Seo And Ai Optimization Generalist

Tailscale
Summary
Join Tailscale as an SEO & AI Optimization Generalist to boost the discoverability of our product through organic search and AI-generated content. You will own and evolve our SEO strategy, conduct keyword research, partner with various teams to optimize content, and manage technical SEO elements. A key focus will be leading our LLM/AI discovery efforts, experimenting with techniques to enhance visibility in AI-generated responses. You will analyze data, run A/B tests, and provide actionable insights. This high-impact role requires 3-6 years of B2B SaaS SEO experience and a deep understanding of SEO principles, along with emerging search and AI knowledge. You'll collaborate cross-functionally and communicate effectively with various teams.
Requirements
- SEO expertise
- 3–6 years experience in SEO within a B2B SaaS context, preferably within cybersecurity or networking
- Deep understanding of on-page, off-page, and technical SEO
- Familiarity with structured data and schema markup
- Experience using SEMrush, Google Search Console, GA4, Surfer and related tools
- Emerging search and AI knowledge
- Working knowledge of how LLMs and generative AI models retrieve and surface information
- Curiosity and creativity in experimenting with prompt outcomes, data structure, and discoverability across AI-native interfaces
- Performance analytics and experimentation
- Strong analytical mindset—able to define KPIs, build dashboards, and report insights clearly
- Experience designing and running experiments across SEO and web funnels
- Familiar with A/B testing and user engagement optimization tools like Mutiny, UserPilot, or similar
- Collaboration and project management
- Highly organized self-starter with strong attention to detail—able to manage multiple projects with clarity
- Excellent communicator who can translate SEO and AI insights into clear, actionable ideas for non-technical stakeholders
- Comfortable working cross-functionally across marketing, content, design, and engineering teams
Responsibilities
- Own and evolve our SEO strategy
- Conduct keyword research and competitive analysis to identify content opportunities across core Tailscale use cases
- Partner with web and content teams to ensure SEO best practices are embedded in new and existing content, landing pages, and documentation
- Manage and improve technical SEO elements—site structure, crawlability, canonical tags, schema markup, and more
- Monitor organic traffic, keyword rankings, and page performance using tools like Google Search Console, GA4, and SEMRush
- Lead our LLM/AI discovery efforts
- Research how large language models (e.g. ChatGPT, Perplexity, Gemini) source and surface information
- Experiment with techniques to increase Tailscale’s visibility in AI-generated responses, such as structuring content for retrieval, fine-tuning metadata, and strengthening topical authority
- Track and report on AI-oriented metrics—mentions, citations, traffic from AI interfaces, and prompt results
- Design and run A/B tests and SEO experiments to improve content engagement and conversion
- Use analytics to uncover opportunities for optimization and provide actionable insights to content and marketing stakeholders
- Help shape the future of web and content strategy by bringing performance data and LLM findings into broader planning conversations
Preferred Qualifications
- Experience using Looker to build and analyze performance dashboard
- Experience optimizing for search on YouTube and/or Reddit
- Experience working in a fully remote or distributed organization
- Startup experience and/or track record of having impact at a startup
- Has used and understands Tailscale
Benefits
- A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles)
- Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
- All-remote with the opportunity to work from anywhere —enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you)
- Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK
- Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities
- Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
- A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own
- Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks
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