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Tailscale

Software Engineer, AI Enablement

Tailscale

Join Tailscale as a Software Engineer, AI Enablement. Help build tools and workflows for efficient AI-assisted development.

Posted 7/24/2026full-timeRemote • 🇬🇧 United KingdomMid-LevelSenior💰 £128,770 - £178,540 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in AI-enablement strategies, internal tool development, and effective communication to advocate for safe AI practices. Proven ability to prioritize tasks and collaborate across teams to enhance AI adoption and impact.

Highest-signal resume keywords
AI Coding Tools FluencyInternal Tool DevelopmentStrong Communication SkillsAI Safety PracticesProduct Thinking

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Software EngineeringAI Model EvaluationInternal Tool BuildingDeveloper-Facing AutomationAI-Generated Code Practices
Soft Skills
Written CommunicationVerbal CommunicationInternal AdvocacySelf-Directed PrioritizationComfort with Ambiguity
Tools & Technologies
Aperture by Tailscale
Industry Keywords
AI PracticesAI Tooling AdoptionCollaborationDocumentationSystems Thinking

About the role

Key responsibilities & impact
  • Partner with engineering leadership to define AI-enablement priorities.
  • Work with the team building Aperture by Tailscale.
  • Build, maintain, and iterate on internal tools and workflows.
  • Evaluate new AI models and make recommendations.
  • Collaborate with teams to find opportunities to apply AI.
  • Develop infrastructure and practices for safe use of AI-generated code.
  • Advocate for effective AI practices through documentation and coaching.
  • Track adoption and measure the impact of AI tooling.
  • Expect varied tasks including building, teaching, and prioritization.

Requirements

What you’ll need
  • 5+ years of professional software engineering experience
  • Genuine, daily, hands-on fluency with modern AI coding tools
  • Experience building and shipping internal tools or developer-facing automation
  • Strong written and verbal communication and internal advocacy skills
  • A balanced approach to using AI effectively and safely
  • Comfort with ambiguity and self-directed prioritization
  • Product or systems thinking.

Benefits

Comp & perks
  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company.
  • Employer-funded retirement contributions.
  • Connect with other Tailscalars IRL.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Paid parental leave program.