Jobs in Canada

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Added 10 mins ago
BC
ETL Lead
BrainRidge Consulting
Toronto, ON
- Full-time
…continue to grow, we're seeking a motivated and experienced ETL…
Added 10 mins ago
W
Field Engineer
Weir
Quebec, QC
- $80,000 to $100,000 CAD / year
- Full-time
We live our values we think safety first, do the right thing, respect each other, aim high, and delight our customers. We encourage our people to lead by example and celebrate our successes.
Added 10 mins ago
FI
Client Service Delivery Manager
Flextrack Inc
Canada
- Full-time
Lead and Develop a High-Performing Service Team
Added 10 mins ago
CI
Director, Sales & Business Development, North America.
CAPITAL I INDUSTRIES INC
SK · Saskatchewan, Canada
- Full-time
As a member of the leadership team, the Director, Sales & Business Development, North America. will lead sales planning, forecasting, business development and dealer performance. This…
Added 10 mins ago
NE
PROFESSIONAL STANDARDS COUNSEL (Regulatory Prosecutor) (15+ Years’ Experience)
NagataCONNEX Executive Legal Search
Toronto, ON
- Full-time
CPA Ontario is currently seeking a Professional Standards Counsel (Regulatory Prosecutor) to join its legal team. Reporting directly to the Senior Vice President, Enforcement, you will…
Added 10 mins ago
HF
Vice President, Business Operations
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Regina, SK
- Full-time
Proven ability to lead multi-departmental teams and deliver results in a high-performance environment.
Added 10 mins ago
BC
Quality and Patient Safety Consultant
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 10 mins ago
HN
Director of Care
Hospice Niagara
St. Catharines, ON
- Full-time
Lead, coach and develop the interdisciplinary residence team, including the Transitions Coordinator, Counsellor, Registered Nurses and Personal Support Workers, while providing guidance and…
Added 10 mins ago
A
Regional Manager, North
AGLC
AB · Edmonton, AB
- $119,621 to $164,479 CAD / year
- Full-time
…leading Alberta’s gaming, liquor and cannabis industries. Our team of high performers is driven to provide our customers with outstanding service and Albertans with choices they can…
Added 10 mins ago
HA
Marketing Coordinator
Harmonic Arts
Cumberland, BC
- Full-time
…products. You'll work closely with our founders, our website lead, and a small team of specialist…
Added 10 mins ago
RH
Asset Manager
Robert Half
AB · Edmonton, AB
- Full-time
We are seeking an experienced Asset Manager to oversee multiple buildings in Edmonton, lead third-party property management teams and ensure each property delivers strong financial results…
Added 10 mins ago
RH
Senior Accountant
Robert Half
AB · Edmonton, AB
- $95,000 to $107,000 CAD / year
- Full-time
tax filings and cross-border accounting would be a significant advantage
Added 10 mins ago
GC
Inventory Management Lead
Glencore Canada
Sudbury, ON · Greater Sudbury, ON
- Full-time
We are currently seeking an Inventory Management Lead to join our Glencore Sudbury Integrated Nickel Operations.
Added 10 mins ago
BC
Ultrasound Technologist
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 10 mins ago
M
Director of Operations
Mandrake
Woodstock, ON
- $120,000 to $170,000 CAD / year
- Full-time
As a member of the senior leadership team, you will work directly with ownership and other business leaders, contributing to strategic decisions while taking responsibility for day-to-day…
Added 10 mins ago
RH
Director of Sales
Robert Half
Brantford, ON
- $140,000 to $175,000 CAD / year
- Full-time
Lead and develop a small commercial team while fostering strong internal and external partnerships.
Added 10 mins ago
BC
Anesthesia Assistant
Brant Community Healthcare System
Brantford, ON
- Full-time
Current Basic Cardiac Life Support (BCLS) certification required
Added 10 mins ago
BC
Ultrasound Technologist
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 10 mins ago
TI
Site Reliability Engineer ( Databricks)
TekStaff IT Solutions
Toronto, ON · Greater Toronto Area, Canada
- Contract
Readiness and motivation (as senior or lead developer and valued subject matter expert) to address and resolve highly complex and multifaceted development-related issues, often…
Added 10 mins ago
R
Sales Development Representative
RentBolt
Montreal, QC
- Full-time
Lead sales conversations, uncover business needs, and convert opportunities into new partnerships.
Added 10 mins ago
EV
Traffic Supervisor
Eminent Valet
Milton, ON
- Contract
Previous experience as a Team Lead, Shift Lead, or in parking, event staff, security, or customer service is an asset
Added 10 mins ago
PF
Scientifique IA/ML | Scientist, AI/ML
Power Factors
Montreal, QC
- Full-time
Added 10 mins ago
T
Data Centre Account Manager
Telecon
Toronto, ON
- $130,000 to $160,000 CAD / year
- Full-time
Telecon’s Enterprise division is looking to hire a Data Centre Account Manager to join our team of dynamic sales professionals. This role is ideal for someone with prior experience selling…
Added 10 mins ago
C
Supply Chain Planner - Mandarin
Collabera
Mississauga, ON
- Contract
…recovery actions across internal stakeholders, engineering, NPI team, suppliers and Tier 1 / contract manufacturing…
Added 10 mins ago
CD
Childcare Consultant
Child Development Institute
Toronto, ON
- Contract
A strong support system. You will be part of a collaborative team that shares knowledge, resources, and expertise. With a larger team in place, you will have access to a wealth of support,…

