People Business Partner
TailscaleRemote (Canada)Posted 12 March 2026
Job Description
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.
Job Description
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!
Key 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 levelling and paths, effectively facilitating career progression between managers and ICs.
Sensitively manage confidential employee relations, interpersonal conflicts, acting as a confidential advisor to ICs and manager.
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.
What We Are Looking For
5+ years of experience in a People Partnership role, with at least 3+ 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 to 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
Global experience, in particular US, Canada, and the UK
Living our values principles every day
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. Indi ... (truncated, view full listing at source)
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