Staff Software Engineer, AI-Augmented Enterprise Applications

Staff Software Engineer, AI-Augmented Enterprise Applications Location: Worldwide (Remote-first / Hybrid optional) Reports to: Principal Engineer, Platform About CINC Systems CINC Systems is the leading provider of accounting and management software for the community association management industry. Our platform powers tens of thousands of associations and millions of homes through secure, reliable, and increasingly intelligent software systems. We are evolving our platform into an AI enabled ecosystem that combines modern SaaS architecture, operational workflows, communications, payments, analytics, and automation into a unified customer experience. This transformation requires engineers who are equally comfortable designing enterprise systems, working directly with business workflows, and leveraging AI to accelerate software development and product capabilities. The systems we build are increasingly interconnected and AI enabled. Success in this environment requires more than coding ability alone. It requires judgment, systems thinking, customer understanding, and the ability to integrate modern AI capabilities into practical enterprise software. Role Overview We are hiring a Staff Software Engineer, AI-Augmented Enterprise Applications to help design and build intelligent enterprise systems across the CINC platform. This is a senior hands on engineering role for someone who combines strong software engineering expertise with practical experience building customer-facing enterprise applications. The ideal candidate understands both modern AI augmented software engineering workflows and the realities of enterprise SaaS platforms including CRM, workflow, and operational systems. You will work across product, platform, operations, and AI initiatives to help build systems that are reliable, scalable, and deeply aligned with customer workflows. Key Responsibilities As a Staff Engineer, you will lead initiatives that span multiple teams and systems while remaining deeply involved in architecture and implementation. You will help design and build enterprise applications that integrate AI enabled capabilities into real operational workflows. This includes modern SaaS systems, workflow automation, CRM integrations, communications systems, and operational tooling. You will also help evolve how engineering work itself is performed by leveraging AI augmented development practices to improve delivery speed, quality, and developer effectiveness. In this role you will: • Design and build scalable enterprise SaaS applications and integrations • Lead cross-team technical initiatives involving AI enabled workflows and operational systems • Work closely with product, operations, and customer-facing teams to understand real business problems • Integrate AI capabilities into enterprise applications in practical, maintainable ways • Contribute to architectural patterns for APIs, event-driven systems, and microservices • Mentor engineers and help raise the technical bar across teams • Leverage AI augmented engineering workflows to improve development speed and quality • Participate in RFCs, architecture reviews, and broader engineering strategy discussions Qualifications You are an experienced software engineer who enjoys building systems that solve real business problems. You think beyond individual components and understand how software, workflows, teams, and customer experience interact together. You are comfortable operating in complex enterprise environments while still maintaining a builder’s mindset and strong engineering craftsmanship. Strong candidates typically bring: Core Engineering Expertise 8+ years of experience building enterprise SaaS applications or large scale business systems Strong backend and full stack engineering experience Experience designing APIs, microservices, integrations, and event-driven architectures Strong understanding of system design, scalability, and operational reliability Experience building customer-facing enterprise workflows and operational tooling Enterprise Applications Experience Experience working with CRM or enterprise workflow systems such as Salesforce, Dynamics, HubSpot, or similar platforms Familiarity with customer lifecycle workflows including sales, onboarding, service, support, and communications Experience integrating enterprise SaaS platforms through APIs, events, or middleware systems AI-Augmented Engineering Experience using AI assisted software engineering tools and workflows in production environments Practical understanding of how AI can improve software delivery, automation, and customer experiences Familiarity with modern AI platforms, orchestration frameworks, or LLM based workflows is a plus Ability to evaluate build versus buy decisions around AI tooling and enterprise capabilities Leadership and Collaboration Strong communication skills with both technical and non-technical stakeholders Demonstrated ability to lead initiatives across teams through influence and credibility Comfortable mentoring engineers and helping teams navigate ambiguity Structured thinker capable of simplifying complex systems and workflows Mindset and Values Builder’s mindset focused on outcomes, customer value, and long term system quality Believes AI is an amplifier of strong engineering fundamentals, not a replacement for them Curious and learning-oriented with strong systems thinking ability Collaborative, humble, and highly reliable Values craftsmanship, clarity, and thoughtful decision making What Success Looks Like Enterprise workflows become simpler, more intelligent, and more automated for customers and internal teams. AI capabilities are integrated into the platform in ways that are practical, maintainable, and trusted. Engineering teams move faster because of improved tooling, patterns, and architecture. Cross-functional initiatives succeed because systems and teams are aligned effectively. The Staff Software Engineer is recognized as a trusted technical leader who improves both the platform and the engineering organization around them.