
Lead Site Reliability Engineer
Roadie, a UPS Company, is a logistics management and crowdsourced delivery platform. Founded in 2014, Roadie offers businesses fast, flexible and asset-light logistics solutions for last-mile delivery. Roadie enables local delivery to more than 95% of U.S. households by providing access to more than 200,000 independent drivers nationwide – allowing businesses to offer their customers delivery optionality for almost any industry, from airlines to artisans.
Roadie is seeking a Lead Site Reliability Engineer to join our growing Technical Operations Team. We are looking for a leader with a proven track record of managing high-performing SRE teams in high-availability, mission-critical environments. The ideal candidate is a strategic problem solver with deep expertise in site reliability best practices, DevOps principles, AWS and GCP, Kubernetes, and automation. You will play a key role in driving reliability, scalability, and operational excellence across our platform.
What You'll Do
Lead and mentor teams focused on enhancing platform reliability, optimizing uptime, and improving software delivery, observability, and infrastructure operation
Architect, maintain, and optimize production and non-production Kubernetes clusters (EKS), as well as Elasticsearch (ES), MSK, RDS, and ElastiCache (Redis) clusters
Design, deploy, and manage monitoring and logging solutions using Prometheus, Loki, Thanos, Grafana, OpenTelemetry, and New Relic
Strategize and collaborate with cross-functional teams to proactively identify bottlenecks, optimize resource utilization, and prevent system failures
Define and enforce Service Level Objectives (SLOs), Service Level Indicators (SLIs), and error budgets to drive reliability improvements
Automate and streamline operational tasks, reducing toil and increasing efficiency across engineering teams
Plan and forecast service capacity and demand, optimize costs, and fine-tune system performance
Lead troubleshooting initiatives, post mortems, and resolve production and non-production incidents, ensuring high availability and performance
Participate in and manage a 24/7 on-call rotation, responding to incidents and driving post-mortem improvements
Willingness to work non-standard hours to facilitate production upgrades or deployments on occasion
Technology We're Using Now
Python, Ruby on Rails, Golang
React/Redux, Objective-C and Swift, Android
Postgres, Redshift, Redis, Kafka
AWS/GCP
Docker/Kubernetes
OpenTelemetry/Prometheus/Thanos/Loki/Grafana/New Relic/Sentry
Git/CircleCI
ArgoCD
What You Bring
6+ Years in various SRE roles
6+ Years in various DevOPS/System Engineering roles
3+ Years in leading and managing SRE teams
6+ Years of experience building and managing production Kubernetes infrastructure
7+ Years experience with popular scripting languages (Python, Ruby, Bash, etc.)
Experience with Infrastructure as code such as Terraform or Crossplane
Experience with CI/CD Development tools (CircleCI, etc.)
Experience with GitOPS Tools (ArgoCD)
Experience using a broad range of AWS technologies (RDS, ElasticSearch, VPC, EKS, S3, CloudFront, MSK, Elasticache, CloudWatch, etc.)
Experience developing and maintaining YAML templating systems (Helm charts, Kustomize, etc)
Must be able to work independently, be self-motivated and handle multiple priorities
Comfortable working in a fast-paced agile environment
Finally, a willingness to admit what you don’t know, and learn what you need to learn quickly.
Why Roadie?
Competitive compensation packages
100% covered health insurance premiums for yourself
401k with company match
Tuition and student loan repayment assistance (that’s right - Roadie will contribute directly to your existing student loans!)
Flexible work schedule with unlimited PTO
Monthly 3-day weekends
Monthly WFH stipend
Paid sabbatical leave- tenured team members are given time to rest, relax, and explore
The technology you need to get the job done
This role is not eligible for Visa sponsorship. Applicants must be authorized to work for any employer in the U.S.
Don't let this one get away.
About the company
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