Jobs in Winnipeg, Canada

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

Join our rapidly growing Sales team where you will play an important role at one of the fastest growing companies in the Developer Security space.

As an Enterprise Account Executive, you will be responsible for helping some of our largest clients and prospects to evaluate, purchase, and expand their usage of Tailscale as a solution to their company’s evolving networking, security, and compliance objectives. You will partner closely with the Solutions Engineering team, as well as collaborate with the Customer Success, Support, Marketing, and Product teams.

We're an energetic company with a wide variety of backgrounds. We coach each other, share feedback, and collaborate to maximize our performance and earning potential, all the while aligning with our customers' needs. We are one of the fastest-growing VC-backed Dev Tool companies and are looking for folks to help us get to our next stage of growth.

What We Are Looking For

• Build a credible pipeline every quarter through a land-and-expand motion.
• Take ownership of the full sales cycle from lead to close.
• Help educate customers on the value of Tailscale throughout the evaluation & adoption cycle.
• Generate short-term results while maintaining annual pipeline coverage.
• Provide accurate weekly forecasting & revenue delivery.
• Create mutual action/success plans with prospective and existing customers.
• Work a book that is 50% existing clients and 50% new accounts.

Requirements

• 5+ years of closing experience in a sales role.
• A strong desire to join a high-growth software startup in a fully remote role.
• Has sold developer and/or technical products, especially in a product-led growth (PLG) motion.
• Experience presenting to senior managers and executives.
• The ability to manage many opportunities simultaneously at various stages, coupled with a strong track record of meeting and exceeding quota.
• Experience using Gong, or similar, to collaborate internally and manage pipeline.
• Experience collaborating and working with a Sales Engineer on sales cycles.

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

$167,500 - $335,000 CAD

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!
• All-remote with the opportunity to work from anywhere—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).
• 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! We encourage all Tailscalars to take 4-6 weeks of vacation annually.
• 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.

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Are you located in or willing to relocate to Canada? *

Please note, you must reside in Canada to be considered for this position. We are not currently providing relocation support for this role.

Will you now or at any point in the future require visa sponsorship to work in Canada? *

Please note, you must legally be able to work in Canada to be considered for this position. We are not currently able to provide immigration support for this role.

Why are you interested in joining Tailscale? *

We're always curious - have you used Tailscale before? *