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Added 1 hour ago
W
Data Scientist
Wiraa
Canada
- Full-time
We are seeking a skilled Developer to join our dynamic team in Ottawa, Canada. In this role, you will be directly involved in the development and maintenance of Ericsson’s extensive…
Added 1 hour ago
HT
Java Spark Backend Developer
Hirematic Talent Solutions
Montreal, QC
- $50 to $55 CAD / hour
- Contract
We are seeking a highly skilled and experienced Senior Java Backend Developer to join our core engineering team. In this role, you will be responsible for designing, building, and…
Added 1 hour ago
S
Chief Operating Officer
Storibot.ai
Calgary, AB
- Full-time
Keep the product roadmap and the operating plan on one timeline, working with the CEO and the engineering lead
Added 2 hours ago
Global Supply Chain Manager
Intertape Polymer Group (IPG)
Truro, NS
Work with your team to analyze and continuously improve supply chain workflows and warehouse processes, focusing on maximizing efficiency, reducing lead times, and minimizing costs.
Added 3 hours ago
NB
Senior Director, IT Delivery and Technology Platforms
National Bank of Canada
Montreal, QC
- Full-time
Lead, engage and develop a team of 3 to 4 technology asset managers by supporting their decisions, development, team leadership and achievement of sustainable results.
Added 3 hours ago
M
AVP, AI
Manulife
Toronto, ON
- Full-time
Operating at the intersection of business strategy and AI engineering, the AVP partners with senior functional leaders to identify high-impact opportunities, shapes pragmatic delivery…
Added 3 hours ago
HT
Manufacturing Engineer (Contract)
Husky Technologies
Bolton, ON
- Full-time
…offers an opportunity to work with – and be challenged by – a team of great people. Our success is possible because of the creativity, intelligence and passion of our people around the…
Added 3 hours ago
HT
Test Engineering Technologist
Husky Technologies
Bolton, ON
- Full-time
To accelerate time-to-market with effective solutions that keep our customers in the lead, we leverage a powerful risk prioritized product development process.The Test Engineering…
Added 3 hours ago
HT
Software Validation Technologist
Husky Technologies
Bolton, ON
- Full-time
…offers an opportunity to work with – and be challenged by – a team of great people. Our success is possible because of the creativity, intelligence and passion of our people around the…
Added 3 hours ago
HT
PD Software for Service
Husky Technologies
Bolton, ON
- Full-time
…offers an opportunity to work with – and be challenged by – a team of great people. Our success is possible because of the creativity, intelligence and passion of our people around the…
Added 3 hours ago
HT
Designer, Development (Mechanical)
Husky Technologies
Bolton, ON
- Full-time
…offers an opportunity to work with – and be challenged by – a team of great people. Our success is possible because of the creativity, intelligence and passion of our people around the…
Added 3 hours ago
HT
Product Development Engineer
Husky Technologies
Bolton, ON
- Full-time
Our Development Engineering team is looking to hire an experienced Product Development Engineer. The successful candidate will lead the technical development of packaging products working…
Added 3 hours ago
HT
PD Service - Mechanical
Husky Technologies
Bolton, ON
- Full-time
…offers an opportunity to work with – and be challenged by – a team of great people. Our success is possible because of the creativity, intelligence and passion of our people around the…
Added 3 hours ago
HT
Mechanical Designer (Fluidpower)
Husky Technologies
Bolton, ON
- Full-time
…offers an opportunity to work with – and be challenged by – a team of great people. Our success is possible because of the creativity, intelligence and passion of our people around the…
Added 3 hours ago
GD
Design Engineering C4 Systems Associate Specialist
General Dynamics Land Systems–Canada
London, ON
- Contract
The C4 (Command, Control, Communications, Computers) Design Engineering role is responsible to execute full life cycle design activity on any assigned task within the subsystem and take…
Added 3 hours ago
GD
Specialist, Trainer Maintenance
General Dynamics Land Systems–Canada
London, ON
- Full-time
Acts as a lead trainer and provide team leadership, instruct, monitor and advise trainers on site, when required
Added 3 hours ago
MP
Principal Mining Consultant-Underground
Mining Plus
Vancouver, BC
- Full-time
Mining Plus continues to grow across North America, and we’re looking for a Principal Mining Consultant – Underground Mining to join our Canadian team.
Added 3 hours ago
MP
Senior Mining Consultant - Underground
Mining Plus
Vancouver, BC
- Full-time
Mining Plus continues to grow across North America, and we’re looking for a Senior Mining Consultant – Underground Mining to join our Canadian team.
Added 4 hours ago
H
Site Civil Section Manager
HDR
Toronto, ON · Richmond Hill, ON
- Full-time
We believe building engineering is more than systems and structures, it’s about powering progress and enabling innovation. As part of HDR’s Building Engineering Services Group, you’ll help…
Added 4 hours ago
NG
Senior Mine Engineer
New Gold Inc.
Kamloops, BC
- Full-time
…Columbia, Canada. In addition, Coeur owns the Silvertip silver-zinc-lead exploration project in British…
Added 4 hours ago
CS
Bilingual Banking IT Project Manager
Cynet Systems
Montreal, QC
- $64 to $69 CAD / hour
- Contract
Lead the cross-functional delivery of a range of technology deliverables using advanced negotiation facilitation planning and dependency management techniques.
Added 4 hours ago
AH
Electrician
Alberta Health Services
Edmonton, AB
- Full-time
Reporting to the Manager and Lead Hand, Facilities Maintenance & Engineering, the Electrician uses precedent and judgment in determining work methods in accordance with accepted codes,…
Added 4 hours ago
BC
Material Coordinator (Fabrication) - Industrial West
Bird Construction
Edmonton, AB · Nisku, AB
- Full-time
Experience with ERP systems, inventory management software, and fabrication management platforms such as Tekla PowerFab or SpoolFab,
Added 4 hours ago
BC
Estimator Civil Concrete - Industrial West
Bird Construction
Edmonton, AB
- Full-time
…Industrial West will work as a part of Bird’s diverse estimating team, the successful candidate will demonstrate a strategic and considerate approach to developing proposed solutions and…
Added 4 hours ago
BC
Estimator Industrial - Industrial West
Bird Construction
Edmonton, AB
- Full-time
Conduct take-offs from project drawings and develop material and labor quantity estimates. Utilize estimating software and tools to prepare detailed cost estimates, including labor,…

