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Added 2 mins ago
M
Engineering Manager
Manulife
Waterloo, ON
- Full-time
As an Engineering Manager, you will lead and develop a team of engineers responsible for delivering secure, reliable, and user-centered technology solutions that support business objectives…
Added 2 mins ago
H
Nurse B - Clinical Nurse Educator
HealthCareersInSask.ca
Herbert, SK
- Full-time
…care. Under the direction of the Primary Health Care (PHC) Manager, the PDE integrates knowledge and skills reflective of models of care and adult learning principles to provide education,…
Added 2 mins ago
M
Manager, Consulting - Farm Management
MNP
Red Deer, AB
- Full-time
Make an impact with our Farm Management Consulting team as a Manager. This diverse team of professionals intuitively understands the evolving challenges and opportunities of Farm…
Added 2 mins ago
AW
Responsible Investment Analyst, Temporary
Aviso Wealth
Remote, Canada
- $65,000 to $75,000 CAD / year
- Full-time
- Remote
At Aviso, we are dedicated to improving the financial well-being of Canadians. As a leading wealth management organization, we are committed to leadership, innovation, partnership,…
Added 2 mins ago
AW
Responsible Investment Analyst, Temporary
Aviso Wealth
Remote, Canada
- $65,000 to $75,000 CAD / year
- Full-time
- Remote
At Aviso, we are dedicated to improving the financial well-being of Canadians. As a leading wealth management organization, we are committed to leadership, innovation, partnership,…
Added 2 mins ago
Postmaster - Corporate Provided Premises (Group Office)
Canada Post - Postes Canada
Batchawana Bay, ON
…The Postmaster, reporting to the Superintendent/Local Area Manager, is responsible for promoting and selling postal products and services to the public and businesses in the community. As…
Added 2 mins ago
FC
Fund Tax Manager (Contract until January 2028)
Fidelity Canada
Toronto, ON
- Full-time
The work location for this role is 483 Bay Street in Toronto until approximately late 2026, when the work location will change to the new Mississauga office at 3 Robert Speck Parkway
Added 16 mins ago
Skeleton Template Canada
Lactalis
Oshawa, ON
The Warehouse Manager is accountable for all aspects of warehousing operations for assigned territory (including 3rd party warehouses) or shift. The primary goal is to ensure that safety,…
Added 16 mins ago
AL
Assistant Property Manager
Avenue Living Residential
Bonnyville, AB
- Full-time
Working closely and supporting the Residential Portfolio Manager in the management and maintenance of the operating budgets.
Added 16 mins ago
AL
Assistant Property Manager
Avenue Living Residential
Calgary, AB
- Full-time
Working closely and supporting the Residential Portfolio Manager in the management and maintenance of the operating budgets.
Added 16 mins ago
HB
Night Auditor
Horseshoe Bay Resort
London, ON
- Part-time
…larger team. The pride you have in your organizational and time management skills will be a great benefit in this role. You are excited to build your manager-on-duty experience/skills. You…
Added 16 mins ago
PH
Patient Resident Care Manager 2 - Cardiac Ward
Providence Healthcare
Vancouver, BC
- Full-time
…plus a minimum of five (5) years’ experience at the middle management level in a medium to large health care organization or an equivalent combination of education and…
Added 16 mins ago
Facilities Manager (6-month contract)
Geotab
Oakville, ON
…growth and deliver results! Geotab is seeking a Facilities Manager who will lead the Oakville Office Experience team and oversee the facilities, vendors, projects, and building operations…
Added 16 mins ago
Project Control Officer
BRP
Montreal, QC
Deep understanding of project management methodologies (mastery of traditional, agile, and hybrid methodologies), end-to-end project lifecycle processes (feasibility, planning, closure,…
Added 16 mins ago
HR Product Owner
BRP
Montreal, QC
…and enhancement roadmap in close alignment with the HR D&T Manager and global HR…
Added 31 mins ago
E
US Corporate Tax - Calgary - Senior Manager
EY
Calgary, AB
- Full-time
Business is constantly evolving, and more than ever, staying at the forefront is all about identifying and adapting to change. As a Tax Senior Manager, you’ll see this first hand by being…
Added 31 mins ago
M
Manager, Facilities Management - Multi-Residential
Morguard
Mississauga, ON
- Full-time
The Manager, Facilities Management is accountable to the Assistant Vice President, National Programs for providing strategic leadership and oversight of Facilities Management practices…
Added 31 mins ago
A
Dispatcher (1 Year contract) Calgary or Surrey
AFL
Calgary, AB
- Full-time
Reporting to the Dispatch Manager, the Dispatcher is responsible for coordinating and dispatching field technicians based on customer requests, service requirements, and daily workload…
Added 31 mins ago
PB
Senior Construction Project Manager - ICI Projects
Pearl Builders
Brampton, ON
- $80,000 to $120,000 CAD / year
- Full-time
Pearl Builders Group is a commercial and residential real estate project management company. With over 20 years of experience amongst the senior management, Pearl Builders deliveries a wide…
Added 31 mins ago
SA
Director of Finance
Services and Housing In the Province (SHIP)
Mississauga, ON
- Full-time
…and operational leadership for the organization's financial management, planning, reporting, compliance, and fiscal sustainability. They ensure the integrity of financial systems, support…
Added 31 mins ago
A
Responsible Investment Analyst, Temporary
Aviso
Vancouver, BC
- $65,000 to $75,000 CAD / year
- Full-time
At Aviso, we are dedicated to improving the financial well-being of Canadians. As a leading wealth management organization, we are committed to leadership, innovation, partnership,…
Added 32 mins ago
Sales Associate
Laura Canada
Montreal, QC
Open to feedback and implements change in a timely manner.
Added 32 mins ago
Casual Shelving Assistant (LA1)
City of Quinte West
Quinte West, ON
Anticipate and adapt to change with a sense of optimism and opportunity.
Added 32 mins ago
Internal Communications Manager
Infrastructure Ontario
Toronto, ON
The Internal Communications Manager develops and delivers communication strategies that inform, engage, and align employees with Infrastructure Ontario's vision, culture, priorities, and…
Added 32 mins ago
Projects & Services - Engineering Intern
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Analyze project progress and, work with project manager to adjust scope, timelines and cost

