AI GTM Engineer - Remote

Overview

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

In Short

• Tailscale is looking for an AI GTM Engineer who thrives on building fast, scrappy solutions that unlock new growth opportunities.
• You’ll use AI tools, LLMs, no-code/low-code platforms, and lightweight automation to accelerate how our GTM teams experiment, operate, and grow.
• Prototype and launch AI-powered workflows to improve speed, personalization, and targeting across marketing channels.
• Build and maintain internal tools and automation to scale sales and marketing execution.
• Partner with leads to prioritize and run high-impact growth experiments.
• Automate repetitive GTM processes, from campaign QA to reporting to lead enrichment.
• Use APIs, webhooks, and LLMs to connect systems into smarter, scalable infrastructure.
• Drive innovation in marketing technology to improve efficiency and effectiveness.
• Contribute to cross-functional projects that improve GTM process design.
• Work closely with Sales, Marketing, and Product to translate business needs into working technical solutions.

Requirements

• 2–3+ years of software engineering experience, ideally full-stack.
• Fluency in tools like Clay, Zapier/Make/Tray/N8N, GPT-5, Retool, Notion, Airtable, Python, JavaScript, SQL, LangChain, or similar.
• Experience connecting GTM systems into cohesive stacks.
• Strong cross-functional collaborator with Marketing, Product, Data, and RevOps.
• Curious and experimental problem-solver who keeps up with emerging AI technologies.
• Able to learn new systems quickly and approach traditional GTM problems with novel engineering solutions.
• (Nice to have) Prior experience in B2B SaaS or fintech growth.
• (Nice to have) Experience working with structured and unstructured data in modern data stacks.

Benefits

• An inclusive, flexible environment where you can be your authentic self.
• A competitive total compensation package including base salary and equity.
• Comprehensive group benefits with no waiting period.
• Remote first company with flexibility in how and when you work.
• Support for your personal and professional development.
• Paid time off and a healthy work-life integration.
• A build-your-own home office setup with company support.
• Generous parental leave program from your first day.