Software Engineer, AI Enablement

About the role

The Software Engineer, AI Enablement will help the engineering organization maximize the use of AI-assisted development. This foundational role involves building tools, workflows, and practices to help engineers build faster and more safely with AI. You will report to a co-founder and work within a small team to shape the company's AI enablement strategy.

Responsibilities

• Partner with engineering leadership and technical staff to define and drive the internal AI-enablement roadmap.
• Work closely with the team building Aperture by Tailscale.
• Build and iterate on tools, workflows, and shared practices for coding agents.
• Partner with teams to identify high-leverage opportunities to apply AI.
• Establish guardrails, review practices, and documentation for safe AI-generated code usage.
• Track adoption and measure the impact of AI tooling on velocity and quality.

Required skills

• Software Engineering
• AI coding tools
• Internal tools development
• Developer-facing automation
• Technical communication
• Systems thinking

Nice to have

• Developer experience
• Platform engineering
• LLM benchmarking
• Go
• Rust
• Python
• Security
• Code-review practices
• Developer relations
• Technical project management

Benefits

• Health insurance
• Vision insurance
• Dental insurance
• Retirement contributions matching
• Professional development budget
• Paid time off
• Home office setup budget
• Internet reimbursement
• Paid parental leave

About the Company

Tailscale makes safe connection effortless by delivering software that helps interconnect people and their devices securely. Founded in 2019, the company is fully distributed and backed by investors including Accel, CRV, Insight, Heavybit, and Uncork Capital.