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Added 15 mins ago
B
Manager, Enterprise
BrainStation
Toronto, ON
- Full-time
As a Manager, Enterprise, you will lead engagements with global organizations as they transform for the AI era. Our clients are leaders in their industries, operating across markets…
Added 15 mins ago
A
Manager, Reliability Engineering
Apotex
Toronto, ON · North York, ON
- $109,933.56 to $153,906.98 CAD / year
Responsible to lead the continued development of the reliability program across all GSTO sites, and will work with international sites engineering leads to further strengthen and harmonize…
Added 15 mins ago
MH
Implementations Manager
MedMe Health
Toronto, ON
- $105,000 to $145,000 CAD / year
- Full-time
…organizations in North America. We’re hiring a Implementation Manager to lead these enterprise rollouts and establish how we deliver them as we…
Added 15 mins ago
ZT
Senior Manager, Technical Software Program Manager
Zebra Technologies
Mississauga, ON · CAN - Mississauga, Canada
- Full-time
The Senior Manager, Technical Software Program Management (TPM) for EMC SW Solutions is a leadership role responsible for steering large-scale, complex software programs from initial…
Added 15 mins ago
TS
The Shoe Co. - Supervisor Part-time
The Shoe Co.
Charlottetown, PE
- Part-time
As a (Part-time) Supervisor, you will report to the Store Manager and assist in leading the store environment, which fosters inclusivity and diverse customer connections. In this role, you…
Added 15 mins ago
Senior Customer Success Manager (Transformation Advisor), Independent Software Vendor (ISV)
Amazon
Toronto, ON
…programs with a proven record of thought leadership, business case development, realizing customer benefits, and successful program completion…
Added 30 mins ago
MANAGER
Boutique La Vie En Rose
Montreal, QC
Under the supervision of the regional sales manager, you will be responsible for making sure the store runs smoothly and that your team provides the best possible customer service. Your…
Added 30 mins ago
T
Delivery Lead, U.S. Treasury Clearing
TD
Toronto, ON
- Full-time
…cities across the globe, we strive to make every interaction, product and experience remarkably human and refreshingly simple. Our services include underwriting and distributing new issues,…
Added 30 mins ago
T
Personal Banking Associate Trainee
TD
Calgary, AB
- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…
Added 30 mins ago
T
Personal Banking Associate Trainee
TD
Calgary, AB
- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…
Added 30 mins ago
T
Personal Banking Associate Trainee
TD
Perth, ON
- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…
Added 30 mins ago
T
Software Engineer I - Front End
TD
Toronto, ON
- Full-time
Develop new features and perform unit / component test for new application development initiatives aligned to business needs and in accordance with technology architecture standards
Added 45 mins ago
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Managing Director, Head of Financial Engineering
BMO
Toronto, ON · FCP
- Full-time
Software development lifecycle and product delivery methodologies
Added 1 hour ago
AP
Pest Control Technician
Abell Pest Control
Lloydminster, AB · Lloydminster, SK
- Full-time
Reporting to the Branch Manager, The Pest Technician will be responsible for conducting thorough inspections to a variety of business including residential homes. They identify pest…
Added 1 hour ago
R
Enterprise Change Enablement Manager
RBC
Toronto, ON
- Full-time
Join RBC's IT Change Management team as an Enterprise Change Enablement Manager and drive the modernization of our IT change processes. You'll balance tactical template management with…
Added 1 hour ago
T
Personal Banker Trainee
TD
AB
- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…
Added 1 hour ago
T
Solutions Design IT Specialist
TD
Toronto, ON
- Full-time
Provide estimates for new projects and initiatives for the development / design component of the overall plan working with relevant team members / stakeholders
Added 1 hour ago
Manager, Loyalty & Partnership Infrastructure
Scotiabank
Toronto, ON
Manager of Loyalty and Partnership Infrastructure will lead the Loyalty Program, collaborating with teams and vendors. Key responsibilities include managing vendor initiatives, ensuring…
Added 1 hour ago
Development Engineering Manager
BWXT
Ottawa, ON
To provide technical oversight and manage a team in the BWXT Medical, Engineering & Development department. Leads team to improve current manufacturing processes and solutions as well as…
Added 2 hours ago
P
Store Manager- Upper Canada Mall
Pandora
Newmarket, ON
- Full-time
The Store Manager will be the ultimate Pandora Fan. As the Store Manager, you will fully immerse yourself in our brand, culture, product whilst taking immense pride in delivering…
Added 2 hours ago
R
Gestionnaire de programme senior, Stratégie commerciale des nouveaux produits | Senior Program Manager, New Product Commercial Strategy
RTX
Longueuil, QC
- Full-time
Added 2 hours ago
DI
Specialist, Actuarial
Definity Insurance Company
Toronto, ON
- Full-time
Reporting to the Manager, Innovation & Special Projects, Personal Insurance Pricing, the successful candidate will play a key role in shaping the future of Personal Insurance through…
Added 2 hours ago
Product Operations Manager
Brex
Vancouver, BC
You'll lead the Product Operations team and own the operational readiness for Brex's product launches: the enablement that must be in place before a customer ever touches a new feature.…
Added 2 hours ago
LC
Asset Protection Representative
Loblaw Companies Limited
Fredericton, NB
- Full-time
…annual security license costs and support your ongoing career development with in-house training programs and tuition assistance. We offer a competitive pay rate, a 10% Colleague Discount…
Added 2 hours ago
MNF Development Program Prof
Owens Corning
Edmonton, AB
…agenda: Winning with Our Customers and Growing Our People. As a program participant you will be encouraged to find innovative ways to create value while consistently improving…

