infrastructure
Posted 2 hours agoVP Engineering - Infrastructure & SRE
at Sezzle
United StatesRemote
Responsibilities
- Own the infrastructure vision, strategy, and multi-year roadmap : scale today's high-growth fintech platform while continually strengthening its resilience, controls, and audit-readiness.
- Lead, grow, and mentor the infrastructure, platform, and SRE organization , including hiring, career development, on-call health, and building a culture of operational excellence and blameless learning.
- Own reliability end-to-end : define and enforce SLOs and error budgets, mature incident management and postmortem practices, and be accountable for platform availability across the business.
- Manage, and participate in, the on-call rotation , and serve as senior incident commander for high-severity events: leading recovery from major degradations and full outages through rapid, evidence-based triage, decisive action under uncertainty, and clear communication to stakeholders throughout.
- Own the Kubernetes platform as a product: cluster architecture, upgrade strategy, workload isolation, autoscaling, progressive delivery, and the developer
- Own the database tier , centered on Aurora RDS (MySQL and Postgres) : availability, performance, capacity, schema and migration safety practices, backup/restore verification, and encryption.
- Design, implement, and continuously test disaster recovery and business continuity : defined RTO/RPO targets per system tier, regular game days and failover exercises, and DR evidence that stands up to auditor scrutiny.
- Champion the AI-boosted SRE transformation : evaluate and deploy AI tooling and agents for incident triage, observability, runbook automation, and toil reduction; set standards for safe, auditable use of AI in production operations; and bring the team along through training and example.
- Drive infrastructure-as-code and platform automation as the default: everything reproducible, reviewed, and recoverable; nothing artisanal.
- Own vendor and technology strategy for the infrastructure domain: build-vs-buy decisions, vendor risk management, contract negotiation, and third-party resilience.
- Track record of operating a 24/7, high-availability platform where downtime has direct revenue or customer impact, including mature incident command and postmortem practices.
Requirements
- experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!
- You will lead the teams responsible for our cloud infrastructure, Kubernetes platform, databases, networking, observability, and site reliability engineering, and you will stay hands-on in the systems yourself, working alongside the engineers you lead.
- Our stack runs on AWS, with workloads orchestrated on Kubernetes and data anchored in Aurora RDS (MySQL and Postgres).
- Just as importantly, you will lead our infrastructure organization into an AI-boosted SRE era.
- We believe the next generation of infrastructure teams will pair strong engineers with AI agents and tooling for incident response, capacity planning, runbook automation, anomaly detection, and day-to-day operational toil.
- Direct our AWS strategy , including account architecture, IAM and network design, multi-AZ/multi-region posture, service selection, and cost management (FinOps).
- experience of every team that ships on it.
- experience across infrastructure, platform, site reliability, software development, or related engineering disciplines, with substantial depth in infrastructure, including 5+ years leading engineering teams .
- Deep, hands-on expertise with AWS : you have designed and operated production architectures across compute, networking (VPC design, Transit Gateway, PrivateLink), IAM, and multi-account organizations at scale.
- Deep, hands-on expertise with Kubernetes in production : cluster lifecycle management, workload architecture, scaling, and the operational realities of running business-critical services on it (EKS experience strongly preferred).
- Deep expertise with relational databases at scale , specifically RDS/Aurora (MySQL and/or Postgres) : high availability, replication, failover, performance tuning, and backup/recovery you have personally verified under pressure.
- Demonstrated AI-forward leadership : you actively use AI tooling in engineering or operations work today, have opinions grounded in practice about where it helps and where it doesn't, and have led (or are visibly leading) a team's adoption of AI-assisted workflows.
- Willingness to manage and participate in an on-call rotation , and demonstrated ability to lead recovery from a full production outage : forming and testing hypotheses from logs, metrics, and traces rather than guesswork, making the right call quickly with incomplete information, and knowing when to mitigate first and root-cause later.
- Experience owning significant cloud budgets and driving cost efficiency without sacrificing reliability.
- Demonstrated ability to hire, develop, and retain strong infrastructure and SRE talent, and to hold a high bar through growth.
- Bachelor's degree in Computer Science or a similar technical field (required).
- experience supporting PCI-DSS and SOC 2 programs from the infrastructure side: scoping and segmentation, control ownership, evidence automation, and working sessions with assessors and auditors. •
- Experience in fintech, payments, or banking , especially in environments with heightened regulatory expectations (bank partnerships/sponsorships, FFIEC examinations, GLBA, or similar). •
- Experience deploying AIOps or LLM-based tooling in production operations , such as AI-assisted incident response, intelligent alerting, automated runbooks, or agents (e.g., Claude Code or custom LLM integrations) embedded in SRE workflows, with sensible guardrails around safety and auditability. •
- Experience with multi-region and active-active architectures , chaos engineering, and formal operational resilience programs.
- Proficiency with modern observability stacks (Prometheus, Grafana, Loki, Tempo, or commercial equivalents) and driving observability as a platform capability.
- Familiarity with service mesh, zero-trust networking, secrets management, and workload identity patterns. •
- Experience with CI/CD pipelines , progressive delivery (canary/blue-green), and platform engineering / internal developer platform approaches. •
- Experience presenting to boards, auditors, or examiners , and building the documentation and evidence culture that makes those conversations easy. About You:
- Languages: Golang, Typescript, Python
- Frontend: Typescript - React and React Native Backend: Golang
- Database: MySQL, Postgres
- DevOps & Cloud: AWS, Kubernetes
- Version Control: Git CI/CD: Gitlab
- experience of its employees and in supporting our mission.
Experience
- 15+ years of combined
Benefits
- The salary range for this role is negotiable, the range being $400,000 - $600,000 per year in total compensation. About Sezzle:
- You will set the technical vision, own the budget, and be directly accountable for availability, disaster recovery, and business continuity across a payments platform where downtime has immediate customer and financial impact.
- You earn trust - you listen attentively, speak candidly, and treat others respectfully.
- Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. Perks & Benefits:
- Unlimited PTO, volunteer hours and sabbatical
- Life, STD/LTD, medical, dental and vision insurance
- Highly discounted LifeTime gym membership 401k with match
- Equal Employment Opportunity: Sezzle Inc. is an equal opportunity employer.
- Pay Range $400,000 — $600,000 USD
Additional details
- With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping
- experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible.
- We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values.
- As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey.
- If you’re excited about pushing boundaries in tech and delivering a game-changing
- We are seeking an exceptional VP Engineering - Infrastructure & SRE to own the strategy, reliability, security posture, and evolution of the platform that powers Sezzle.
- This is a rare opportunity to lead infrastructure through a defining chapter: scaling a high-growth fintech while raising our operational rigor, resilience, and compliance posture to the standards of the most demanding financial institutions.
- This is explicitly both a leadership job and a technical one .
- You should know these technologies deeply, not just manage people who do.
- That accountability is personal, not just organizational: you will manage the on-call rotation and take shifts in it.