Jobber

Retention Specialist

Remote, Canada

Remote

This role comes with a fixed compensation structure of $58,300. · Full-time

Apply on jobs.ashbyhq.com About employer

Applications open in a new tab.

Job details

Pay: This role comes with a fixed compensation structure of $58,300.
Job type: Full-time
Workplace: Remote
Remote eligibility: Canada listed. Check the posting for province restrictions.
Posting language: English
Posted: Sep 23, 2026

Original job description

Are you passionate about helping customers succeed, solving meaningful problems, and making a real impact on the businesses you support every day?

We’re looking for a Retention Specialist to join our Customer Success team and play a key role in helping customers overcome challenges, rediscover the value of Jobber, and continue growing their businesses with confidence.

The Team:

The Retention team plays a critical role in protecting recurring revenue and strengthening long-term customer relationships, supporting customers at pivotal moments when they are deciding whether to continue their Jobber subscription.

Through both inbound and outbound retention conversations, our team connects with customers who may be experiencing challenges, exploring alternatives, or not yet seeing the full value of the platform. We take the time to understand what’s getting in the way, and then connect them to the Jobber features and workflows that solve their specific problems and help their businesses grow.

We partner closely with Customer Success, Support, Product, and Billing to surface churn risks, share insights from customer conversations, and continuously improve the overall customer experience.

The Role:

Reporting to the Manager, Customer Retention, the Retention Specialist works directly with customers who may be at risk of cancelling or disengaging from Jobber. Your job is to understand what’s standing in their way, and connect them to solutions that help them succeed.

You’ll lead meaningful, consultative conversations to understand the underlying causes behind cancellation requests or disengagement, identify barriers to success, and guide customers toward solutions that strengthen their experience with Jobber and make a real difference for their business. You’ll ask the right questions before offering solutions, and you’ll treat every conversation as an opportunity to genuinely improve someone’s experience.

Retention Specialists engage with customers through inbound calls, proactive retention outreach, and scheduled value sessions, translating Jobber’s capabilities into practical, meaningful solutions tailored to each customer’s unique situation.

You’ll develop deep product knowledge and act as a trusted advisor to customers, confidently navigating complex conversations and leveraging your expertise to showcase how Jobber’s features solve meaningful problems for businesses, helping customers make informed decisions that drive their long-term success.

Success in this role is measured through outcomes such as save rate, customer retention, and long-term customer success following retention conversations, with Retention Specialists taking direct ownership of outcomes that impact recurring revenue retention.

Shift: Monday to Friday 11am to 8pm MT (1pm to 10pm ET)

Please note: This role is available only to candidates based in Edmonton, Toronto, Vancouver, or Kitchener-Waterloo and requires you to attend the office at least 1 day per week according to the department schedule

The Retention Specialist will:

Engage with customers at risk of cancellation through retention-focused phone conversations via direct inbound phone line or booked calls, identifying solutions that help them continue to succeed with Jobber.
Conduct proactive outbound retention calls to customers showing signs of churn risk, using available signals such as account health indicators or changes in engagement to help customers address challenges before they lead to cancellation.
Facilitate scheduled value sessions that help customers overcome blockers and unlock the full value of their Jobber subscription through feature adoption, workflow optimization, training, and best practices tailored to their business.
Use a consultative, diagnostic approach to uncover root causes behind churn risk. You’ll ask the right questions, interpret signals such as product usage patterns and account health indicators, and recommend solutions that genuinely address what’s getting in the customer’s way.
Play a direct role in protecting and retaining recurring revenue by influencing customer decisions at critical moments in their lifecycle, guiding at-risk customers toward solutions that reinforce the long-term value of their Jobber subscription.
Exercise sound judgment and decision-making in navigating complex or high-risk customer situations, balancing customer needs with business outcomes to drive the best possible retention result.
Partner with cross-functional teams to share insights from retention conversations, helping identify churn trends, surface product gaps, and contribute to improvements across the customer experience.
Contribute to improving long-term retention strategy by identifying patterns in churn drivers and influencing cross-functional improvements to product, onboarding, and customer experience.
Adapt quickly to evolving processes, tools, and product updates in a growing environment where customer needs and solutions continue to evolve.
Become an ambassador of our culture by being humble, supportive – and someone who truly gives a shit!

