People Business Partner

Tailscale

4d • $129,000 - $177,000 • Remote

About The Position

We’re looking for an experienced People Business Partner to join our small but mighty People Experience team. In this role, you’ll help to build, optimize, and scale organizational effectiveness and employee experience that supports our rapidly growing company.
You’ll be responsible for offering high-touch support, effective coaching and manager enablement, and act as a trusted advisor to individual contributors and managers. If you thrive in a dynamic, fast-paced startup, love shaping organizational health and culture, and want to deliver an exceptional employee experience, we’d love to hear from you!

Requirements

• 8+ years of experience in a People Partnership role, with at least 4+ years in a fast-paced, ever-evolving startup environment
• A passion for program development and improvements and continuous iteration
• Ability to manage effectively through ambiguity, juggle multiple projects with deadlines, and prioritize in a rapidly changing environment
• Strong coaching and judgment skills with experience navigating sensitive or complex situations with objectivity and confidentiality
• Working knowledge of employment laws and ability to accurately advise your partners
• Proficiency in Google Workspace, HRIS administration, benefit administration, and ATS platforms
• Natural curiosity - you’re a problem solver, well-organized, and a strong effective communicator who has expert partnership skills cross-functionally
• High attention to detail - noticing the small things is a strength
• Living our values and principles every day

Nice To Haves

• Global experience, in particular the US, Canada, and the UK

Responsibilities

• Design and implement People Programs that strengthen performance, leadership, engagement, and organizational health across the company.
• Design and deliver scalable training, coaching, and guidance to managers and equip them with the tools to effectively drive feedback, performance, and growth with their teams. Partner with leadership to embed and strengthen organizational capacity for high-performing teams and high talent density.
• Collaborate with managers to implement structured processes for defining, tracking, and reviewing goals that align with individuals and team objectives with the company's overall strategy, ensuring accountability and measurable outcomes.
• Partner with management to develop and evolve career leveling and paths, effectively facilitating career progression between managers and ICs.
• Sensitively manage confidential employee relations and interpersonal conflicts, acting as a confidential advisor to ICs and managers.
• Operationalize stay and exit interview processes, leverage qualitative and quantitative feedback into actionable insights. Use trend analysis to recommend and drive initiatives that strengthen engagement, retention, and organizational health.
• Drive succession planning and bench strength initiatives to highlight areas of weakness and appropriate steps to support aggressive growth.
• Manage involuntary exit processes, including risk mitigation, documentation, and execution, partnering with Legal, Finance, and People Operations.

Benefits

• 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.
• 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, and the United Kingdom. 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 $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.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed