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Added 18 mins ago
Director - AI, Automation, & Digital Experience
Alberta Health Services
AB · Greater Edmonton Metropolitan Area
Full-time
…technology solutions with business and organizational objectives. Lead or significantly contribute to digital initiatives that improve services, processes, or…
Added 18 mins ago
Developer (Full Stack), Senior
MissionPerform
Mississauga, ON
Full-time
Mission Perform is a performance-driven consulting, AI, and software development that partners with organizations, by building winning cultures that elevate both organizational and…
Added 18 mins ago
Product Manager
Enverus
Calgary, AB
Full-time
The energy industry is changing fast. But we've continued to lead the way in energy technology, creating intelligent connections across the entire energy ecosystem, from renewables, power…
Added 1 hour ago
Software Chief Engineer
Kepler Communications Inc.
Canada
Full-time
Escalate software technical issues that threaten program or platform success.
Added 1 hour ago
Software Engineer III
trane technologies
Montreal, QC
Full-time
You'll get to build the brains behind smarter buildings. As a Software Developer III, you'll lead the design and development of the backend services that power our Cloud-based Building…
Added 1 hour ago
Business Development Representative
PheedLoop Events
Toronto, ON
Full-time
…conferences and trade shows to hybrid and virtual experiences, our software powers high-impact events around the world. As one of Canada’s fastest-growing event technology companies, we…
Added 2 hours ago
Sales Commission Manager
Geotab
Toronto, ON · Oakville, ON · Waterloo, ON
…to help customers better manage their fleets. Geotab’s open platform and Geotab Marketplace ®, offering hundreds of third-party solution options, allows both small and large businesses to…
Added 2 hours ago
Project Manager, Capture and Optimization of Research Data (CORD) Platform
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
Full-time
…to join the Capture and Optimization of Research Data (CORD) platform of the Centre for Outcomes Research and Evaluation (CORE). CORD provides researchers with expert support, technical…
Added 3 hours ago
Account Executive, Enterprise
Solink
Remote, Canada
$260,000 to $350,000 CAD / year
Full-time · Remote
Our cloud-based platform integrates seamlessly with your existing cameras and systems, turning them into intelligent sensors that detect and interpret key moments. This empowers teams to…
Added 3 hours ago
Civil Designer / EIT – Technology & Innovation Lead
Torus Talent
Vancouver, BC · Greater Vancouver, BC
$80,000 to $120,000 CAD / year
Full-time
…combines civil drawings and 3D modelling with the opportunity to lead AI adoption and other improvements across the…
Added 4 hours ago
Manager, Engineering – Accounts
TD
Toronto, ON
Full-time
Investment Management, Retail Wealth is seeking an experienced and highly motivated Engineering Manager, to lead Account Pods enabling the next generation Investment platform and enhancing…
Added 4 hours ago
Senior Manager, Engineering & Build
Royal Bank of Canada
Toronto, ON
Full-time
Application Development, Application Integrations, Application Maintenance, Applications Architecture, Big Data Management, Cloud Computing, Commercial Acumen, Data Warehousing (DW),…
Added 5 hours ago
Développeur.se de logiciels sénior.e - Plate-forme de capture multimodale / Senior Software Developer - Multimodal Capture Platform
Electronic Arts (EA)
Vancouver, BC
Full-time
As a Senior Software Engineer, you will own the architecture and development of a shared platform for capturing synchronized, multimodal data from EA game engines. You will create the…
Added 5 hours ago
Développeur.se de logiciels sénior.e - Intégration du jeu et fiabilité de la capture / Senior Software Developer - Game Integration & Capture Reliability
Electronic Arts (EA)
Vancouver, BC
Full-time
As a Senior Software Engineer, you will integrate EA's shared game-data capture technology into production game codebases and establish the systems that make instrumented title builds…
Added 5 hours ago
Développeur.se de logiciels sénior.e - Plate-forme de capture multimodale / Senior Software Developer - Multimodal Capture Platform
Electronic Arts (EA)
Montreal, QC
Full-time
As a Senior Software Engineer, you will own the architecture and development of a shared platform for capturing synchronized, multimodal data from EA game engines. You will create the…
Added 5 hours ago
Software Engineer III
LodgeLink
Calgary, AB
Full-time
As part of the Software Engineering team, you will join an agile, audacious, inventive, collaborative, and dependable group with a bold vision for solving business problems through…
Added 5 hours ago
Développeur.se de logiciels sénior.e - Intégration du jeu et fiabilité de la capture / Senior Software Developer - Game Integration & Capture Reliability
Electronic Arts (EA)
Montreal, QC
Full-time
As a Senior Software Engineer, you will integrate EA's shared game-data capture technology into production game codebases and establish the systems that make instrumented title builds…
Added 5 hours ago
Directeur.trice technique - Capture de données de jeu / Technical Director - Game Data Capture
Electronic Arts (EA)
Montreal, QC
Full-time
As a Technical Director, you will lead the technical strategy for capturing research data from EA game sources. You will define how dedicated title streams, shared instrumentation, capture…
Added 6 hours ago
Senior Design Electrical Engineer
Fluor
Vancouver, BC
Full-time
…value and technical competence. This position serves as an Area Lead or Lead on assigned projects or performs complex to difficult engineering assignments, evaluates, selects, and applies…
Added 6 hours ago
Worldwide Sales Cloud & AI Global Lead
Microsoft
Toronto, ON
Full-time
The Microsoft Cloud is the most comprehensive and trusted cloud platform in the industry – spanning cutting-edge solutions in Security, Workplace AI, AI Business Process, and Azure. In…
Added 6 hours ago
Manager, Engineering – Accounts
TD
Toronto, ON
Full-time
Investment Management, Retail Wealth is seeking an experienced and highly motivated Engineering Manager, to lead Account Pods enabling the next generation Investment platform and enhancing…
Added 6 hours ago
Enhesa Product Architect
W3Global
Canada
Contract
Configure EHS and ESG platform modules - including ESG & Sustainability Management, Waste Management, Audit Management, Management of Change (MOC), Training Management, Compliance Tracking,…
Added 6 hours ago
AWS Data Engineer
Apptoza Inc.
Toronto, ON
Contract
Lead the design, development, and enhancement of cloud-native data engineering frameworks on AWS.
Added 6 hours ago
Customer Retention Specialist
Jobber
Toronto, ON
Full-time
…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…
Added 6 hours ago
Retention Specialist
Jobber
Toronto, ON
Full-time
…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…

