Engineering Manager, Cloud Infrastructure

About the role

We're looking for an Engineering Manager to lead our Infrastructure team; the group responsible for Upside's core cloud platform, networking, security, and foundational services.

This team provides the compute, storage, networking, observability, and CI/CD capabilities that power every application and data product at Upside. This is a Tech Lead Manager role. You'll spend roughly half your time doing hands-on technical work alongside your team and half driving execution, cross-functional coordination, and people leadership.

The team is senior and self-directed; they don't need oversight, they need a technically credible leader who can go deep with them and take on the hard infrastructure problems.

Responsibilities

• Lead a senior team of infrastructure engineers, providing technical guidance, career support, and the execution leadership needed to ship high-impact platform work reliably and on time.
• Own the technical roadmap for Infrastructure, including two major programs launching in 2026: a cell-based architecture initiative to decompose Upside's single-region AWS environment into isolated, market-based cells for improved resilience and safer production validation; and AI-assisted deployment tooling to reduce the volume of infrastructure requests by enabling engineers across R&D to deploy AWS infrastructure themselves through guided automation.
• Ensure Upside's AWS environments are secure, cost-efficient, and production-ready, with strong foundations in IAM, networking, secrets management, encryption, and compliance-aware controls.
• Drive developer experience improvements across CI/CD, observability, and platform tooling, making it easier and safer for product and data teams to ship, monitor, and operate services independently.
• Drive operational excellence across reliability, scalability, and performance; including capacity planning, incident management, on-call health, and post-incident learning.
• Partner closely with Product Security, Analytics Engineering, and AI Enablement to ensure infrastructure decisions support reliable experimentation, scalable data systems, and safe AI adoption across R&D.
• Represent Infrastructure in cross-functional planning and technical forums, translating platform risks and tradeoffs into clear business decisions.

Qualifications

• 5–7 years of hands-on AWS experience with deep fluency in compute (EC2, Lambda), databases (RDS, DynamoDB), IAM, networking, and secrets management.
• 2–3 years managing infrastructure, platform, or SRE engineers; ideally a senior team where technical credibility mattered as much as people skills.
• Strong command of Terraform for IaC and GitHub Actions or equivalent for deployment pipelines.
• Background in DevOps or site reliability engineering; you understand what it means to operate systems at scale and build cultures of operational excellence.
• Experience in environments with real security, compliance, or data sensitivity requirements; fintech, regulated industries, or companies handling sensitive consumer or financial data.
• Comfort owning large-scale infrastructure programs that span multiple teams and require coordination across R&D, not just execution within your own team.
• Eagerness to integrate AI and automation into infrastructure workflows; not as a future interest, but as something you're actively thinking about now.