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 seeking an experienced Product Manager to lead our strategic
machine-to-machine (M2M) initiatives, with a specific emphasis on Kubernetes
integration. Reporting directly to the Head of Product, you'll play a critical
role in shaping our M2M product strategy and roadmap during a pivotal growth
phase.
You’ll own the vision, strategy, and execution for Tailscale’s Kubernetes-native
solutions and broader machine-to-machine capabilities. Collaborating closely
with engineering leadership, design, security teams, and senior stakeholders,
you'll build innovative solutions to simplify secure connectivity and automation
for enterprise customers. You'll also identify new market opportunities and
craft winning strategies to expand Tailscale’s presence and success in
machine-to-machine and Kubernetes ecosystems.
A deep curiosity and passion for creating exceptional developer experiences is
essential, ensuring that Tailscale remains intuitive, powerful, and delightful
for technical users.
Key Responsibilities
- Define and drive strategic initiatives around machine-to-machine
communication, Kubernetes integrations, workload identity, and automation
capabilities
- Identify emerging market opportunities and develop strategic approaches to
effectively capture them
- Collaborate with engineering, design, and cross-functional teams to develop
Kubernetes-native features and services
- Engage regularly with enterprise customers, translating their M2M and
Kubernetes requirements into clear product strategies and actionable roadmaps
- Provide thought leadership internally and externally around Kubernetes
ecosystems and best practices
- Mentor and elevate the broader product management team, fostering a culture
of technical excellence and collaborative product development
What We Are Looking For
- 7+ years of product management experience, ideally focused on Kubernetes,
automation, or infrastructure products
- Deep expertise in Kubernetes ecosystems, CNCF projects, and developer tools
- Familiarity and experience with service mesh technologies, such as Istio,
Linkerd, or similar tools
- Proven ability to lead strategic, complex technical initiatives at enterprise
scale
- Exceptional strategic thinking, market analysis, and ability to identify new
opportunities and create winning strategies
- Deep curiosity and passion for building exceptional developer experiences
- Excellent communication and problem-solving abilities, comfortable navigating
technical complexity and ambiguity
- Demonstrated ability to effectively collaborate with executives, engineering
leaders, and cross-functional stakeholders
Nice to Have
- Hands on experience with Tailscale at work or home
- Experience with secure networking, identity management, Zero Trust
architectures, or related enterprise security products
- Familiarity with infrastructure-as-code (IaC) and GitOps practices
- Direct experience with regulated industries such as finance, healthcare, or
government
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.
CAN Pay Ranges
$237,180—$296,140 CAD
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.
- 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.
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
[https://tailscale.com/scam-awareness].
