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Jobs in Canada

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Added 10 mins ago
W
Maintenance Manager (Manufacturing) - Sudbury, ON.
Wonderbrands
Sudbury, ON
- Other
…bakery priorities. Track and eliminate causes of downtime. Lead smaller scope process improvements to achieve specific measurable…
Added 25 mins ago
7
Store Crew
7-Eleven
Regina, SK
- Full-time
…fuel through cutting edge innovation - working hard to be the customer's first choice. 7-Eleven empowers our employees to "activate awesome" and make a meaningful impact in their stores and…
Added 55 mins ago
CB
Full Time 3:30-4am Start
COBS Bread
Oshawa, ON
- Full-time
As a Baker at COBS Bread you will lead our freshness commitment. Bakers start their days with an empty bakery but when they leave - it's filled with the artisan bread and delicious treats…
Added 55 mins ago
CB
Full Time 3:30-4am Start
COBS Bread
Oshawa, ON
- Full-time
As a Baker at COBS Bread you will lead our freshness commitment. Bakers start their days with an empty bakery but when they leave - it’s filled with the artisan bread and delicious treats…
Added 1 hour ago
GS
Sales And Marketing Specialist
Go Sales
Mississauga, ON
- Full-time
…gratitude, reflected in every sale, partnership, and client success story. Go Sales emphasizes collaboration and works to cultivate future business leaders through hands-on sales…
Added 1 hour ago
HT
Buyer (Contract)
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 1 hour ago
HT
Master Data Mgmt Analyst
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 1 hour ago
HT
Senior Financial Analyst - Corporate Accounting
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 1 hour ago
HT
Technical Trainer
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 1 hour ago
HT
Director, Finance (CSM)
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 1 hour ago
HT
Financial Manager - PLM (Product Line Mgmt)
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 1 hour ago
FI
Principal Software Engineer - Zynque
Fulfillment IQ
Remote, Canada
- $175,000 to $210,000 CAD / year
- Full-time
- Remote
Owned the scaling of a production SaaS or data platform through rapid customer growth: hardening, re-architecture under load, and maturing an early product to enterprise grade
Added 2 hours ago
CS
Office Manager
Cogir Senior Living
Kitchener, ON · Briarfield Gardens
- Full-time
Are you a customer service professional with strong administrative & accounting skills? Do you enjoy a fast-paced environment and meeting deadlines? Are you ready to take your experience to…
Added 3 hours ago
EC
Senior Customer Success Manager, Defence
Esri Canada
Ottawa, ON
- Full-time
Own and lead strategic customer success for complex customer accounts, building trusted relationships with executive, political, and senior civil service stakeholders.
Added 3 hours ago
EC
Senior Customer Success Manager, Prairies
Esri Canada
AB · Edmonton, AB
- Full-time
Own and lead strategic customer success for complex customer accounts, building trusted relationships with executive, political, and senior civil service stakeholders.
Added 3 hours ago
BC
Communication Assistant
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 4 hours ago
CB
Baker ( FT/PT)
COBS Bread
Ottawa, ON
- Full-time
As a Baker at COBS Bread you will lead our freshness commitment. Bakers start their days with an empty bakery but when they leave - it's filled with the artisan bread and delicious treats…
Added 4 hours ago
BG
Director of Marketing & Digital Commerce
Barbecues Galore
Burlington, ON
- Full-time
· Marketing and brand: Lead brand positioning, seasonal campaigns, paid search and social, SEO, email, social content, creative production, product launches and customer loyalty initiatives.
Added 4 hours ago
CB
Baker - Full Time + Benefits
COBS Bread
Victoria, BC
- $40,000 to $45,000 CAD / year
- Full-time
As a Baker at COBS Bread you will lead our freshness commitment. Bakers start their days with an empty bakery but when they leave - it’s filled with the artisan bread and delicious treats…
Added 5 hours ago
CB
Baker - Full Time + Benefits
COBS Bread
Victoria, BC
- $40,000 to $45,000 CAD / year
- Full-time
As a Baker at COBS Bread you will lead our freshness commitment. Bakers start their days with an empty bakery but when they leave - it's filled with the artisan bread and delicious treats…
Added 6 hours ago
LC
Dairy Department Manager Full Time Day
Loblaw Companies Limited
Kawartha Lakes, ON
- Full-time
- Lead, coach and motivate colleagues to achieve success and foster colleague growth
Added 6 hours ago
C
Bilingual Sales Associate, Apartments.com/ Associé(e) aux ventes bilingue, Apartments.com - Montréal, Québec
CoStar
Montreal, QC
- Full-time
Deux années ou plus d'expérience en vente dans un environnement interentreprises (B2B), de préférence en marketing numérique ou en vente de publicité; ou expérience équivalente dans…
Added 6 hours ago
A
Senior Hybrid Interactive/Visual Designer [AQ-25913]
Aquent
Toronto, ON
- $60 to $63 CAD / hour
- Contract
…provider of banking and financial services, renowned for its customer-centric approach and innovative solutions. With a rich history of success and a strong focus on diversity and…
Added 7 hours ago
HT
Technical Trainer
Husky Technologies
Bolton, ON
- Full-time
…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 world and their desire to…
Added 7 hours ago
GE
Shipping/Receiving Team Lead - Day Shift
G&W Electric Co.
Brampton, ON
- Full-time
G&W Electric enjoys a long reputation for product quality, innovation and world-class customer service to the power industry. We have established this reputation by believing that our…

