Lead Infrastructure Engineer

The trucking and logistics industry provides the backbone of the economy. But the payments infrastructure on which it runs is broken. For the hard-working men and women of this sector, the existing suite of payment tools is outdated, difficult to use, prone to fraud, and saddled with shady fee structures. The incumbent players in this space often overlook the economic and practical needs of this user base.

Our founding team has backgrounds in payments, working on autonomous vehicles at Cruise Automation, leading ops and growth for Uber, and building apps that were featured on the Apple app store. We have staff and senior engineers from Google, Uber, Meta, Shopify, Stripe, Chime, and other leading technology companies. 

We have raised $125 million+ from investors such as General Catalyst, Elad Gil, Bloomberg Beta, Y Combinator, XYZ; founders and CEOs of companies such as Google (Eric Schmidt), Salesforce (Marc Benioff), Coinbase (Brian Armstrong), DoorDash (Tony Xu), Instacart, Gusto; strategic investors like Mastercard, Flexport and Samsara.

We were named to Forbes annual Next Billion-Dollar Startup List, and have just recently been selected to join the World Economic Forum as a Global Innovator.

• Scope and lead large, often ambiguous technical projects, laying the groundwork for early-stage products to iteratively evolve and scale

• Own and operate our Kubernetes (EKS) infrastructure, managed via the Porter orchestrator

• Apply and enforce Kubernetes best practices: resource management, health checks, autoscaling, pod disruption budgets, and graceful rollout strategies

• Tune deployments and cluster configuration for zero-downtime releases and high availability

• Design and improve CI/CD pipelines for fast, reliable, and safe delivery

• Contribute to observability, alerting, and incident response practices across the platform

• 8-12 years Deep expertise in Kubernetes — production operations, best practices, and performance tuning for zero-downtime architectures

• Strong CI/CD experience — designing, building, and maintaining pipelines at scale

• Demonstrated hunger to learn modern data engineering — lakehouse architectures, Iceberg, CDC, transformation frameworks (e.g., dbt or coalesce.io or others)

• Strong SQL skills and the ability to optimize queries for performance and cost

• Excellent cross-functional collaboration skills — comfortable working directly with BizOps and other non-engineering stakeholders

• Ownership mindset — able to take systems from design through operation end to end

• Cross-region architecture experience (multi-region failover, DR, data replication)

• Cross-tenant / multi-tenant architecture expertise

• Experience with Apache Iceberg, AWS Glue, or other lakehouse catalogs

• Experience with EKS, Porter, or similar Kubernetes management platforms

• Familiarity with modern data stack tooling: dbt, Snowflake, CDC tools (Debezium, Estuary, etc.)

• Experience in fintech or other regulated environments (PCI DSS, SOC 2)

• Shape a greenfield data platform built on modern lakehouse foundations

• Real ownership across infrastructure and data — small team, high impact

• Work at the intersection of platform engineering and data engineering, two of the fastest-growing disciplines in the industry