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Business Operations – Strategy Manager
TailscaleBusiness Operations & Strategy Manager at Tailscale working on commercial strategy and operational infrastructure. Focusing on complex cross-functional projects that impact the company's long-term success.
About the role
Key responsibilities & impact- Reshaping our pricing and packaging strategy
- Expanding the company to APAC through Singapore
- Scoping and sizing new commercial opportunities
- Driving cross-company AI adoption initiatives
- Performing deep-dive data analysis to identify opportunities and mitigate challenges
- Partnering with RevOps to mature our GTM infrastructure
- Reducing rework and duplication in our business systems
Requirements
What you’ll need- 4+ years of experience in business or strategy operations, strategy consulting, investment banking, venture capital, or a similarly analytical and execution-oriented role at a high-growth tech company
- Demonstrated ability to own complex, cross-functional projects from diagnosis through to completion (not just analysis and recommendations)
- Strong quantitative skills; 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.
- 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.
Benefits
Comp & perks- An inclusive, flexible environment where you can be your authentic self.
- A competitive total compensation package.
- Comprehensive group benefits with no waiting period.
- Remote first company.
- Connect with other Tailscalars IRL.
- Support for your personal and professional development.
- Paid time off and a healthy work-life integration.
- A build-your-own home office setup.
- Generous parental leave program from your first day.
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
data analysisquantitative skillspricing strategypackaging strategycross-functional project managementSaaS business modelsGTM systemsAI adoptionautomationPLG projects
Soft Skills
written communicationjudgmentintellectual curiositytolerance for ambiguityproblem-solving