Tailscale

Manager, Commercial Expansion

Vancouver, BC, Canada

$268,000 - $335,000 CAD

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Job details

Pay: $268,000 - $335,000 CAD
Experience: At least 1 year of people management experience in a B2B SaaS sales environment
Posting language: English
Posted: Nov 6, 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’re looking for a thoughtful, curious, and driven Sales Manager to lead a team of Commercial Account Executives focused on growing existing customer relationships. You’ll coach and develop reps, own team performance, and help them navigate both fast-moving expansion opportunities and larger, more complex deals.

As our first sales leader in Vancouver, you’ll help establish our new sales hub, hire and develop talent, and build a repeatable expansion sales motion. This is a hands-on opportunity to shape a growing team and help more customers realize the value of Tailscale.

Key Responsibilities

Help establish Tailscale’s new sales hub, hire and onboard Commercial Expansion AEs, and create a culture of curiosity, accountability, and shared success
Drive expansion revenue, maintain a healthy pipeline, and deliver accurate forecasts
Prospect alongside reps, join customer conversations, and help navigate pivotal deals - from fast-moving expansions to larger, more complex opportunities
Turn call reviews, role plays, and deal strategy sessions into practical coaching that sharpens skills and supports career growth
Build and refine a repeatable expansion playbook, using sales data and customer insights to test approaches and scale what works
Develop a deep understanding of Tailscale’s value and partner with Customer Success, Marketing, Product, Sales Engineering, and Partnerships to grow adoption

What We Are Looking For

At least 1 year of people management experience in a B2B SaaS sales environment
Proven ability to coach, develop, and motivate Account Executives or other quota-carrying sales professionals
Strong understanding of the sales process, including prospecting, discovery, qualification, pipeline management, and closing
Experience driving team performance through data-driven decision-making, structured coaching, and clear accountability
Ability to thrive in a fast-paced, high-velocity sales environment while managing multiple priorities
Excellent written and verbal communication skills, with the ability to engage both technical and nontechnical stakeholders
A curious, proactive mindset with a bias for action and a passion for continuous improvement
Willingness to travel approximately once per quarter
Ability to work from our Vancouver office three days per week

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)

$268,000 - $335,000 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

Lead and develop a team of Commercial Account Executives to drive expansion revenue and maintain a healthy sales pipeline. Establish a new sales hub in Vancouver while building repeatable sales motions and fostering a culture of accountability.

Requirements

Requires at least 1 year of people management experience within a B2B SaaS sales environment. Candidates must demonstrate strong coaching abilities, data-driven decision-making skills, and the capacity to work from the Vancouver office three days per week.

Skills

People management
B2B SaaS sales
Sales coaching
Account management
Pipeline management
Sales forecasting
Prospecting
Deal strategy
Data-driven decision-making
Communication skills
Team leadership
Customer success
Sales enablement
Strategic planning
Hiring
Onboarding

Benefits

Equity incentive plan
Variable commission
Comprehensive group benefits
Health insurance
Vision insurance
Dental insurance
Professional development stipend
Paid time off
Home internet reimbursement
Workstation customization stipend
Paid parental leave

Visa sponsorship

Not detected in the job text

Keywords

B2B SaaS
Account Executive
Sales Management
Expansion Sales
Pipeline Management
Sales Forecasting
Coaching
Customer Success
Sales Engineering
Partnerships
Vancouver
Hybrid Work
Equity
Commission
Professional Development
Parental Leave
Team Leadership
Sales Hub
Accountability
Data-driven
Prospecting
Qualification
Closing
Stakeholder Engagement
Continuous Improvement

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