Tailscale

New Business Account Executive

Vancouver, BC, Canada

$167,000 - $201,000 CAD

Apply About employer

Applications open in a new tab.

Job details

Pay: $167,000 - $201,000 CAD
Experience: 1+ years of prospecting or closing experience in a door-to-door or in-person sales role
Posting language: English
Posted: Oct 7, 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

We are looking for ambitious sellers to join our New Business Account Executive team. This is not a “farmer” role. You will be assigned inbound leads via round robin, however you will also be responsible for prospecting and sourcing a third of your own pipeline. You’ll own the sales cycle from prospect to purchase, and work to earn customer trust every step of the way.

Tailscale has a vibrant community across Hacker News, X, and Reddit. We have 100,000+ monthly active users, many of whom are engineering leaders working at the most innovative companies in the world. This is an opportunity to join early at a rapidly growing startup and build the playbook for startup sales.

Key Responsibilities

Win new business. Find your way to the right people at prospective customers, educate them about our services, and help them succeed with Tailscale.
Experiment and move quickly. Analyze market landscapes and customer trends to inform your sales campaigns.
Travel to (or organize) local events and attend large industry events to evangelize Tailscale to prospective customers
Support customers across all time zones
Manage and organize your activities, pipeline, and forecast in Gong and Salesforce

What We Are Looking For

1+ years of prospecting or closing experience in a door-to-door or in-person sales role
Ambition to build (and not just follow) a sales playbook
A technical background or curiosity in technology
Excellent communication and presentation skills
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.
Experience self sourcing opportunities and guiding a customer from discovery all the way through closed won deals
This role is based in Vancouver and 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)

$167,000 - $201,000 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

You will manage the full sales cycle from prospecting and sourcing leads to closing deals with new business customers. Additionally, you will analyze market trends, organize sales activities in CRM tools, and represent the company at industry events.

Requirements

Candidates must have at least 1 year of experience in prospecting or closing sales roles, ideally with a technical background. Strong communication skills and the ability to self-source opportunities are essential for this hybrid role.

Skills

Sales
Prospecting
Closing
Pipeline management
Sales cycle management
Communication
Presentation skills
Technical curiosity
Gong
Salesforce
Lead generation
Market analysis
Customer education
Relationship building

Benefits

Equity incentive plan
Variable commission
Health insurance
Vision insurance
Dental insurance
Professional development budget
Paid time off
Home office setup
Internet reimbursement
Paid parental leave

Visa sponsorship

Not detected in the job text

Keywords

Account Executive
Sales
Prospecting
Pipeline
Gong
Salesforce
Inbound leads
Startup
Technology
Networking
Customer discovery
Closed won
Market landscape
Lead generation
B2B sales

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