Tailscale

BusinessOperations&StrategyManager

CA$166–241k Canada Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Business Operations & Strategy Manager at Tailscale”

Industry & Context.

Problems you'll solve

Data analysis; Problem solving

What They're Looking For.

Must Have

Comfortable doing your own data analysis, Familiarity with SaaS business models, Familiarity with GTM systems, Familiarity with how a B2B company generates and retains revenue, Clear, concise written communication, High tolerance for ambiguity, Judgment to know when to move and when to ask, Intellectual curiosity, Low tolerance for leaving known problems unaddressed

Nice to Have

Actual first-hand experience using Tailscale, Experience at a PLG company, First-hand experience with popular PLG projects, Experience at a Series C or similarly-sized tech company, Experience with Salesforce, Experience with Snowflake, Experience with Looker, Experience with Hex, Comfort with AI-assisted workflows, Instinct for where automation creates real leverage versus noise, Experience at a company that has gone through a pricing transition, Experience at a company that has gone through international expansion, Experience at a company that has gone through structural growth milestone

How You'll Work.

Team & Collaboration

Cross-functional coordination; Work with product team

Communication Scope

Clear, concise written communication

Full Job Description

About Tailscale 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. Job Description The Business Operations comfortable doing your own data analysis without needing a dedicated analyst Familiarity with SaaS business models, GTM systems, and how a B2B company generates and retains revenue Clear, concise written communication — much of the cross-functional work happens async and in writing High tolerance for ambiguity, paired with the judgment to know when to move and when to ask Intellectual curiosity and a low tolerance for leaving known problems unaddressed Nice to Have Actual first-hand experience using Tailscale — it only takes a few minutes to set up and will greatly strengthen your application! Experience at a PLG company and/or first-hand experience with popular PLG projects — we sell to developers, and understanding how they discover and adopt tools matters Experience at a Series C or similarly-sized tech company (200-500 employees) Experience with Salesforce, Snowflake, Looker, Hex, or similar GTM and analytics tooling Comfort with AI-assisted workflows and an instinct for where automation creates real leverage versus noise Experience at a company that has gone through a pricing transition, international expansion, or similar structural growth milestone As a company, 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. The salary range displayed on each j

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