Director of Engineer, AI Developer Experience

About the role

AI is rapidly changing who can build software and how quickly they can do it. At Attentive, we’re strongly leaning into that opportunity across the company: helping engineers ship better software faster, and helping people in sales and other business teams build tools that solve their own problems.

You’ll help us build two teams, each with its own manager:

• AI Developer Experience: Build the tooling, agent workflows, practical testing infrastructure, and development environments that accelerate our engineering organization.
• AI Business Enablement: Give non-technical employees the tools, training, and secure infrastructure to build and run useful apps and automations with AI.

These teams share a goal: make it easy to turn an idea into working software, with the right standards for how that software is built, connected, and maintained.

We already have AI tools, internal tooling, and cloud environments in place. Your job is to turn that foundation into a consistent way of working that people want to adopt—and a measurable improvement in how quickly the company delivers.

This hybrid role is based in our New York office, with in-office collaboration Tuesday through Thursday each week.

What you’ll own

AI Developer Experience

• AI development workflows: Make AI a core part of planning, implementation, testing, review, and delivery, with clear human accountability for architecture and outcomes.
• Context for agents: Give coding agents the documentation, architectural guidance, and system context they need to work effectively in our codebase.
• Trusted testing: Build fast, reliable ways to validate individual services and distributed systems, including realistic test data and integration environments. Work with our teams to understand their pain points, and understand how our infrastructure fits together.
• Development infrastructure: Improve cloud environments, builds, CI, and code review so engineers and agents can work efficiently as the volume of changes grows.

AI Business Enablement

• Tools for non-technical builders: Create a supported way for sales, go-to-market, and other business teams to build internal apps and automations using natural language and AI coding tools.
• Safe access to company systems: Partner with Security and IT to provide approved integrations, permissioned data access, and secure handling of credentials.
• A path from prototype to dependable tool: Establish straightforward standards for testing, deployment, monitoring, ownership, and ongoing maintenance, with clear criteria for when engineering support is needed.
• Practical enablement: Help employees identify valuable use cases, get started quickly, and reuse successful patterns through templates, training, and hands-on support.

What you’ll do

• Set a clear strategy across both teams, balancing shared infrastructure with the different needs of engineers and business users.
• Lead and develop two managers, hire strong teams, and set a high bar for technical execution and user experience.
• Stay close to the technology: evaluate tools, prototype workflows, and make sound decisions about what to build and what to buy.
• Drive adoption through useful products, strong defaults, and close partnerships with Engineering, Security, IT, and business leaders.
• Measure results through shorter delivery cycles, reliable software, time saved, and sustained use of the tools your teams provide.
• Keep improving the approach as models and tools evolve, turning promising advances into practical capabilities.

What you’ll bring

• Hands-on AI experience and a clear point of view. You use coding agents regularly and have changed how a team builds software with AI. You can explain what worked, what failed, and how you measured the difference.
• Technical and organizational depth. You bring 10+ years in software engineering and 4+ years leading engineering teams, including experience managing managers.
• Strong platform fundamentals. You’ve built developer tooling, test infrastructure, or development platforms for complex systems, and understand what makes engineers trust and adopt them.
• Sound judgment about safe AI development. You understand agent workflows, context, sandboxed environments, permissions, evaluation, and cost management.
• A product mindset. You learn how people work, identify their biggest obstacles, and build tools they choose to use.
• The ability to serve different audiences. You can work credibly with senior engineers and help non-technical colleagues turn a business problem into a useful, maintainable tool.
• High standards for leadership. You develop managers, give direct feedback, make thoughtful talent decisions, and stay close enough to the work to guide it.

You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.

For US based applicants:

• The US base salary range for this full-time position is $285,600 - $428,400 annually + equity + benefits
• Our salary ranges are determined by role, level and location

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