To be successful, you should have:

A track record of thriving in high-volume, customer-facing environments where you consistently deliver strong results while maintaining a high-quality customer experience.
A genuine curiosity about what’s driving customer challenges. You ask great questions, listen closely, and understand the problem before proposing a solution.
The ability to translate product knowledge into customer solutions. You don’t just know what Jobber does – you can connect its features to the specific needs of each customer’s business in a way that resonates.
The ability to influence outcomes through consultative conversations, confidently guiding customers through complex situations such as cancellation decisions, product challenges, or pricing concerns.
Strong verbal communication skills and a customer-first mindset, allowing you to build rapport quickly and navigate challenging conversations with empathy and clarity.
A results-driven mindset that motivates you to take ownership of customer outcomes and work toward solutions that support long-term customer success.
Resilience and composure. You stay calm under pressure, handle rejection professionally, and learn quickly from difficult conversations.
Strong problem-solving ability. You assess situations critically, identify root causes, and propose creative, practical solutions with confidence.
Adaptability in a growth environment. You’re energized by change and comfortable learning new tools, systems, and workflows.
Reliability and accountability. You show up for your team and customers, follow through on commitments, and take responsibility for results.
Confidence working with modern software tools and navigating multiple systems in a fast-paced, cloud-based environment.

Interest or experience in leveraging AI tools to enhance productivity and insight generation.

Compensation:
At Jobber, we believe that compensation should be transparent, fair, and supportive of your experience and growth. This role comes with a fixed compensation structure of $58,300.

Base salary is just one part of a total compensation package that will include equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health package with fully paid premiums for body and mind. Your professional growth matters to us too! You’ll have access to a dedicated talent development program that includes career coaching and opportunities for career development.

If you have any questions about our compensation approach, we encourage open conversations throughout the hiring process!

What you can expect from Jobber:

A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind, matching in RRSP, TFSA or FHSA, and stock options.
A dedicated Talent Development team and access to coaching, learning, and leadership programs to help you grow your career, reach your goals, and unlock your full potential.
A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant player...yet.
To work with a group of people who are humble, supportive, and give a sh*t about our customers.

We believe that diverse teams perform better and that fostering an inclusive work environment is a key part of growing a successful team. We welcome people of diverse backgrounds, experiences, and perspectives. We are an equal opportunity employer, and we are committed to working with applicants requesting accommodation at any stage of the hiring process.

A bit more about us:

Job by job, we’re transforming the way service is delivered. Your lawn care provider, home cleaning service, plumber or painter could use Jobber to better connect with their customers, save time in the office, invoice faster, and get paid! We’re bringing tens of thousands of people together with technology to deliver billions of dollars a year in services to happy customers. Jobber exists to help make these small businesses successful, and when they’re successful we all win!

Apply on jobs.ashbyhq.com About employer

More about this job

Responsibilities

The Retention Specialist manages at-risk customer accounts through inbound and outbound calls to identify churn drivers and provide tailored solutions. They collaborate with cross-functional teams to share insights and improve the overall customer experience and retention strategy.

Requirements

Candidates should have a proven track record in high-volume, customer-facing roles with strong problem-solving and communication skills. Proficiency in navigating modern software tools and a consultative approach to customer success are essential for this position.

Skills

Customer retention
Consultative selling
Problem solving
Communication
Product knowledge
Relationship management
Data analysis
Conflict resolution
Account management
Customer success
Time management
Adaptability
Active listening
Technical proficiency

Benefits

Extended health benefits
Stock options
Retirement savings matching
Annual stipends for health and wellness
Career coaching
Leadership programs

Visa sponsorship

Not detected in the job text

Keywords

Retention Specialist
Customer Success
Churn Prevention
Recurring Revenue
Consultative Sales
Account Health
Feature Adoption
Workflow Optimization
Customer Experience
SaaS
Cloud-based software
AI tools
Problem Solving
Relationship Building
Data-driven
Customer Retention
Inbound Sales
Outbound Sales
Product Knowledge
Cross-functional Collaboration

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Work requirements

Jobs in Canada