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Added 11 mins ago
Sr. Manager Operations, Field Readiness & Standards
UFA Co-operative Ltd.
Calgary, AB
Partner with Operations leadership on budgeting, including setting sales and profit targets. Provide insight to help shape regional strategy and deliver accurate financial forecasts.
Added 11 mins ago
SL
Director, Enterprise Architecture Strategy, Core Platform
Sun Life
Toronto, ON · Waterloo, ON · Montreal, QC · Sun Life Toronto One York
- Full-time
Added 11 mins ago
SL
Director, Domain Enterprise Architect, Technology Modernization and Cloudification
Sun Life
Toronto, ON · Waterloo, ON · Montreal, QC · Sun Life Toronto One York
- Full-time
Added 11 mins ago
Financial Planner, Scotia Financial Planning - Brampton, ON (Bovaird and Mountainash)
Scotiabank
Brampton, ON
External clients – As a Financial Planner you engage in proactive client outreach to individuals outside the Scotiabank network, showcasing the unique value a Financial Planner brings to…
Added 11 mins ago
Financial Planner, Scotia Financial Planning - Newmarket, ON
Scotiabank
Newmarket, ON
You also enjoy the flexibility of being able to meet clients outside of the office, on a schedule that best suits you and them. Finally, you recognize the value of working within a…
Added 25 mins ago
O
Principal Product Manager (OpenText Business Network - Healthcare Solutions)
OpenText
Richmond Hill, ON
- Full-time
As the senior product leader for this domain, you will establish an outside-in point of view, translate market and regulatory change into differentiated product direction, and align…
Added 25 mins ago
QM
Représentant des ventes - secteur manufacturier / Sales Representative - Manufacturing
Quantum Management Services Ltd.
Montreal, QC
- $65,000 CAD / year
- Full-time
This is a true outside sales role for someone who enjoys being on the road, meeting customers and developing long-term business relationships.
Added 26 mins ago
Post Office Assistant - Term
Canada Post - Postes Canada
Porcupine, ON
Note: The ideal candidate should reside in the community. Applicants outside the community in which the Post Office is located may be considered as needed.
Added 26 mins ago
Post Office Assistant - Term
Canada Post - Postes Canada
Swastika, ON
Note: The ideal candidate should reside in the community. Applicants outside the community in which the Post Office is located may be considered as needed.
Added 26 mins ago
A
Business Analyst - Abbott Diabetes Care - Mississauga, ON
Abbott
Mississauga, ON
- $87,000 to $127,600 CAD / year
- Full-time
The purpose of this role is to turn sales and business data into meaningful insights that support better decision-making. The role manages key reporting and analytics tools and supports…
Added 26 mins ago
Finance Manager - Customer Finance
CONA Services
Toronto, ON
Work Location – This role is ideally based in the Greater Toronto Area (GTA); however, candidates located outside of the GTA may be considered for a remote work arrangement.
Added 26 mins ago
Manager, Customer Finance
CONA Services
Toronto, ON
Work Location – This role is ideally based in the Greater Toronto Area (GTA); however, candidates located outside of the GTA may be considered for a remote work arrangement.
Added 41 mins ago
AS
Customer Financial Services Manager (90001)
ABC Supply Co., Inc.
Calgary, AB
- Full-time
…effective working relationships with District and Branch Managers, Sales Personnel, Region Team Members, National Support Center personnel, other Customer Financial Services team members,…
Added 55 mins ago
BC
Workday Solution Architect
BDO Canada
Toronto, ON
- Full-time
Proven ability to support sales pursuits, proposal development, and solutioning activities.
Added 55 mins ago
BC
Manager, Workday Consulting
BDO Canada
Toronto, ON
- Full-time
Support sales pursuits through qualification, delivery approach, work planning, estimates, assumptions, proposals, and client presentations.
Added 55 mins ago
TS
Store Associate
The Salvation Army in Canada
Mississauga, ON
- Part-time
Contribute to meeting store sales targets; provide efficient courteous customer service; use tact when dealing with difficult customers.
Added 55 mins ago
O
Independent Account Executive - PowerSports
OPENLANE
Brampton, ON
- Full-time
Who You Will Work With: Reporting to the Sales Director, this role will collaborate with other Account executives and Outside Sales team on a regular basis to achieve sales objectives and…
Added 56 mins ago
Guest Service Manager
Northland Properties
Calgary, AB
…forecasts; to work closely with Reservations, Front Office and Sales to maximize occupancy, rate and…
Added 56 mins ago
J
Keep Playing Kids Internship - JAM Sports Toronto
JAM
Toronto, ON
- Internship
Sales of leagues/programs to individuals and captains. Finding creative ways to fill empty space.
Added 1 hour ago
MT
Bilingual Inside Account Manager
MT Talent Solutions Inc.
Montréal-Ouest, QC
- Full-time
Collaborate with outside sales and operations teams to ensure a seamless customer experience
Added 1 hour ago
U
Senior BI Developer
Unity
Montreal, QC
- Full-time
…mentoring peers and advancing BI best practices inside and outside People…
Added 1 hour ago
QD
Wall Panel Production Manager, Star Building Materials
Qualico Developments Canada Ltd.
AB
- Full-time
Liaising with customers, Sales and Production staff to resolve production issues in a professional and timely manner.
Added 1 hour ago
Post Office Assistant - Term
Canada Post - Postes Canada
Sainte-Aurélie, QC
Note: The ideal candidate should reside in the community. Applicants outside the community in which the Post Office is located may be considered as needed.
Added 1 hour ago
Management Trainee
Cintas
Ottawa, ON
…will work closely with experienced managers to learn about Outside Sales, Production/Warehouse Management, Office Management, Service Management and ultimately prepare you for career…
Added 1 hour ago
M
Account Executive – Canada Retirement
Manulife
Halifax, NS
- Full-time
The Account Executive – Canada Retirement is an external sales role responsible for driving growth in Manulife’s Group Retirement business across assigned Canadian markets. This role…

Tailscale

Customer Account Executive

Toronto, ON, Canada

$167,500 - $167,500 CAD · Full-time

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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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