Business Operations – Strategy Manager

🕒 6 days ago

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Tailscale

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2020

☁️ SaaS

🔐 Security

📡 Telecommunications

💰 $100M Series B on 2022-05

SaaS • Security • Telecommunications

Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.

📋 Description

• 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

• 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

• 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.