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Added 2 mins ago
MC
Principal Banking Cloud Architect | Client Partner | Technology Consulting (35568)
Myticas Consulting
Toronto, ON
- Full-time
…relationship skills. You will serve as a trusted advisor to senior banking executives, helping shape technology strategy while expanding long-term client…
Added 2 mins ago
S
Senior DevOps Engineer – AI & Data Platform
Systematix
Canada
- Contract
We are Systematix and we are currently looking for a Senior DevOps Engineer – AI & Data Platform to help modernize and automate the engineering practices supporting a rapidly growing…
Added 2 mins ago
E
Full Stack Software Developer
EPITEC
Ottawa, ON
- Contract
The developer will receive technical direction from senior engineers and architects while progressively taking ownership of well-defined platform components and features.
Added 2 mins ago
MC
Solutions Architect – AWS Node.js Digital Banking (35654)
Myticas Consulting
Toronto, ON
- Contract
Communicate architecture decisions, trade-offs, risks, and delivery impacts to senior business and technology stakeholders.
Added 2 mins ago
BC
Senior Manager, Data & AI
BDO Canada
Vancouver, BC
- Full-time
BDO Digital’s Vancouver office is looking for a Senior Manager to join our Data & AI Consulting Practice team and own the following responsibilities:
Added 2 mins ago
K
Senior AI Software Engineer, Agentic Systems & Data Fabric
Kinaxis
Ottawa, ON
- Full-time
…agentic AI safely reason about and act on enterprise data. As a Senior AI Software Engineer on the Data Fabric team, you will design and implement execution patterns, tool-calling…
Added 2 mins ago
B
Senior Platform Engineer, AI & Fabrics
BMO
Toronto, ON
- Part-time
…AI safe, governed, and scalable. We are seeking experienced Senior Engineers to help build and operate the core infrastructure that governs how AI runs at BMO: the AI Gateway, Policy…
Added 2 mins ago
F
Staff Back End Engineer (Applications)
Forma.ai
Toronto, ON
- Full-time
…delivering core customer-facing capabilities. We are seeking a Senior Staff Backend Engineer to join our application teams and help set technical direction across multiple domains within…
Added 3 mins ago
MI
Manager, Global Internal Audit & Controls
Mondelēz International
Toronto, ON · Business Unit Head Office Gladstone - Toronto, Canada
- Full-time
Under the leadership of the Senior Manager, Audit, you will perform audits of financial accounting, internal processes and internal operational controls to ascertain compliance with…
Added 3 mins ago
SF
Associate Director, Data Engineer
SickKids Foundation
Toronto, ON
- Full-time
As a senior hands-on technical contributor, you will set engineering standards, support platform incident response, enable self-serve analytics and AI-powered data products, and provide…
Added 3 mins ago
AS
Wealth Banker
Alterna Savings
Toronto, ON · Scarborough, ON
- Full-time
…planning and annual reviews while working in conjunction with senior wealth team members to identify opportunities for more complex needs and referring based on the Wealth Segmentation…
Added 3 mins ago
RB
Senior Director, CFO Controls Office
Royal Bank of Canada
Toronto, ON
- Full-time
Design and oversee an enhanced regulatory compliance monitoring and reporting program for senior executives; manage quality assurance of documentation and testing standards aligned to RBC…
Added 3 mins ago
Developer Advocate
Asana
Vancouver, BC
Proven track record as a Developer Advocate, Developer Relations Engineer, or Senior Software Engineer with substantial experience building developer community programs.
Added 3 mins ago
MI
Senior Fund Accountant, Private Markets
MUFG Investor Services
Toronto, ON
- $72,000 to $105,600 CAD / year
- Full-time
As a Senior Fund Accountant in Private Debts, you'll manage accounting and financial reporting for private debt funds. You'll review financial statements, analyse transactions, ensure…
Added 3 mins ago
Senior AI Engineer
Guidepoint
Toronto, ON
Added 3 mins ago
Legal Counsel
Geotab
Toronto, ON
Ability to think strategically and work collaboratively with senior management to pursue opportunities and negotiate transactions. Works actively with business partners and outside counsel…
Added 14 mins ago
FS
Embedded Software Designer
Fidus Systems
Ottawa, ON
- Full-time
The Senior Embedded Software Designer plays a key role in designing and delivering complex embedded software systems for Fidus clients. You will lead and contribute to embedded software…
Added 14 mins ago
CI
Senior R&D Java Developer
Calian in Space & Technology
Montreal, QC
- Contract
To provide technical leadership to our development team. Senior developer, with a product development background. This is R&D on a live product, not IT application delivery.
Added 14 mins ago
LC
Senior Director, Pharmacy Experience and Transformation
Loblaw Companies Limited
Toronto, ON
- Full-time
Reporting to the VP, Pharmacy Operations, Clinical Excellence and Transformation, the Senior Director, Pharmacy Experience and Transformation will lead the strategy and execution of…
Added 14 mins ago
MC
Manager – Banking Cloud & Platform Engineering (35857)
Myticas Consulting
Toronto, ON
- Full-time
…the executive presence and commercial awareness to work with senior banking…
Added 14 mins ago
MI
Senior Fund Accountant, Private Markets
MUFG Investor Services
Toronto, ON
- $72,000 to $105,600 CAD / year
- Full-time
As a Senior Fund Accountant in Private Debts, you'll manage accounting and financial reporting for private debt funds. You'll review financial statements, analyse transactions, ensure…
Added 14 mins ago
PG
Senior Designer, Social
Publicis Groupe Canada
Toronto, ON · Greater Toronto Area, Canada
- $85,000 to $90,000 CAD / year
- Full-time
We’re looking for a Senior Designer who really understands social.
Added 14 mins ago
W
Co-op Student, Cybersecurity Identity Analyst
WorkSafeBC
Richmond, BC
- Full-time
Assist the senior engineers in implementation of security initiatives.
Added 14 mins ago
CG
Senior R&D Java Developer
Calian Group
Montreal, QC
- Full-time
To provide technical leadership to our development team. Senior developer, with a product development background. This is R&D on a live product, not IT application delivery.
Added 14 mins ago
FS
Embedded Software Designer
Fidus Systems
Toronto, ON
- Full-time
The Senior Embedded Software Designer plays a key role in designing and delivering complex embedded software systems for Fidus clients. You will lead and contribute to embedded software…

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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