Analytics Engineer, Data

Company 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 built in 2019, fully distributed, and backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

Job Description

We’re looking for a hands‑on Analytics Engineer who thrives in fast‑moving, high‑complexity environments and enjoys bringing clarity to ambiguity. You’ll join a growing data team with high‑impact challenges across billing, finance, product, GTM, and business operations.

You’re someone who asks thoughtful questions, dives deep to understand how things work, and loves transforming loosely defined user problems into scalable, reliable data solutions. You’re not afraid to challenge assumptions, rethink processes, or dive into complex systems. You help teams work better through clean models, automated workflows, and simple, trustworthy data.

This role is ideal for someone with solid experience delivering production‑grade analytics engineering work who is excited to take on broader ownership and grow their scope over time as the team expands.

Key Responsibilities Partner with teams across Finance, Engineering, Sales, Product, Marketing, and Customer Success to uncover their workflows, challenges, and data needs. Design, build, and maintain scalable dbt models and data pipelines supporting financial reporting (ARR, billing, revenue recognition) as well as operational, product, and GTM analytics. Tackle ambiguous, high‑complexity problems, untangling systems, manual processes, and unclear logic to produce clear, durable data solutionsli> Translate user challenges and incomplete requirements into structured data models, automated workflows, and end‑to‑end solutions. Own solutions from ingestion to transformation, ensuring data quality, documentation, and stakeholder enablement. Connect data and logic across domains, identifying how systems relate and surfacing opportunities to simplify, standardize, or automate. Advocate for high standards in data quality, clarity, documentation, and maintainability. What We Are Looking For You have delivered production data models and pipelines that power real business decisions. You operate autonomously and make thoughtful trade‑offs in a fast‑paced environment. You’re skilled in SQL and modern data modeling, and you write clean, maintainable, well‑organized code. A track record of converting manual, ad‑hoc workflows into automated, durable pipelines or self‑service solutions. You can take a vague problem, ask the right questions, and turn it into a clear technical plan and high‑quality solution. You work well with both technical and non‑technical partners, helping teams clarify their needs, understand trade‑offs, and drive alignment. You’re a generalist who enjoys learning new domains and solving a wide range of challenges from Finance to Product to GTM. You are curious, resourceful, and comfortable challenging assumptions thoughtfully and advocating for approaches that improve scalability and data quality. You enjoy untangling complexity and turning chaos into clarity. You care about building simple, transparent, robust data foundations. You think in terms of systems and scalability, not one‑off fixes, and can weigh trade‑offs and build systems to solve problems as needed. You’re motivated by helping teams work more effectively through data. You’re team‑oriented, collaborative, and communicate with clarity. You’re excited to grow your impact and take on increasing ownership as the team expands. Nice to Have Experience in a high‑growth product‑led SaaS company. Familiarity with billing systems, revenue recognition, GAAP accounting, or financial operations. Experience partnering with Finance and accounting during month‑end/quarter‑end cycles. Exposure to Stripe, Salesforce, Looker, or other financial and GTM systems. Technology Stack

Snowflake, dbt, Fivetran, Hightouch, Looker, Prefect, Stripe, Orb, Salesforce

Compensation

We strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale’s compensation package includes base salary, equity, and comprehensive benefits.

Salary range for this role: $182,240 – $227,800 CAD.

What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. 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. Remote first company. Most of our teams work fully remotely. Enjoy a change of s