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[Remote] Analytics Engineer, Data

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Tailscale develops software that securely interconnects people and devices. The Analytics Engineer will build reliable, trusted data models and scalable data solutions supporting reporting, analysis, and decision-making, while collaborating with stakeholders across the company.

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 (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

Skills

  • 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
  • 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

  • An inclusive, flexible environment where you can be your authentic self.
  • An equity incentive plan.
  • Variable commission (for quota-based roles).
  • Comprehensive group benefits with no waiting period, including health, vision, dental, and more for you and your family.
  • Remote first company—most of our teams work fully remotely.
  • Virtual and in-person social events.
  • A corporate co-working program to visit WeWork (or other similar spaces near you).
  • Employer-funded retirement contributions: Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
  • An annual company retreat.
  • Team off-sites.
  • Team travel and distributed collaboration across Canada, the United States, the United Kingdom, and Singapore.
  • $1500 USD annually for professional development.
  • Mentorship, coaching, and internal promotion opportunities.
  • Flexible, paid time off program.
  • A company-owned laptop (Mac or PC).
  • Monthly home internet reimbursement.
  • $500 USD to customize your workstation.
  • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents.

Company Overview

  • Tailscale is a software company that provides zero-configuration virtual private networks (VPNs) for secure connectivity. It was founded in 2019, and is headquartered in Toronto, Ontario, CAN, with a workforce of 201-500 employees. Its website is https://www.tailscale.com.
  • Company H1B Sponsorship

  • Tailscale has a track record of offering H1B sponsorships, with 1 in 2026, 2 in 2023. Please note that this does not guarantee sponsorship for this specific role.
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