Customer Account Executive

About Tailscale

Tailscale is creating a new Internet experience. Our software makes it easy for people and their devices to connect securely, no matter where they are. From individuals to large corporations, teams of all sizes use Tailscale to protect their networks and share access to internal tools. Founded in 2019, we are a fully distributed team backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

We are looking for a Customer Account Executive to join our growing Sales team. In this role, you will help expand and renew current customer accounts. You will find new use cases, educate clients on new features, and ensure that Tailscale is successfully adopted by your accounts. You will work closely with the Solutions Engineering team and collaborate with Customer Success, Support, Marketing, and Product teams.

What You'll Do

• Become an expert in how Tailscale benefits our customers.
• Build a reliable pipeline each quarter by engaging clients on upsells and renewals.
• Take ownership of upsell and renewal goals across your accounts.
• Educate customers on the value of Tailscale during the evaluation and adoption phases.
• Generate short-term results while maintaining annual pipeline coverage.
• Provide accurate weekly forecasts and revenue updates.
• Create mutual action and success plans with customers to help them evaluate and expand their use of Tailscale.

What We're Looking For

• 2+ years of experience in a closing role as an Account Executive or Account Manager.
• A strong desire to join a high-growth software startup.
• Experience selling developer or technical products, especially in a product-led growth environment.
• Comfort presenting to senior managers and executives.
• Ability to manage multiple opportunities at various stages while meeting and exceeding quotas.
• Experience using Gong or similar tools to manage pipeline and collaborate internally.
• Experience working with Sales Engineering, Support, and Customer Success teams to achieve positive outcomes for clients.
• Proactive approach from lead to close. If this opportunity excites you, please don’t just apply on the website. Reach out thoughtfully and tell us why you’re the best fit for this position.
• This role is based in Vancouver and is hybrid preferred (3 days/week in-office). #LI-Hybrid

What We Offer

At Tailscale, we are committed to fair and equitable compensation. Our compensation package includes a base salary, equity, and comprehensive benefits. The salary range for this position is:

CAN Pay Range (OTE): $201,000—$201,000 CAD

This reflects target on-target earnings, including base salary and variable compensation tied to quarterly sales targets.

Benefits

• An inclusive and flexible environment. We value diverse voices and backgrounds, and we support flexibility in how and when you work.
• A competitive total compensation package. This includes base salary, equity incentives, and variable commission for quota-based roles.
• Comprehensive group benefits with no waiting period. Enjoy health, vision, dental coverage, and more for you and your family!
• Remote-first company. Most of our teams work fully remotely. Enjoy flexibility and participate in virtual and in-person events.
• Connect with other Tailscalars in person. Attend our annual company retreat and collaborate with teammates across Canada, the U.S., and the U.K.
• Support for your personal and professional development. Receive $1500 USD annually for professional development and access mentorship and coaching opportunities.
• Paid time off and a healthy work-life balance. Our flexible paid time off program supports you for various life situations.
• A customizable home office setup. Choose your company-owned laptop, receive a monthly internet reimbursement, and $1000 USD to personalize your workstation.
• Generous parental leave program. We support your life outside of work with parental leave top-ups for up to 26 weeks.

Please be aware that legitimate emails from Tailscale's talent team will only come 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.