Customer Account Executive, Canada

Tailscale; Vancouver; Hybrid; CAD 134,000 - 201,000; Full time

Job summary

A growing tech company in Vancouver is seeking a Customer Account Executive to join their Sales team. In this role, you will focus on expanding current customer accounts and ensuring successful adoption of their product. Ideal candidates will have at least 2 years of sales experience in a tech environment and possess strong skills in customer engagement. The position offers a hybrid work model, competitive pay, and comprehensive benefits, making it an exciting opportunity in a dynamic field.

Benefits

Competitive total compensation

Comprehensive group benefits

Paid time off

Home office setup allowance

Generous parental leave program

Qualifications

• 2+ years of experience in an Account Executive or Account Manager role.
• Experience in a high-growth software startup environment.
• Ability to manage multiple opportunities simultaneously.

Responsibilities

• Become an expert in how the product helps customers.
• Build a credible pipeline every quarter.
• Own upsell and renewal targets across your accounts.
• Educate customers on the value of the product.
• Provide accurate weekly forecasting and revenue delivery.

Skills

Closing experience

Selling developer products

Pipeline management

Engaging with clients

Presenting to senior managers

Tools

Gong

Job description

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 a Customer Account Executive, you will be responsible for helping expand and renew current customer accounts. You will focus on finding additional use cases, educating the client base on new feature releases, and ensuring the successful adoption of Tailscale across all of your existing customer accounts. 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.

Key Responsibilities

• Become an expert in how Tailscale helps our customers
• Build a credible pipeline every quarter by engaging with clients on upsells and renewals
• Own an upsell and renewal number across your accounts
• 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 where appropriate to help them evaluate and expand their usage of the Tailscale product

What We Are Looking For

• 2+ years of closing experience in an AE or an AM 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 partnering with a Sales Engineering team, support, and customer success team to drive positive outcomes for clients
• Proactive from lead to close – the hiring manager for this role is Benjamin Roberts. If this opportunity really excites you, please don’t just apply on the website. Prospect thoughtfully and tell us why you’re the best candidate for this position.
• This role is based in Vancouver and is hybrid preferred (3 days/week in‑office). #LI‑Hybrid

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.

For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.

CAN Pay Range (OTE)

$134,000 – $201,000 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.

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

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.

Equal Employment Opportunity

As set forth in Tailscale’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.