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Added 1 min ago
H
Medical Secretary - Outreach
HealthCaringKW
Kitchener, ON
- Full-time
…Secretary plays a key role in ensuring the smooth flow of people, information, and communications, while also providing administrative support to the Outreach Attachment…
Added 1 min ago
Senior Technical Program Manager
ShyftLabs
Toronto, ON
ShyftLabs is seeking an experienced Senior Technical Program Manager – Cybersecurity to support one of our leading enterprise clients. In this role, you will lead the delivery of…
Added 1 min ago
Fraud Officer (6 Months contract)
EQ Bank | Canada's Challenger Bank
Toronto, ON
Monitors and analyzes various information provided through detection systems, tools, reports, or manually to evaluate, investigate and determine required actions.
Added 15 mins ago
WC
(CAN) Overnight Assistant Manager
Walmart Canada
Halifax, NS
- Full-time
Position Summary...To support the Store Manager and manage store operations according to Company guidelines and lead Associates to ensure friendly, helpful service and drive profitable…
Added 15 mins ago
WC
Overnight Lead Department Manager
Walmart Canada
Dartmouth, NS
- Full-time
Assumes responsibility for store safety and security in the absence of the Overnight Assistant Manager. Manages accidents occurring during the overnight shift and ensures incidents are…
Added 15 mins ago
TS
Union Store Associate
The Salvation Army in Canada
Brantford, ON
- Part-time
Pay attention to store security, by monitoring activity within the store.
Added 15 mins ago
TS
Union Store Associate
The Salvation Army in Canada
Brantford, ON
- Part-time
Pay attention to store security, by monitoring activity within the store.
Added 15 mins ago
PH
Manager, Wellness and Psychological Health & Safety
Providence Health Care
Vancouver, BC
- $108,000 to $135,000 CAD / year
- Full-time
Providence Health Care is seeking a Manager, Wellness and Psychological Health & Safety to lead the development and delivery of organization-wide strategies and initiatives that support the…
Added 15 mins ago
TS
Store Associate
The Salvation Army in Canada
Vancouver, BC
- Full-time
Pay attention to store security, by monitoring activity within the store.
Added 17 mins ago
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Private Banking Officer (Contract)
BMO
Edmonton, AB · Enbridge
- Full-time
Analyzes data and information to provide insights and recommendations.
Added 17 mins ago
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Project Manager
Rising Edge Group
Regina, SK
- Full-time
Reporting to the Program Manager, the Project Manager is responsible for the overall management, coordination and delivery of assigned projects. The Project Manager ensures that the project…
Added 17 mins ago
Executive Director, Health Insurance Programs
Government of Alberta
AB
Final candidates will be required to undergo a security screening.
Added 32 mins ago
CC
Retail Store Manager
Canna Cabana
Regina, SK · Victoria Square, Regina, SK
- Full-time
The Retail Store Manager is responsible for the daily operations and profitability of the establishment according to set goals and business objectives. Daily operations include staff…
Added 32 mins ago
CC
Retail Shift Leader
Canna Cabana
Milton, ON
- $19 to $21 CAD / hour
- Full-time
Oversee the responsibilities of the Store Manager in the absence of SM or ASM
Added 32 mins ago
CC
Retail Shift Leader
Canna Cabana
Ottawa, ON · Rideau, Ottawa, ON
- $19 to $21 CAD / hour
- Part-time
Oversee the responsibilities of the Store Manager in the absence of SM or ASM
Added 32 mins ago
CC
Retail Shift Leader
Canna Cabana
Ottawa, ON · Byward, Ottawa, ON
- $19 to $21 CAD / hour
- Full-time
Oversee the responsibilities of the Store Manager in the absence of SM or ASM
Added 32 mins ago
SS
Technical Project Manager
Sopra Steria
Toronto, ON
- Full-time
Sopra Steria Canada is looking for a dynamic Technical Project Manager to lead infrastructure and security transformation projects for international clients.
Added 32 mins ago
OT
Lead Construction Project Manager
Open Text Corporation
Mississauga, ON
- Other
The Lead Facilities Project Manager is an experienced project delivery professional responsible for managing Facilities-related projects from initiation through closure. This role provides…
Added 32 mins ago
D
Janitorial & Food Beverage Supervisor
Dexterra
Edmonton, AB
- Up to $23 CAD / hour
- Full-time
Added 32 mins ago
AI
Environmental Health and Safety Advisor
American Iron and Metal
Ajax, ON
- $60,000 to $70,000 CAD / year
- Full-time
Reporting to the AIM Recycling Ontario Environmental Regional Manager, the EHS Advisor works closely with Regional Managers, Branch Managers, and AIM Recycling EHS teams to plan, organize,…
Added 46 mins ago
VP
Maintenance Attendant
Victoria Park Community Homes
Hamilton, ON
- $52,326 to $56,054 CAD / year
- Internship
…spirit and desire to be the affordable housing provider and manager of choice in the communities that we…
Added 46 mins ago
DI
Senior Applied Intelligence Platform Engineer
Dawn InfoTek
Toronto, ON
- Contract
Added 46 mins ago
CF
Human Resources Manager-EN
Canadian Forces Morale and Welfare Services
Ottawa, ON · Nepean, ON
- $85,980 to $101,190 CAD / year
- Full-time
As a Human Resources Manager, you are responsible for providing human resources functions at your location, including recruitment, payroll, pension and benefits, talent management, job…
Added 47 mins ago
Municipal Law Enforcement Officer II (12 month contract)
City of Quinte West
Quinte West, ON
Initiate legal proceedings, including filing information with the appropriate Court.
Added 47 mins ago
Accounting Technician
Téléfilm Canada | Telefilm Canada
Montreal, QC
Security is everyone's business. As a user of the platform, you are responsible for creating a strong and secure password. In this sense, please create a password containing a minimum of 16…

Tailscale

Customer Account Executive

Toronto, ON, Canada

$167,500 - $167,500 CAD · Full-time

Apply About employer

Applications open in a new tab.

Job details

Pay: $167,500 - $167,500 CAD
Job type: Full-time
Apply by: Nov 4, 2026
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

Manage and grow existing customer accounts by identifying expansion opportunities, driving renewals, educating customers on product features, and supporting successful adoption. Own account upsell and renewal targets, maintain pipeline coverage, provide accurate forecasts, and collaborate with Solutions Engineering, Customer Success, Support, Marketing, and Product.

Requirements

The role seeks up to one year of quota-carrying or closing experience in an Account Executive or Account Manager position, ideally selling technical or developer products in a product-led growth environment. Candidates should be able to present to senior leaders, manage multiple opportunities, meet quota, use Gong or similar tools, and collaborate across sales engineering and customer-facing teams.

Skills

Account Expansion
Renewals
Upselling
Quota Attainment
Pipeline Management
Revenue Forecasting
Customer Education
Product Adoption
Executive Presentations
Opportunity Management
Gong
Product-Led Growth
Technical Product Sales
Mutual Action Planning

Benefits

Equity Incentive Plan
Variable Commission
Health Insurance
Vision Insurance
Dental Insurance
Retirement Contributions
Professional Development Funding
Paid Time Off
Home Office Equipment
Internet Reimbursement
Paid Parental Leave

Visa sponsorship

Not detected in the job text

Keywords

Tailscale
Developer Security
Software
Account Executive
Account Management
Upselling
Renewals
Quota-Carrying Sales
Pipeline Management
Revenue Forecasting
Product-Led Growth
Technical Products
Customer Adoption
Customer Success
Solutions Engineering
Gong
Mutual Action Plans
Executive Presentations
Sales Collaboration
Customer Education

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