Senior Cloud Infrastructure Engineer

About Collective: Collective is on a mission to redefine the way businesses-of-one work. Our technology and team of trusted advisors help members achieve financial independence by taking care of everything from business incorporation to accounting, bookkeeping, tax services, and access to a thriving community, all in one integrated platform. We believe in empowering self-employed people to enjoy the same tax savings that big companies get, so they can focus on their passion, not paperwork. Featured in Forbes, Business Insider, Yahoo, Bloomberg, Financial Times, TechCrunch, and more. We are backed by General Catalyst, Sound Ventures, QED Investors, Google's Gradient Ventures, Expa, and other investors who have financed iconic companies like YouTube, Substack, Twitch, Box, Hims, Instacart, and Lyft. About the role: You'll join Collective's Infrastructure team, a small group that owns the platform every engineer here builds on: AWS and GCP foundations, CI/CD, IaC, observability, secrets management, and identity. We partner with product engineering to unblock shipping, with the security team to keep the platform safe, and with the AI Platform team on the infra behind Collective's growing AI investments. As a Senior Cloud Infrastructure Engineer on this team, you'll pave new paths, test recovery plans, and manage quiet, stable systems. You'll be the person justifying design choices with production experience and the one others turn to when a system needs rethinking. What you'll do: Use Infrastructure as Code (IaC) with Terraform to provision, deploy, and manage cloud resources on AWS and GCP as well as other SaaS vendors. Embed security best practices into the infrastructure by enforcing zero-trust architecture principles like least privilege and identity-based access to protect systems and data. Build scalable, reliable, and cost-effective systems that hold up as Collective grows. Develop and test disaster recovery plans. Own the CI/CD system engineering teams ship on. Set standards, drive reliability and speed improvements, and mentor teams on best practices. Reduce operational toil across the platform through automation, leveraging AI tooling where it accelerates safe, high-quality work. Work closely with product engineering teams to understand application needs and translate them into scalable infrastructure solutions. Own the observability stack (monitoring, logging, alerting) and use it to proactively identify and remediate performance bottlenecks. Participate in the on-call rotation to respond to outages, recover systems, own incident response and post-mortem. Stay current with emerging technologies and best practices in Cloud Infrastructure, DevOps, and Platform Engineering. What you'll bring: At least 5 years of hands-on experience as a Cloud Infrastructure Engineer, DevOps, or SRE with a proven track record of operating production cloud environments at scale. You operate effectively in ambiguous, fast-changing environments. You can pick up a half-defined problem, define the path forward, and drive it to production without waiting for a playbook. Cloud Platforms: Proficiency in multi-cloud operations. AWS is highly preferred; GCP is a plus. Experience implementing infrastructure and security policy as code. Strong software development skills, preferably in Python or another high level language Strong written and verbal communication skills for driving cross-team alignment. You must be able to clearly and persuasively communicate complex concepts and risks in an engineering-driven environment. Experience mentoring engineers, leading post-incident reviews, or driving cross-team infra initiatives to completion. You're comfortable being the person other engineers ask when something breaks. Ability to write clean, maintainable code for automation and tooling. Experience building internal tools or services to eliminate manual work is a plus. Familiarity with foundational networking concepts and protocols (TCP/IP, DNS, load balancing, VPCs, firewalls) and their application in cloud and hybrid environments. Strong hands-on skills with Linux and command-line tools; you are comfortable using terminals and utilities to manage and debug systems efficiently. Comfort using AI tooling as leverage for infra automation, tooling, and debugging. Bonus if you've built or contributed to AI-assisted DevOps workflows. Our stack: Cloud: AWS (EC2, IAM, VPC, ECS, Fargate, Lambda, RDS, Elasticache, Opensearch), GCP (BigQuery) Monitoring/Observability: Datadog, Sentry, Amplitude Github, GHA IAC: Terraform, HCP Security tooling Codebase: Python/Typescript/React What we offer: Hybrid Work Model: Based in San Francisco with a balance of in-office and remote flexibility. Fresh Lunch: Provided on in-office days. Commuter Support: $150 monthly reimbursement for transit expenses. Health & Wellness: $200 quarterly reimbursement to support your well-being. Time Off: Flexible PTO plus 14 company holidays. Comprehensive Coverage: 100% medical, dental, and vision for employees; 75% coverage for dependents. Parental Leave: 16 weeks fully paid. Retirement & Ownership : 401k plan plus an equity package. Team Connection: Quarterly virtual events and an annual in-person summit. Freelance Headhunters Collective