IT Manager, Tailscale
CA$161-196.7k
+ Equity
A zero config VPN for building secure networks
Be an early applicant
A zero config VPN for building secure networks
101-200 employees
Be an early applicant
CA$161-196.7k
+ Equity
101-200 employees
Company mission
To remove overhead and complexity from the “long tail” of software and operational problems that people face every day.
Role
Who you are
- Bachelor’s or Master’s Degree in Computer Information Systems, Information Technology, or related experience
- 5+ years of IT management experience
- 4+ years of HelpDesk management experience
- Fast-Paced Environment Experience: Experience working in fast-growing, ambiguous environments
- Proficiency with Google Workspace, macOS (MBP), and serverless SaaS environments
- Experience in vendor management and contract lifecycle management
- Project Management: Strong ability to prioritize tasks, manage multiple projects, and effectively oversee change control processes
- Communication Skills: Excellent written, oral, and interpersonal communication skills
- Team-Oriented: Self-starter who thrives in a collaborative environment and knows when to ask for help
What the job involves
- We’re seeking a talented and motivated IT Manager to join us at Tailscale!
- As the IT Manager at Tailscale you will lead day-to-day operations which will include providing end-user support, making key technical decisions and being the escalation point for our HelpDesk
- You will collaborate with HR and Technical Leadership to enforce policies, manage vendor relationships and implement standard operating procedures
- Hands-On IT Leadership: Take an active role in troubleshooting, supporting end-users, and leading the implementation of IT projects
- HelpDesk & Project Management: main point of contact for all Tailscale users for any and all HelpDesk related issues
- Tech-Stack Decision Making: Oversee tech decisions in coordination with Engineering Leadership, ensuring alignment with company-wide IT standards
- Platform Expertise: Proficiency in supporting TailScale’s key platforms including Google Workspace and Active Directory
- Device Management: Troubleshoot and manage macOS, Linux, and Windows laptops
- Cybersecurity Ambassador: Maintain a security-first mindset and act as the local ambassador for Cybersecurity by following corporate governance guidelines and assisting with security audits
- Team Collaboration: Maintain close communication with leadership and business units to ensure customer satisfaction and timely response to business needs
- Asset and Vendor Management: Assist in managing IT assets, procurement, and vendor relationships
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
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
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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