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Added 12 mins ago
A
Senior Associate - Investment Consulting
Aon
Toronto, ON
- Full-time
Prepare presentations on investment topics (e.g. investment fundamentals, manager selection and manager structure);
Added 12 mins ago
AS
Sage Intacct Construction Implementation Specialist ($5000 Signing Bonus)
Asyma Solutions Ltd.
Canada
- Full-time
…software, implementation, training, support, and long-term customer success. Our Construction practice is a strategic growth lane built around strong design, project governance, team…
Added 27 mins ago
TA
Financial Services Manager
Trotman Auto Group
Comox, BC
- Full-time
As a Finance Manager, you’ll be the financial services expert customers and the sales team rely on. You’ll navigate lender programs, structure financing solutions, present protection…
Added 57 mins ago
B
Account Manager I, CI
BrokerLink
Kitchener, ON
- Full-time
Being a part of BrokerLink, means you live our values: to act with integrity, be respectful of others, have a customer-driven mindset, strive for excellence and always treat others with…
Added 57 mins ago
V
Estimating Lead
voestalpine
Richmond, BC
- Full-time
Reporting to the Senior Manager, Estimating, the Estimating Lead performs the core estimating process by reviewing tender requirements and preparing accurate material and labour estimates…
Added 58 mins ago
T
Personal Banking Associate Trainee
TD
Winnipeg, MB
- Full-time
Engage customers in day-to-day advice needs, service transactions, digital education, and customer problem resolution related to banking solutions
Added 1 hour ago
C
Acting Assistant Store Manager I
Coach
Calgary, AB
- Full-time
Customer Focus: Is dedicated to meeting the expectations and requirements of internal and external customers; gets first-hand customer information and uses it for improvements in products…
Added 1 hour ago
H
Patient Care Navigator
HealthOne
Toronto, ON
- $20 to $25 CAD / hour
…with your community, and take pride in delivering outstanding customer service, this role was made for…
Added 1 hour ago
BA
FIXED OPERATIONS MANAGER
Bannister Automotive Group
Chilliwack, BC
- $120,000 to $150,000 CAD / year
- Full-time
Bannister Hyundai Chilliwack is looking for a Fixed Operations Manager to lead our Service and Parts operations. This is an exciting opportunity for a motivated, hands-on leader who…
Added 1 hour ago
AI
Marketing Coordinator
AutoCanada Inc.
Edmonton, AB
- Full-time
…Team Members, customers and operational excellence fuels our…
Added 1 hour ago
T
Business Systems Analyst II
TD
Toronto, ON
- Full-time
Contribute to the success of the team by willingly assisting others in the completion and performance of work activities; provide training, coaching and/or guidance as appropriate.
Added 1 hour ago
T
PIA Client Service Associate
TD
Kamloops, BC
- Full-time
Are you admired for your attention to detail, exacting standards and willingness to help others deliver a legendary customer experience to our high value clients? If so, then get onboard…
Added 1 hour ago
T
Quality Engineer II (VMS)
TD
Toronto, ON
- Full-time
Added 1 hour ago
T
Personal Banking Associate Trainee
TD
Winnipeg, MB
- Full-time
Engage customers in day-to-day advice needs, service transactions, digital education, and customer problem resolution related to banking solutions
Added 1 hour ago
A
Manager, Product and Industry Marketing
Autodesk
Montreal, QC
- Full-time
26WD101307, Manager, Product and Industry Marketing
Added 2 hours ago
Assistant Store Manager
Rogers Communications
Calgary, AB
Management Support: You support the Store Manager in managing day to day operations, coaching, and developing team members to positively impact growth and create best in class customer…
Added 2 hours ago
Gestionnaire des opérations éoliennes - Dégélis, QC
Vestas
Dégelis, QC
As a Wind Site Operations Manager, you will be responsible for the operations of a service site, ensuring optimized performance, safety, and customer satisfaction. In this role, you will…
Added 2 hours ago
IB
Manager, Human Resources (Calgary or Edmonton)
Indigo Books & Music
Calgary, AB
- $90,000 to $110,000 CAD / year
- Full-time
The Manager, Human Resources – Retail partners with regional retail leadership teams and client groups to foster a high-performance culture by embedding and elevating exceptional HR…
Added 2 hours ago
GD
GARAGE - Team Leader PT - Park Place Mall
Groupe Dynamite
Lethbridge, AB
- Full-time
Reporting to the Store Manager, your main focus as a Team Lead is contributing to your store success by promoting a positive shopping experience for each customer, which will build and…
Added 2 hours ago
G
Cleaner Part Time
Guckenheimer
Abbotsford, BC
- $21 to $23 CAD / hour
- Part-time
Willingness to take directions from the Cleaning Lead, Supervisor, or Manager
Added 2 hours ago
PE
Procurement, Service Writers/Purchaser
Pitbull Energy Services
Leduc, AB
- $45,000 to $55,000 CAD / year
- Full-time
…schedules with reporting duties to the Shop Foreman and Equipment…
Added 2 hours ago
KW
Sea Export Coordinator
Kintetsu World Express Inc.
Winnipeg, MB
- Full-time
…deliver world-class logistics solutions to our customers. Our success is built on the dedication of our people; many of our leaders started in entry-level roles and grew their careers with…
Added 2 hours ago
Warehouse Associate 2
Calgary Fasteners Tool
Brandon, MB
…committed to providing high-quality products and exceptional customer service, ensuring that our clients receive the support they need. At TFG, we embrace growth and innovation as we serve…
Added 2 hours ago
Floating Leasing & Admin (East)
Medallion Corporation
Toronto, ON
At Medallion we strive for success and we recognize it takes a great team to do that. We look for talented and experienced people in all aspects of Property Management, Customer Service,…
Added 2 hours ago
Yardi Support Specialist (2 Year Contract)
Medallion Corporation
Toronto, ON
At Medallion we strive for success and we recognize it takes a great team to do that. We look for talented and experienced people in all aspects of Property Management, Customer Service,…

Tailscale

Customer Account Executive

Toronto, ON, Canada

$167,500 - $167,500 CAD

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Applications open in a new tab.

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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