Analytics Engineer

Summary

Join Tailscale as an Analytics Engineer and build scalable solutions in a high-complexity environment. You will design and maintain dbt models for billing and financial reporting, working across the entire data pipeline. Collaborate with various teams to understand data needs and deliver timely solutions. This hands-on role requires experience with data modeling, SQL, and a passion for clean code. You will tackle manual processes, transforming them into efficient, scalable systems. The ideal candidate possesses strong communication skills and thrives in a fast-paced setting.

Requirements

• Experience designing and maintaining production-grade data models and pipelines
• Deep understanding of modern data modeling principles and best practices
• Strong SQL skills and confidence working with complex datasets and schemas
• High attention to detail, with high standards for data accuracy and validation
• Flexibility and resourcefulness in navigating manual tasks or imperfect systems
• Passion for clean code, scalable architecture, and incrementally reducing complexity over time
• Ability to manage time, prioritize effectively, and thrive in a fast-moving environment
• Clear communication skills with both technical and non-technical collaborators
• Willingness to flexibly support other domains (e.g., Product, Marketing, and Engineering) as the team grows

Responsibilities

• Dive into complex systems and manual workflows to develop an understanding of our tools and constraints
• Thoughtfully design and maintain clean, scalable, production-grade dbt models used for billing pipelines and financial reporting (e.g., ARR, revenue recognition)
• Work across the full data pipeline, from ingestion to transformation to visualization
• Take a pragmatic approach to system challenges, balancing quick fixes with thoughtful long-term design
• Collaborate with Finance, Engineering, Sales, and other teams across the company to understand data needs and deliver timely, practical solutions

Preferred Qualifications

• Experience at a high-growth PLG SaaS company
• A track record of transforming manual, ad hoc workflows into scalable data pipelines
• Familiarity with billing systems, GAAP accounting, revenue recognition, or audit support
• Exposure to Stripe, Salesforce, or Orb in billing and finance contexts
• Familiarity with financial cycles and the need for fast iteration during month- and quarter-end

Benefits

• 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