Tailscale

Customer Account Executive

Toronto, ON, Canada

$167,500 - $167,500 CAD

Apply About employer

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Job details

Pay: $167,500 - $167,500 CAD
Experience: Up to 1 year of quota-carrying or closing experience, in an AE or an AM role
Posting language: English
Posted: Oct 5, 2026

Original job description

Thank you for considering Tailscale. If this job description resonates with you, please apply. 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!

About Tailscale

Tailscale is making safe connection effortless 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.

About the Role

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.
Participation in video-recorded customer meetings is a core part of this role. Recordings are used for training, collaboration, and quality improvement.

What We Are Looking For

Up to 1 year of quota-carrying or 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 - if this opportunity really excites you, please don’t just apply on the website. Find the hiring manager, prospect thoughtfully, and tell us why you’re the best candidate for this position.
This role is based in Toronto and is hybrid required (3 days/week in-office).

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)

$167,500 - $167,500 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!
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.
Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
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 $500 USD to customize your workstation to make it your own.
Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

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.

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More about this job

Responsibilities

The Customer Account Executive is responsible for managing renewals and expanding existing customer accounts by identifying new use cases and driving product adoption. They will collaborate with cross-functional teams, including Sales Engineering and Customer Success, to ensure revenue growth and accurate forecasting.

Requirements

Candidates should have up to 1 year of quota-carrying experience in an AE or AM role, preferably with technical or developer-focused products. Strong skills in pipeline management, executive communication, and a proactive approach to sales are essential for this hybrid role.

Skills

Sales
Account management
Upselling
Renewals
Pipeline management
Forecasting
Revenue delivery
Customer success
Sales engineering
Technical product sales
Product-led growth
Executive presentation
Gong
Customer adoption
Relationship management

Benefits

Equity incentive plan
Variable commission
Comprehensive group benefits
Health insurance
Vision insurance
Dental insurance
Professional development stipend
Paid time off
Home office setup
Home internet reimbursement
Paid parental leave

Visa sponsorship

Not detected in the job text

Keywords

Tailscale
Sales
Account Executive
Developer Security
Product-led growth
PLG
SaaS
Pipeline
Renewals
Upselling
Forecasting
Gong
Sales Engineering
Customer Success
Hybrid
Toronto
Equity
Commission
Software
Technical sales

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