Lead Software Engineer

Key Responsibilities

• Manage and lead the Oobeo engineering team: set priorities, run standups, conduct code reviews, remove blockers, and drive execution against product and business goals
• Mentor and develop engineers on the team, establishing standards for code quality, testing, documentation, and deployment practices
• Own hiring, onboarding, and performance management for the engineering team as it grows
• Collaborate directly with product, client success, and commercial teams to translate customer needs into technical plans and timelines
• Communicate technical status, risks, and tradeoffs clearly to non-technical leadership

Ai Tooling & Team Adoption

• Act as the team's power user of Claude Code (and similar tools); model how AI-paired development is done well
• Build out shared AI infrastructure: module-level CLAUDE.md documentation, skills, code review patterns that get the best out of AI
• Bring the rest of the engineering team along on AI-paired development — set the norms, run pairing sessions, propagate what works
• Use AI tooling to accelerate the hardening, testing, and modernization work this role takes on

Platform Ownership

• Serve as the technical lead for the entire Oobeo platform: the Django monolith (AWS), React frontend, React Native mobile apps (iOS and Android), and GCP serverless applications (EnforcePlus, ShuttleSync)
• Own system architecture decisions, technology stack direction, and development standards
• Support implementation of the Django version upgrade and broader codebase modernizations
• Maintain and improve production stability, performance, and security across all platform components

Development & Technical Execution

• Write and review code across the full stack: Python/Django backend, React/TypeScript admin and consumer web applications, and React Native mobile apps
• Build and extend API endpoints using Django REST Framework (serializers, viewsets, OAuth2 token flows)
• Manage PostgreSQL databases: complex schema navigation, query optimization, and migration management
• Maintain and extend payment integrations (Stripe Connect, Authorize.net, Square Mobile Payments SDK) with PCI DSS compliance awareness
• Maintain and extend real-time communication systems (Pusher/WebSockets, Twilio SMS and Voice IVR)

Integrations

• Own third-party integrations
• Manage Twilio phone number provisioning, webhook configuration, and SMS workflows across customer locations

Quality & Testing

• Establish and build out automated testing (pytest-django, factory_boy) on a codebase with minimal existing test coverage
• Define and enforce development standards, code review practices, and technical documentation

Tech Stack

• Python / Django: expert level. Has shipped and maintained Django in production for 5+ years
• Django REST Framework: serializers, viewsets, OAuth2 token flows
• PostgreSQL: complex schema navigation, query optimization, migration management
• React / TypeScript: strong working proficiency
• React Native: working proficiency for the iOS and Android mobile apps (valet attendant app, enforcement officer app)
• Redis: caching and task queue patterns (Celery)
• AWS Elastic Beanstalk: or equivalent AWS deployment experience. Must be able to manage infrastructure configs without existing IaC scaffolding
• Google Cloud Platform: serverless application management
• CI/CD: CloudBees, Jenkins, GitHub Actions, or equivalent. Has owned a pipeline end to end
• Payment gateway integration: Stripe (Connect, PaymentIntent, webhooks) required. Authorize.net a strong plus
• PCI DSS awareness: understands what compliant payment handling looks like
• Test Driven Development culture & experience
• Docker / containerization

Good to Have

• Terraform or equivalent Infrastructure as Code experience
• Real-time systems (Pusher, WebSockets, or equivalent)
• Twilio (SMS, Voice IVR)
• Square Mobile Payments SDK
• Bluetooth printer integration (Zebra, ZPL formatting)

Requirements

• 8+ years of backend engineering experience
• Has demonstrably owned a legacy production codebase end-to-end
• Experience managing or leading a small engineering team: setting priorities, running sprints, conducting code reviews, mentoring engineers
• Comfortable as the most senior engineer on a product: sets standards, makes architectural calls, and builds alongside the team
• Can context-switch between backend, frontend, mobile, infrastructure, and integrations work
• Clear communicator who can explain technical decisions and tradeoffs to non-technical stakeholders
• Experience working in or with PE-backed, high-growth, or startup environments preferred