Engineering Manager, Billing & Payments

Constant Contact • Waltham, ON

60d • Hybrid

About The Position

At Constant Contact, we are seriously awesome people who take ownership and make an impact by operating with the mindset, integrity and courage of a small business owner. There’s something so profoundly rewarding about knowing that your work is empowering people everywhere to pursue their dreams. Here, we all play an integral part in helping business owners, entrepreneurs, non-profits and individuals to succeed by giving them all the help and tools they need to grow online. We’re energized by new challenges and new possibilities-and we’re just getting started!
We have an opening for an Engineering Manager to own our Billing & Payments platform. This is the financial engine behind Constant Contact's revenue. You'll lead a team building scalable systems for payment processing, subscription management, invoicing, and integrations with external platforms, while driving AI-first practices that raise the bar on how your team works and what they ship.
This role demands a product engineering mindset, operational rigor, and a builder's instinct. You don't wait for a roadmap, you help create it, and you own the outcomes end-to-end.

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

Responsibilities

• Build & Scale the Platform
• 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
• Think and Act Like a Product Engineer
• 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
• Lead AI-First, Agentic Engineering
• 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
• Deliver & Operate with Excellence
• 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
• Manage Stakeholders & Drive Alignment
• 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
• Build a High-Performing Team
• 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

Benefits

• We celebrate one another’s differences. We are proud of our culture of diversity and inclusion, and we're always working hard to strengthen and improve this culture. We have programs in place that bring us together on important issues and provide educational opportunities for all employees.
• Join the experts. If you're passionate about supporting businesses and organizations, you won’t find a better spot to share your talent. We’re dedicated to improving the quality of our product from a customer standpoint and have a true desire to enable the success of businesses, non-profit organizations, and community groups.
• You’ll have opportunities to grow your career. We encourage and support our team members to learn different aspects of the business, take on stretch assignments, seek coaching opportunities and professional development opportunities.
• A generous paid time off policy and a competitive benefits package that supports the health and well-being of you and your family
• At Constant Contact, we’re all about work flexibility and are proud to serve our customers as a hybrid workforce. Our hybrid work model combines the convenience of remote work with access to our great office locations to collaborate in-person, participate in live trainings, and socialize with colleagues.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed