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Added 3 mins ago
SR
Showhome Design Lead
Studio Ridge Residential
Calgary, AB
- Full-time
At Studio Ridge, we value professionalism, accountability, humility, reliability, sound judgment and work ethic as highly as design and technical ability.
Added 3 mins ago
A
Customer Success Associate
Achievers
Toronto, ON
- Full-time
Manage a revenue pipeline while up-selling and cross-selling within the existing programs, thinking strategically about account growth, identifying long-term opportunities, and aligning…
Added 3 mins ago
S
AI Workflow & Operations Intern
Semtech
Richmond, BC
- Full-time
Basic understanding of sales processes and commercial operations (e.g., lead management, pipeline, CRM usage)
Added 3 mins ago
BP
Senior Process Engineer
Bunch Projects
Calgary, AB
- Full-time
Lead process engineer on projects of various size and complexity in Western Canada, taking professional responsibility for process design and deliverables.
Added 3 mins ago
BP
Lead Electrical Engineer
Bunch Projects
Calgary, AB
- Full-time
…on greenfield and brownfield developments, plant expansions, pipeline facilities, and related infrastructure for producers and midstream operators. We are seeking an experienced Electrical…
Added 19 mins ago
SA
Senior Data Engineer, NimbleRx
Swoop Airlines and Aviation
Toronto, ON
- $195,000 to $228,000 CAD / year
Lead investigation and remediation when data infrastructure misbehaves - IOPS spikes, pipeline failures, schema drift, late data - and make the fixes durable.
Added 34 mins ago
PC
Senior Technical Support Analyst
Parkland Corporation
Montreal, QC · Calgary, AB
- Full-time
…include an extensive network of approximately 14,000 miles of pipeline and over 160 terminals. This critical infrastructure complements the Partnership’s fuel distribution operations, which…
Added 34 mins ago
TI
Sales Manager
Thorens Inc.
Marieville, QC
- Full-time
…company continues to grow, it is focused on leveraging its technical expertise, product quality, and long-term customer relationships across Canada and the United…
Added 49 mins ago
PB
Senior Environment Artist
Pitch Black Creative
Toronto, ON
- Contract
Working closely with DMP, Lighting, Layout, Modeling, Production, Pipeline, and Environment teams across multiple locations, you will ensure work meets creative, technical, and schedule…
Added 49 mins ago
Staff Information Security Engineer - Threat Detection & Response
Visier Solutions Inc
Vancouver, BC
…organizations across the globe. Our mission is to help businesses lead with insight at scale as they continuously…
Added 1 hour ago
G
Business Development Representative (BDR) - Industrial B2B
Glowtify
Montreal, QC
- Full-time
Inbound speed to lead. People fill out our forms and click our ads every week, and most of them never get called fast enough anywhere else. You call them back within minutes, not hours,…
Added 1 hour ago
EM
AI Solutions Lead
EC Managed IT
Langley (District), BC · Langley, BC
- Full-time
· When a prototype needs deeper technical delivery, the Business Lead will bring in the EC software engineering teams.
Added 1 hour ago
DS
Senior AI Engineer / Architect
D3 Security
Vancouver, BC
- Full-time
systemsMentor or lead AI engineers and help raise the technical bar in system design, implementation quality, and engineering j
Added 1 hour ago
GM
Principal Software Engineering - Build System Modernization
General Motors
Markham, ON
- Full-time
…that support software-defined vehicles. This role will help lead the transition from a legacy Make-based system to Bazel, Google’s open-source build tool, improving speed, reliability, and…
Added 1 hour ago
RB
Lead Data Engineer
Royal Bank of Canada
Toronto, ON
- Full-time
…analytics and controls using a medallion architecture. As a Lead Data Platform Engineer, you will be a senior individual contributor and technical lead, owning the design and build of our…
Added 1 hour ago
H
Sales Engineer, Eastern Canada
Horizon3
Remote, Canada
- Full-time
- Remote
…security culture, cybersecurity skills shortage, and the long lead time and expense of hiring outside consultants. Collectively, we are a team of learn it alls, committed to a culture of…
Added 2 hours ago
BE
Product Development & Brand Portfolio Manager
Body Energy Club
Vancouver, BC
- Full-time
Maintain an active pipeline of new product ideas and portfolio improvements.
Added 2 hours ago
T
Customer Account Executive
Tailscale
Vancouver, BC
- Full-time
Build a credible pipeline every quarter by engaging with clients on upsells and renewals.
Added 2 hours ago
A
Senior Mechanical Engineer (Onsite)
Alchemy
Waterloo, ON
- $100,000 to $130,000 CAD / year
- Full-time
Lead design reviews and act as the technical approver before designs are committed to tooling
Added 2 hours ago
T
Customer Account Executive
Tailscale
Toronto, ON
- Full-time
Build a credible pipeline every quarter by engaging with clients on upsells and renewals.
Added 2 hours ago
S
Measurement Specialist
SECURE
Calgary, AB
- Other
…Energy Infrastructure assets. Reporting to the Measurement Lead, you will support measurement assurance, data integrity, custody transfer, facility balancing, volumetric reporting, and…
Added 3 hours ago
PS
Vice President of Sales
Persistent Systems
Toronto, ON
- Full-time
We are an AI-led, platform-driven Digital Engineering and Enterprise Modernization partner, combining deep technical expertise and industry experience to help our clients anticipate what’s…
Added 3 hours ago
CS
Director, Major Gifts
Canada Soccer
Toronto, ON
- Full-time
The Director will manage a portfolio of high-value donors and prospects, build a disciplined major-gifts pipeline, and advance relationships through a donor-centered moves-management…
Added 3 hours ago
ND
Business Development Manager
NPC DataGuard
Markham, ON
- Full-time
…cybersecurity, encrypted backup, Microsoft 365 management and technical support into one professionally managed service. NPC DataGuard is a division of Compugen Inc. Keating Technologies…
Added 3 hours ago
Customer Account Executive
Tailscale
Vancouver, BC
Build a credible pipeline every quarter by engaging with clients on upsells and renewals.

Tailscale

Customer Account Executive

Toronto, ON, Canada

$167,500 - $167,500 CAD

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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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