Tailscale

Senior New Business Account Executive

Toronto, ON, Canada

$201,000 - $201,000 CAD · Full-time

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Job details

Pay: $201,000 - $201,000 CAD
Job type: Full-time
Apply by: Nov 4, 2026
Experience: 2+ years of prospecting or closing experience in a door-to-door or in-person sales 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

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

2+ 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, with senior technical buyers (VP Engineering, CTO, Head of Platform, CISO)
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)

$201,000 - $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

Generate new business by prospecting, sourcing pipeline, engaging prospective customers, and managing sales from initial outreach through purchase. Analyze markets and customer trends, promote Tailscale at events, support customers across time zones, and manage sales activities, pipeline, and forecasts in Gong and Salesforce.

Requirements

Candidates need at least two years of prospecting or closing experience in door-to-door or in-person sales, along with experience sourcing opportunities and guiding customers through the full sales cycle with senior technical buyers. The role also calls for ambition to build a sales playbook, technical background or curiosity, and strong communication and presentation skills.

Skills

Prospecting
New Business Development
Full-Cycle Sales
Pipeline Generation
Customer Discovery
Sales Campaigns
Market Analysis
Customer Trend Analysis
Technical Sales
Communication
Presentation
Forecasting
Salesforce
Gong
Customer Relationship Building

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
New Business Sales
Account Executive
Prospecting
Pipeline Generation
Inbound Leads
Self-Sourced Opportunities
Full-Cycle Sales
Customer Discovery
Closed-Won Deals
Senior Technical Buyers
VP Engineering
CTO
Head of Platform
CISO
Sales Playbook
Sales Campaigns
Market Analysis
Customer Trends
Industry Events
Gong
Salesforce
Technical Sales
Software Development
Network Security

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