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Added 3 mins ago
Chef de Programme / Program Manager
OPAL-RT
Montreal, QC
OPAL-RT Technologies is looking for a Program Manager.
Added 17 mins ago
IW
Coordinator, Region Office Operations (12 Months Contract) - Mississauga, ON
IG Wealth Management
ON · Ontario, Canada
- Contract
Administrative Support: Offering additional administrative assistance to the Manager, Region Office Operations as needed.
Added 17 mins ago
IW
Senior Manager, Events
IG Wealth Management
MB · Manitoba, Canada
- Full-time
The Senior Manager, Events & Experience is responsible for leveraging strategic event marketing and experience design to support the sales, distribution, and growth objectives of IG Wealth…
Added 17 mins ago
IW
Senior Manager, Events
IG Wealth Management
ON · Ontario, Canada
- Full-time
The Senior Manager, Events & Experience is responsible for leveraging strategic event marketing and experience design to support the sales, distribution, and growth objectives of IG Wealth…
Added 17 mins ago
IP
Sr Manager Project / Program
IDEMIA Public Security
Oakville, ON
- Full-time
The Senior Project/Program Manager leads complex customer projects and programs across the full contract and solution lifecycle. This role is the primary point of contact for assigned…
Added 17 mins ago
SQ
Manager Forecasting, Workforce Management
Sunlife Québec
Montreal, QC
- Full-time
Act as a subject matter expert or technical team lead on forecasting and capacity planning projects
Added 17 mins ago
TE
Account Manager - Montreal East
TK Elevator
Montreal, QC
- Full-time
TK Elevator is currently seeking an experienced H-Power Sales Representative - Modernization in Montreal
Added 17 mins ago
OT
Chef de Programme / Program Manager
OPAL-RT TECHNOLOGIES
Montreal, QC
- Full-time
OPAL-RT Technologies is looking for a Program Manager.
Added 47 mins ago
CS
Manager, Replenishment Planning
Corby Spirit and Wine Limited
Windsor, ON
- Full-time
Serves as a manager-level functional expert responsible for high-complexity replenishment outcomes, planning governance, and cross-functional transformation. The role owns critical planning…
Added 47 mins ago
MG
Service Billing Administrator
Mircom Group of Companies
Vaughan, ON
- Full-time
…The Service Billing Administrator will report to the Billing Manager and work closely with the sales team. The successful candidate will be able to demonstrate accurate billing through…
Added 47 mins ago
OT
Architecture & Design Sales Manager
Olympia Tile+Stone Inc.
Toronto, ON
- $90,000 to $105,000 CAD / year
- Full-time
We are seeking an experienced, results-driven A&D Sales Manager to lead and grow Olympia Tile's presence within the Architecture & Design community. In this role, you will develop strong…
Added 47 mins ago
Manager, Commercial Expansion
Tailscale
Toronto, ON
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…
Added 47 mins ago
Manager, Commercial Expansion
Tailscale
Vancouver, BC
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…
Added 1 hour ago
Responsable produit / Product Manager
OPAL-RT
Montreal, QC
Added 1 hour ago
SJ
Store Manager - Peoples Jewellers - Champlain Place
Signet Jewelers
Dieppe, NB · Canada - Champlain Place - Dieppe, NB
- Full-time
Reporting to this Position: Assistant Store Manager, Jewelry Consultant, Sales Support and Inventory Control
Added 1 hour ago
J
Senior Conveyance Project Manager
Jacobs
Burnaby, BC
- $150,000 to $200,000 CAD / year
- Full-time
As a Senior Conveyance Project Manager based out of Burnaby, British Columbia, you’ll be charged with leading a team of highly qualified and motivated engineers through the design process,…
Added 1 hour ago
SW
Commercialization Manager
Skyward Wildfire Technologies
Vancouver, BC
- $80,000 to $110,000 CAD / year
- Full-time
…novel approaches to lightning suppression on high-risk days. Sales can be complex, technical and long-cycle - and the path to building may involve governments, commercial partners,…
Added 1 hour ago
AC
Application Engineer
Atlas Copco Group
Montreal, QC
- Full-time
The Application Engineer plays a key technical expert role in the early stage of the sales process of compressed air installations, product customizations as well as complete engineered…
Added 1 hour ago
AC
Application Engineer
Atlas Copco Group
Toronto, ON
- Full-time
The Application Engineer plays a key technical expert role in the early stage of the sales process of compressed air installations, product customizations as well as complete engineered…
Added 1 hour ago
LV
ASSISTANT MANAGER-EN
La Vie En Rose
Winnipeg, MB
- Full-time
Analyze sales results with your manager and come up with innovative solutions to improve them;
Added 1 hour ago
LV
ASSISTANT MANAGER-EN
La Vie En Rose
Pointe-Claire, QC
- Full-time
Analyze sales results with your manager and come up with innovative solutions to improve them;
Added 1 hour ago
V|
Administrative Assistant
Veolia | North America
AB · Edmonton, AB
- Full-time
This role will report directly to the Plant Manager.
Added 1 hour ago
CC
Retail Store Manager - Leave of Absence Coverage
Canna Cabana
AB
- Temporary
The Retail Store Manager is responsible for the daily operations and profitability of the establishment according to set goals and business objectives. Daily operations include staff…
Added 1 hour ago
LV
MANAGER-EN
La Vie En Rose
Pointe-Claire, QC
- Full-time
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 1 hour ago
LV
MANAGER-EN
La Vie En Rose
Rosemère, QC
- Full-time
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…

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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