Enterprise Technical Lead

Caylent is an AI-first cloud services company that helps organizations turn ambitious ideas into meaningful business impact. As an AWS Premier Tier Services Partner and a charter member of Anthropic’s Claude Partner Network, we combine deep expertise in AWS, artificial intelligence, and Anthropic’s Claude platform to help customers modernize their technology, build intelligent products, and move AI from experimentation into production.

Our capabilities span generative and agentic AI, cloud migration and modernization, cloud-native application development, data and analytics, DevOps, managed services, security and compliance, and customer experience transformation. At Caylent, our people always come first.

We are a fully remote global company with employees in Canada, the United States and Latin America. We celebrate the culture of each of our team members and foster a community of technological curiosity. Come talk to us to learn more about what it means to be a Caylien!

The Mission

We are seeking an exceptional Senior Engineering Manager to join our growing Cloud Native Applications team and lead delivery on Caylent's largest and most strategically important client engagements. The right candidate has deep expertise in designing and building applications, creating AI-first software solutions, and is energized by the scale, complexity, and stakes that come with our biggest accounts.

Your mission will be to work alongside and lead Caylent’s Software Engineers, Architects, Sales, and Project Managers to deliver for our largest and most complex customers. You’ll be hands-on with the latest technologies, operate confidently amid the ambiguity and competing priorities that large enterprise environments bring, and serve as a steady, senior presence — both for your team and in front of client leadership — when the stakes are highest.

Your Assignment

• Manage a team of 5-8 direct reports including software engineers and architects.
• Perform people-leadership tasks including regular 1:1 meetings, performance reviews, performance management discussions, and career growth conversations to support the development and improvement of your direct reports.
• Lead software development project teams to deliver AI-first, production-ready solutions in environments with significant scale, technical complexity, and organizational complexity.
• Lead and own technical requirements gathering, technical decision making, backlog generation and refinement, and all architectural decisions- including where legacy systems, multiple integration points, or ambiguous requirements are in play.
• Lead discovery sessions with client stakeholders, including senior technical and business leadership to gather customer requirements and formulate them into a workable backlog.
• Build architecture diagrams to document, communicate, and defend your solution design to both engineering teams and client leadership.
• Apply your expertise in AI-first software development as a...