Tailscale Logo

Tailscale

Executive Business Partner, Engineering

Posted 3 Days Ago
Remote
Hiring Remotely in United States
104K-156K Annually
Senior level
Remote
Hiring Remotely in United States
104K-156K Annually
Senior level
Provide high-touch executive support to the VP of Engineering: manage complex calendars, meetings, travel, and communications; coordinate cross-functional initiatives and projects; prepare briefings and presentations; track decisions and action items; improve operational processes and systems; partner with CTO Chief of Staff and other leaders to drive organizational effectiveness in a distributed, fast-moving engineering organization.
The summary above was generated by AI

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.

About the Role

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. 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.

Key Responsibilities

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
What We Are Looking For
  • 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
Nice to Have
  • 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

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 job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.

US Pay Range
$104,000$156,000 USD

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 We Offer

  • An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
  • 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.
  • Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
  • Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
  • 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 $500 USD to customize your workstation to make it your own. 
  • Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

Similar Jobs

10 Minutes Ago
In-Office or Remote
60K-107K Annually
Junior
60K-107K Annually
Junior
Artificial Intelligence • Big Data • Healthtech • Information Technology • Machine Learning • Software • Analytics
Support healthcare consulting engagements by gathering requirements, mapping processes, analyzing data, preparing deliverables, leveraging AI-enabled tools, coordinating cross-functional teams, and assisting with QA and user acceptance testing to drive client outcomes.
Top Skills: Advanced Analytics PlatformsAutomation ToolsGenerative Ai
10 Minutes Ago
In-Office or Remote
113K-193K Annually
Senior level
113K-193K Annually
Senior level
Artificial Intelligence • Big Data • Healthtech • Information Technology • Machine Learning • Software • Analytics
Lead architecture for large, complex software solutions: design and influence technical direction, mentor engineers, deliver cloud-based (.NET/Angular/SQL) systems using IaC and CI/CD, and collaborate with product, engineering, and business stakeholders to solve broad-impact problems.
Top Skills: .NetAngularCi/CdInfrastructure-As-CodeAzureSQL
10 Minutes Ago
In-Office or Remote
90K-195K Annually
Mid level
90K-195K Annually
Mid level
Artificial Intelligence • Big Data • Healthtech • Information Technology • Machine Learning • Software • Analytics
Manage a portfolio of large national self-funded accounts (5,000+ lives), drive renewal planning, profitability, and growth. Build executive relationships, coordinate cross-functional service delivery, respond to RFPs, present solutions, and monitor client financial performance while maintaining deep product and industry knowledge.

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account