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Added 3 mins ago
Manager, Marketing, Global Banking and Markets
Scotiabank
Toronto, ON
…internal policies and procedures. The role provides exposure to senior leaders across GBM and opportunities to take on increasingly strategic responsibilities that support professional…
Added 3 mins ago
Senior Manager, VOC Transformation Delivery
Scotiabank
Toronto, ON
The Senior Manager, VoC Transformation Delivery is responsible for leading strategic initiatives that enhance how the Bank captures, understands, and acts on client feedback. The role acts…
Added 3 mins ago
Senior Manager, Business and Wealth Transition - Ottawa, ON
Scotiabank
Toronto, ON · Ottawa, ON
The Senior Manager, Business and Wealth Transition (BWT) plays a pivotal role within the Advanced Planning and Services team. This position is responsible for delivering integrated, total…
Added 3 mins ago
I(
Senior Aeronautical Structural Engineer
ITPS (Canada) LTD
London, ON
- Full-time
ITPS Canada is seeking an experienced Senior Aeronautical Structural Engineer to support the design, development, modification, and certification of aircraft and airborne systems across a…
Added 3 mins ago
SL
Director, Domain Enterprise Architect, RPA and Intelligent Automation
Sun Life
Toronto, ON · Waterloo, ON · Montreal, QC · Sun Life Toronto One York
- Full-time
…to identify capability gaps, risks, redundant technologies, technical debt, and opportunities for consolidation or…
Added 3 mins ago
G
Senior Bidding specialist / Spécialiste Sénior en soumission
Guillevin
Montreal, QC
- Full-time
3 to 5 years of experience in bid preparation, estimating, distribution, or project management within the electrical industry.
Added 14 mins ago
S
Senior Manager, VOC Transformation Delivery
Scotiabank
Toronto, ON
- Full-time
The Senior Manager, VoC Transformation Delivery is responsible for leading strategic initiatives that enhance how the Bank captures, understands, and acts on client feedback. The role acts…
Added 14 mins ago
WI
Remediation Project Manager
WSP in Canada
Smithers, BC
- Full-time
…environmental technicians, project coordinators, project managers, technical experts, and qualified professionals. We have been providing contaminated site program management services to…
Added 14 mins ago
WI
Remediation Project Manager
WSP in Canada
Smithers, BC
- Full-time
…environmental technicians, project coordinators, project managers, technical experts, and qualified professionals. We have been providing contaminated site program management services to…
Added 14 mins ago
ZC
Bilingual Sr Auto Claims Specialist
Zurich Canada
Montreal, QC
- Full-time
Zurich Canada is currently looking for a Senior Auto Claims Specialist to manage and resolve intermediate to complex commercial auto claims while delivering an outstanding customer…
Added 17 mins ago
WI
Remediation Project Manager
WSP in Canada
Terrace, BC
- Full-time
…environmental technicians, project coordinators, project managers, technical experts, and qualified professionals. We have been providing contaminated site program management services to…
Added 17 mins ago
ZC
Bilingual Sr Auto Claims Specialist
Zurich Canada
Toronto, ON
- Full-time
Zurich Canada is currently looking for a Senior Auto Claims Specialist to manage and resolve intermediate to complex commercial auto claims while delivering an outstanding customer…
Added 17 mins ago
CO
Senior Financial Analyst/ ERP Support Analyst (1 Year Contract)
City of Markham
Markham, ON
- $102,464 to $143,867 CAD / year
- Contract
The City of Markham is seeking a Senior Financial Analyst/ERP Support Analyst within the Financial Planning Division of the Finance Department. Reporting to the Senior Manager, this dual…
Added 17 mins ago
ZC
Senior Claims Specialist, Liability
Zurich Canada
Montreal, QC
- Full-time
Zurich Canada is currently looking for a Senior Claims Specialist, Liability to deliver pragmatic and efficient claims management for moderate to complex liability claims, serving large…
Added 17 mins ago
BP
Senior Production Engineer Scheduling
BNP Paribas
Montreal, QC
- Full-time
Liaises with upstream/downstream systems owners, Project and task management, Drives the technical projects from requirements gathering through to design, build and run phases. Ensures the…
Added 17 mins ago
S
Senior Manager, Business and Wealth Transition - Ottawa, ON
Scotiabank
Ottawa, ON
- Full-time
The Senior Manager, Business and Wealth Transition (BWT) plays a pivotal role within the Advanced Planning and Services team. This position is responsible for delivering integrated, total…
Added 17 mins ago
MU
Director, Health, Safety and Environment - Health Safety and Environment
MacEwan University
AB · Edmonton, AB
- Full-time
Reporting to the Senior Director, Campus Safety and Security, you will shape and advance the University's vision for health, safety, and environmental stewardship by strengthening…
Added 17 mins ago
ZC
Bilingual Sr Auto Claims Specialist
Zurich Canada
Calgary, AB
- Full-time
Zurich Canada is currently looking for a Senior Auto Claims Specialist to manage and resolve intermediate to complex commercial auto claims while delivering an outstanding customer…
Added 18 mins ago
SC
Senior Business Analyst
Strathcona County
Sherwood Park, AB
- Full-time
The Senior Business Analyst (Business Analyst II) plays a crucial role within the Business Relationship and Project Management Branch, supporting the Business Relationship Management Lead…
Added 18 mins ago
C
Senior Consultant, Digital Analytics - Simplii Financial
CIBC
Toronto, ON
- Full-time
You bring technical expertise. You have hands-on experience implementing digital analytics solutions such as Google Analytics, Adobe Analytics, and Adobe Experience Platform, with…
Added 18 mins ago
CT
Financial Analyst, Consolidation & Reporting
Canadian Tire Corporation
Toronto, ON
- Full-time
Participate in ad hoc projects, analysis, and preparation of reports for Senior Management
Added 18 mins ago
CT
Business Analyst, Real Estate and Construction Data
Canadian Tire Corporation
Toronto, ON
- $68,000 to $75,000 CAD / year
- Full-time
Present insights to finance, construction leadership, and senior management with confidence and clarity.
Added 18 mins ago
Expatriate Tax - Senior Manager - Vancouver
EY
Vancouver, BC
Contribute to the national education program by preparing and/or delivering tax technical material
Added 18 mins ago
Expatriate Tax - Senior Manager - Calgary
EY
AB · Calgary, AB
Contribute to the national education program by preparing and/or delivering tax technical material
Added 32 mins ago
TR
JREQ203081 Staff Software Engineer I (Open)
Thomson Reuters
Toronto, ON
- Full-time
The CoCounsel Agent Context team is seeking a Staff Software Engineer to set the technical direction for Content Tools - the purpose-built APIs that give AI agents precise, governed access…

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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