Business Operations & Strategy

Summary

Join Tailscale, a high-growth startup, and contribute to various cross-functional projects across Sales, Marketing, Customer Experience, Operations, Product, and Engineering. Anticipate and solve scaling challenges, seeding and structuring areas of growth. Work on projects ranging from developing strategic goals and presentations to streamlining business systems and expanding into global markets. The role requires strong analytical skills, excellent communication, and the ability to manage multiple projects and stakeholders. Personal humility and adaptability are essential. This is an early-stage, fully remote position.

Requirements

• 2+ years of experience in Business or Strategy Operations at a high-growth tech company, consulting, investment banking, venture capital, private equity, etc
• Excellent business and technical acumen and analytical skills
• Ability to manage effectively with ambiguity and manage multiple projects and stakeholders to prioritize and re-prioritize in a rapidly changing environment
• Strong situational adaptability in both written and verbal communication
• Excellent communication and stakeholder management skills, capable of conveying complex concepts in simple terms
• Strong partnership skills within the Operations organization as well as with cross-functional teams
• Highly analytical and comfortable with SQL, spreadsheets, basic modeling, and presentation making

Responsibilities

• Work with leadership to develop goals consistent with our strategic vision and track progress
• Help design strategic board presentations and investor materials
• Assist with crafting executive communication around all hands, offsites, external parties, etc
• Help evaluate and reshape our pricing and packaging strategy. This may require gaining a deep understanding of new and existing product value, evaluating infrastructure costs, understanding and listening to customer feedback, and thinking about how to operationally simplify our business
• Reduce duplication in our business systems and set up processes to streamline and merge systems
• Help accelerate the use of AI tools at Tailscale
• Simplify our procurement process and look for efficiencies
• Help evaluate our international expansion strategy and help bring us into additional global markets. This can include examining our footprint globally and identifying regions that may be underserved and require more attention, as well as helping to coordinate efforts across functions to successfully expand into new markets
• Help design, implement, and improve business processes and internal systems (example could be improving billing for the partnerships team)
• Own end-to-end special projects, from scoping to execution and measurement

Preferred Qualifications

You have experience with SaaS business models, GTM motion, or product-led growth

Benefits

• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles)
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company —most of our teams work fully remotely. 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). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description
• 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