

Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. VEVRAA Federal Contractor.

We request Priority Protected Veteran & Disabled Referrals for all of our locations within the state.

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