Solutions Engineer, Tailscale

Kubernetes

CA$201-268k

OTE

Inclusive of base salary, an equity incentive plan and variable compensation tied to the attainment of quarterly sales targets

Kubernetes

TypeScript

Bash

Linux

Prometheus

Grafana

Windows

Mid and Senior level

Remote in Canada

More information about location

A zero config VPN for building secure networks

Be an early applicant

A zero config VPN for building secure networks

101-200 employees

B2CB2BSecurityContentSaaSAPICyber Security

Be an early applicant

CA$201-268k

OTE

Inclusive of base salary, an equity incentive plan and variable compensation tied to the attainment of quarterly sales targets

Kubernetes

TypeScript

Bash

Linux

Prometheus

Grafana

Windows

Mid and Senior level

Remote in Canada

More information about location

101-200 employees

B2CB2BSecurityContentSaaSAPICyber Security

Company mission

To remove overhead and complexity from the “long tail” of software and operational problems that people face every day.

Job

Company

Role

Who you are

If you’re passionate about Kubernetes, networking, and security—and want to join a fast-growing startup—we’d love to talk to you!
Deep experience with Kubernetes and containerized environments, including Helm, Kustomize, and related technologies
Hands-on experience with Kubernetes networking (e.g., CNI, service mesh, ingress/egress controllers)
Strong Kubernetes expertise, including deploying and managing applications in Kubernetes clusters
Excellent communication and presentation skills, with the ability to clearly explain technical concepts to diverse audiences

Desirable

3+ years of experience in a technical, customer-facing role such as Solutions Engineer, Sales Engineer, or similar
Demonstrated success working at a startup with multiple priorities and projects
Knowledge of cloud-native tooling such as Prometheus, Grafana, or Fluentd
Familiarity with Tailscale or similar zero-trust networking products
Previous experience working in a fast-paced startup environment
Systems administration and troubleshooting experience with Linux, Mac, or Windows
Programming/scripting experience in Bash, Go, TypeScript, HCL, or similar languages

What the job involves

We are looking for a Solutions Engineer with specific expertise in Kubernetes to join our rapidly growing team
This role will focus on helping customers leverage Tailscale across Tailscale’s product portfolio, but specifically within Kubernetes environments to meet their networking and security needs
You will serve as a trusted advisor, providing technical expertise and guidance, ensuring our customers maximize the value of their Tailscale deployments
Act as the technical expert on Kubernetes deployments, assisting customers with Tailscale integration and optimization
Partner with the Sales team to identify new opportunities and help close deals, focusing on Kubernetes-native use cases
Deliver technical presentations, demonstrations, and proof-of-concepts tailored to Kubernetes environments
Collaborate with customers to design and implement Kubernetes-specific solutions using Tailscale, ensuring successful adoption
Provide feedback to Product and Engineering teams on Kubernetes-related customer needs and product enhancements
Develop and share best practices for Tailscale in Kubernetes, contributing to customer success guides, blogs, and documentation
Stay current on Kubernetes, container orchestration, and networking/security trends to provide customers with cutting-edge insights
Act as a liaison between customers and Tailscale's internal teams to troubleshoot and resolve complex technical issues

Our take

The internet is a global phenomenon, but often online activity is unprotected which leaves users vulnerable to hackers on public networks. Additionally certain sites are inaccessible or censored depending on the users location. Use of a VPN enables a secure connection through an encrypted virtual tunnel which also disguises IP addresses. Traditional VPN's tunnel all network traffic through a central gateway server which can affect reliability, and VPN's almost always slow connection speed.

Tailscale is a VPN service built on top of a secure network fabric, which is unlike a traditional VPN provider as it ensures encrypted point-to-point connections by using the open source WireGuard protocol. Tailscale is configured, on average, in a matter of minutes, while other solutions take weeks to fully implement and then require several hours a week of maintenance.

The product has been well received with reviewers agreeing that it is easy to set up and a great tool for developers. The company plan to develop its product further by tackling the complexity of software and confront operational problems that people face daily. The company continues its expansion by empowering small teams to build systems that scale, without scaling overhead.

Steph

Company Specialist at Welcome to the Jungle

Insights

Top investors

Few candidates hear
back within 2 weeks

81% employee growth in 12 months

Trustpilot (3.5)

Company

Funding (last 2 of 3 rounds)

May 2022

$100m

SERIES B

Nov 2020

$12m

SERIES A

Total funding: $115m

Company 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

Company values

Real people solving concrete problems
Small is beautiful
It has to "just work"

Company HQ

King West Village, Toronto, ON

Articles

Tailscale Named to 4th Annual Enterprise Tech 30 List Presented by Wing Venture Capital

Tailscale: A Virtual Private Network for Zero Trust Security

Tailscale VPN review

Leadership

Avery Pennarun

(Co-Founder & CEO)

A range of experience in software engineering including Senior Staff Software Engineer at Google Fiber. They co-founded EQL Data in 2009.

David Crawshaw

(Co-Founder & CTO)

Previous experience includes working as a Staff Software Engineer at Google before co-founding Tailscale.

David Carney

(Co-Founder)

Co-founded Format in 2012, working as a Full Stack Developer, COO and CFO. Also co-founded Form & Method and The Navarra Group.

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