Engineering Manager overseeing automation framework development and refactoring systems for Jerry.ai. Leading a team in the transition to scalable architectures and AI - powered tools.
About the role
- Engineering Manager leading the Billing & Payments platform at Constant Contact. Driving technical and product engineering for financial operations and team leadership.
Responsibilities
- Own end-to-end billing infrastructure and internal apps: payment gateways, subscription lifecycle, invoicing: Java/Spring backends, React-facing surfaces, deployed on Kubernetes (OKD/EKS)
- Architect for growth: idempotency, retry semantics, loose coupling, and clean failure modes are non-negotiable
- Drive integrations with external platforms, including payment processors, tax engines, CRM systems, and third-party billing providers by owning the full contract from API design through production reliability.
- Actively manage technical debt; balance new features, operational health, and debt reduction
- Own the customer and business outcome rather than just the technical delivery by understanding why features matter instead of just what to build.
- Collaborate with Product, Finance and Sales orgs as partner in shaping the roadmap: bring technical insight into prioritization, challenge assumptions, and propose solutions that go beyond the ask
- Identify opportunities to improve the billing experience proactively by anticipating needs rather than waiting for requirements to be handed to you.
- Translate customer pain points and business goals into pragmatic engineering decisions your team can execute with clarity
- Be a fluent, hands-on user of AI tools (Claude Code, Cursor, Copilot, Bugbot) and drive your team to adopt an Agentic SDLC across design, implementation, testing, and deployment
- Establish spec-driven development: plans live in repos, decisions are documented as ADRs, before code is written
- Track and report measurable velocity and quality improvements from AI practices
- Hold a high bar: production-grade standards don't bend because AI wrote the first draft
- Set and hit commitments with the reliability that earns trust from product and business partners
- Build robust observability: distributed tracing, structured logging, metrics, and surface problems before customers do
- Own incident response: runbooks, blameless postmortems, CAPA to eliminate repeat failures systematically
- Ensure PCI compliance and defend against authentication threat vectors: JWT misuse, CSRF, token replay, injection
- Communicate trade-offs proactively; no surprises on delays, scope changes, or system risks
- Influence adjacent teams (Entitlements, Accounts, Comms) and external partners through credibility and clear contracts, not org chart authority
- Represent engineering confidently in business and exec conversations to translate complexity into clarity
- Hire for ownership mindset and AI-native fluency; coach engineers from task-completers to outcome-owners
- Create clear career paths, hold candid performance conversations, and build a feedback culture where raising risk early is rewarded.
Requirements
- 7+ years in software engineering, 5+ years leading engineering teams in production environments
- Experience with billing, payments, or fintech systems; familiarity with PCI-DSS
- Demonstrated a product engineering mindset by shaping roadmaps and connecting engineering decisions to customer and business outcomes rather than simply executing tasks.
- Experience driving integrations with external platforms and third-party APIs at production scale
- Strong Java backend experience; familiarity with React and relational databases
- Solid distributed systems fundamentals and hands-on Kubernetes/AWS experience
- Strong observability and cross-service debugging skills; CI/CD discipline with robust test coverage
- Hands-on AI tooling experience with demonstrable velocity or quality improvements to show for it
- Strong stakeholder management and communication skills, being equally comfortable in a sprint retro and an exec review
- Proven track record improving DORA metrics, MTTR, and team delivery reliability.
Benefits
- A generous paid time off policy
- Competitive benefits package supporting health and well-being
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