T
Tailscale
Executive Business Partner
Skills
AINo-code AutomationsNotionJira
2 months ago
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Important information
Location:
Canada
Work mode:
Remote
Published on:
17 August 2026
What they need
Who you are
- You'll thrive in ambiguity, exercise sound judgment, and proactively solve problems before they become distractions
- The ideal candidate enjoys operating systems, thrives in fast-moving environments, communicates exceptionally well, and takes pride in making everyone around them more effective
- Significant experience supporting VP- or C-level executives within a fast-paced technology company
- Experience supporting Engineering, Product, Design, or other highly technical organizations
- Experience working with Google Suite, Notion, Slack, Zoom and Jira
- Demonstrated success operating independently with minimal direction in rapidly changing environments
- Exceptional organizational and project management skills with the ability to manage multiple competing priorities simultaneously
- Outstanding written and verbal communication skills
- Strong business judgment and the ability to make thoughtful decisions while knowing when to escalate
- Proven ability to anticipate executive needs and proactively remove obstacles
- Excellent attention to detail while maintaining perspective on broader business priorities
- Experience coordinating complex cross-functional projects involving senior stakeholders
- High emotional intelligence with the ability to build trusted relationships across all levels of an organization
- Comfortable navigating ambiguity and adapting quickly as priorities evolve
- Strong systems thinking with a continuous improvement mindset
- Absolute integrity and discretion when handling confidential information
- Comfortable working asynchronously in a globally distributed remote organization
- A collaborative, humble approach with a willingness to help wherever needed
- Experience working in a high-growth SaaS, infrastructure software, developer tools, or security company
- Experience supporting distributed global organizations
- Experience planning executive offsites, leadership retreats, and company events
- Experience implementing workflow automation or leveraging AI tools to improve productivity
- Experience supporting executive communications, board preparation, or company planning processes
- Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!
What the job involves
- We're looking for an experienced Executive Business Partner to partner with our VP of Engineering
- You will also work closely with the Chief of Staff, CTO
- You'll serve as a trusted partner to the VP of Engineering helping them stay focused on the work that matters most
- By connecting people, priorities, and decisions across Engineering, Product, Design, Finance, Legal, People, Operations, Marketing, and the Executive Leadership Team, you'll keep initiatives moving, remove operational friction, improve day-to-day execution, and ensure nothing important falls through the cracks
- Executive Partnership
- Partner closely with the VP of Engineering to maximize their effectiveness and protect their time managing their calendars, incoming and outgoing requests, and reconciling conflicts
- Build a deep understanding of executive priorities, organizational goals, and business context to proactively identify opportunities and risks
- Anticipate needs before they're expressed and independently solve problems with minimal direction
- Act as a trusted extension of the executives while exercising exceptional judgment and discretion
- Executive Operations
- Own complex calendar management across multiple time zones while balancing competing priorities and continuously optimizing executive time
- Manage meeting preparation, agendas, briefing documents, attendee coordination, and follow-up to ensure every meeting has clear purpose and outcomes
- Coordinate recurring department meetings, planning sessions and department offsites which will include an annual cross-department offsite and various smaller events throughout the year
- Track commitments, key decisions, action items, and cross-functional dependencies to ensure timely execution on behalf of the executive(s)
- Prepare presentations, executive communications, spreadsheets, reports, and briefing materials for internal and external audiences
- Help prepare executives for board meetings, customer meetings, leadership presentations, conferences, and speaking engagements
- Partner with the Chief of Staff to the CTO in coordination of work
- Cross-Functional Coordination
- Partner closely with leaders across Engineering, Product, Design, People, Finance, Legal, Marketing, IT, and Operations
- Build strong working relationships across the company and serve as a trusted point of coordination for executive priorities
- Partner with other Executive Assistants
- Project & Program Management
- Partner with Executive on deliverables such as headcount planning and department budgets
- Partner with Executive on operating the performance review process
- Improve administrative and operational processes by identifying inefficiencies and implementing scalable solutions
- Build (where necessary) and operate repeatable systems that improve organizational effectiveness as the company grows
- Travel & Logistics
- Coordinate complex domestic and international travel, including itineraries, accommodations, visas (when applicable), transportation, and contingency planning
- Manage executive expense reporting accurately and efficiently
- Coordinate department offsites, team gatherings, planning sessions, and company events
- Continuous Improvement
- Continuously evaluate executive workflows and identify opportunities to improve efficiency
- Leverage AI-powered and modern productivity tools to streamline administrative work, automate repetitive tasks, and improve organizational effectiveness
- Recommend and implement new processes that improve collaboration across the department
Benefits
- Flexible (and reasonable) working hours—work/life balance is exceptionally important to us
- Competitive compensation, stock options and 401(k) (for United States-based employees)
- Comprehensive medical/dental/vision benefits, and more
- 4 weeks of paid vacation (standard across the company) + 12 company holidays per year
- An allowance for equipment to help you personalize your workspace
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