Head of Software Engineering

Head of Engineering

PayPlus is looking for an exceptional Head of Engineering to lead and scale our engineering organization and help build the technology behind the next generation of payments and commerce.

This is a senior leadership position with responsibility for engineering execution, organizational excellence and the development of mission-critical systems operating at scale.

You will lead Engineering Managers, Team Leads and senior engineers across multiple domains and work closely with Product, Architecture, DevOps, Security and executive management.

We’re looking for a leader who combines strong management capabilities with deep technical understanding — someone who can build high-performing teams, drive complex execution and maintain extremely high engineering standards.

What You’ll Own

• Lead the PayPlus engineering organization across multiple development teams
• Manage, mentor and develop Engineering Managers, Team Leads and senior technical leaders
• Own engineering execution, delivery and operational excellence
• Translate company and product strategy into clear engineering priorities, roadmaps and execution plans
• Build and evolve the engineering organizational structure as PayPlus continues to scale
• Establish clear ownership, accountability and measurable engineering goals
• Drive predictable execution of large, cross-functional and cross-team initiatives
• Partner with Architecture on major technical decisions and long-term platform strategy
• Ensure engineering standards across scalability, reliability, performance, security and maintainability
• Lead hiring, organizational growth and development of future engineering leaders
• Own engineering capacity planning and resource allocation
• Ensure effective collaboration between Engineering, Product, DevOps, Security, Support and business teams
• Drive technical and organizational postmortems after major production incidents
• Identify technical debt, architectural risks and organizational bottlenecks before they impact the business
• Engineering Execution & Jira Management
• A key part of this role is creating a disciplined, transparent and measurable engineering execution process.

You will:

• Manage engineering execution and delivery through Jira
• Ensure engineering work is properly structured, prioritized, assigned and tracked
• Maintain visibility into epics, projects, sprints, milestones and releases
• Ensure every major initiative has clear ownership, scope, dependencies and delivery targets
• Work closely with Product to maintain a healthy and prioritized backlog
• Drive sprint, capacity and release planning across multiple teams
• Monitor progress, blockers, dependencies and delivery risks
• Build and maintain Jira dashboards that provide clear visibility into engineering execution
• Track engineering metrics such as cycle time, lead time, throughput and delivery predictability
• Monitor team capacity and workload
• Identify bottlenecks early and drive resolution
• Ensure bugs, production issues and technical debt are visible and prioritized
• Establish consistent Jira workflows and delivery standards across teams
• Ensure work is properly defined before entering development
• Drive accountability without creating unnecessary bureaucracy
• Provide executive management with clear visibility into delivery status, risks and expected outcomes
• Jira should reflect reality.
• If engineering work is happening, it should be visible, owned and measurable.
• Technology Environment

PayPlus operates a modern, cloud-native engineering environment built around:

• Large-scale distributed systems
• Microservices architecture
• Event-driven systems
• High-volume transaction processing
• Cloud infrastructure
• Containerized production environments
• Real-time and asynchronous processing
• Highly available, business-critical platforms
• APIs, integrations and complex data flows

We are not looking for expertise in one specific technology stack.

We are looking for someone with deep engineering fundamentals who understands how to build, operate and scale complex production systems.

What We’re Looking For

• 10+ years of software engineering experience
• 5+ years of engineering management experience
• Proven experience leading multiple engineering teams
• Experience managing Engineering Managers and senior technical leaders
• Proven experience managing engineering execution through Jira
• Strong experience with Agile methodologies and software delivery processes
• Strong understanding of sprint planning, capacity planning, backlog management and release management
• Ability to build and use engineering dashboards, KPIs and delivery metrics
• Strong technical background in backend and distributed systems
• Deep understanding of large-scale and highly available architectures
• Strong understanding of cloud-native environments and modern software architecture
• Experience operating complex, business-critical production systems
• Experience leading large cross-team engineering initiatives
• Proven ability to improve engineering quality, velocity and predictability
• Strong organizational design and people-management capabilities
• Excellent communication and stakeholder-management skills
• Ability to make difficult decisions and create clarity in complex environments
• Strong ownership and accountability

Education

• Bachelor’s degree in Computer Science, Software Engineering or a related technical field
• Master’s degree or advanced technical education is an advantage

Big Advantage

• Experience in fintech, payments, banking or regulated industries
• Experience with high-volume transactional systems
• Experience operating 24/7 mission-critical platforms
• Experience with large-scale event-driven architectures
• Experience in security-sensitive or compliance-driven environments
• Experience scaling engineering organizations during rapid growth
• Experience with advanced Jira workflows, dashboards and engineering analytics

Leadership Profile

You are a leader who understands both people and technology.

You know how to build strong management layers instead of becoming the bottleneck yourself.

You don’t need to write production code every day, but you can sit with senior engineers and architects, understand a system design and challenge technical decisions when necessary.

You understand that engineering leadership is not just about meetings and status updates.

You know what is being built, who owns it, where it stands, what is blocking it and when it is expected to reach production.

You create accountability without micromanagement.

You bring structure without slowing the organization down.

You use data instead of assumptions.

And you understand that in a payments company, reliability, security, execution and engineering quality are all part of the product.