Jobber

Retention Specialist

AB, Canada
Edmonton, AB, Canada

Pay: This role comes with a fixed compensation structure of $58,300.
Job type: Full-time
Apply by: Oct 23, 2026
Posting language: English
Posted: Sep 23, 2026

Apply About employer

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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 About employer

More about this job

Responsibilities

Engage at-risk customers through inbound and outbound calls and scheduled value sessions to identify the causes of churn risk and recommend tailored solutions that help them succeed with Jobber. Protect recurring revenue, share customer insights with cross-functional teams, and contribute to improvements in retention strategy and the customer experience.

Requirements

Candidates should have a track record in high-volume customer-facing work, strong communication and problem-solving skills, and the ability to understand customer challenges and connect product capabilities to practical solutions. They should be resilient, adaptable, accountable, comfortable using modern software tools, and interested in using AI tools to improve productivity and insight generation.

Skills

Customer Retention
Consultative Selling
Customer Success
Active Listening
Verbal Communication
Problem-Solving
Root Cause Analysis
Conflict Resolution
Product Knowledge
Customer Training
Workflow Optimization
Churn Risk Analysis
Revenue Retention
Adaptability
AI Tool Proficiency

Benefits

Equity Rewards
Health And Wellness Stipends
Retirement Savings Matching
Extended Health Benefits
Fully Paid Health Premiums
Stock Options
Career Coaching
Learning And Leadership Programs

Visa sponsorship

Not detected in the job text

Keywords

Customer Retention
Customer Success
Churn Risk
Recurring Revenue
Inbound Calls
Outbound Calls
Value Sessions
Account Health Indicators
Product Usage Patterns
Feature Adoption
Workflow Optimization
Customer Training
Best Practices
Consultative Conversations
Root Cause Analysis
Retention Strategy
Customer Experience
Cross-Functional Collaboration
Jobber
Cloud-Based Software
AI Tools
Revenue Retention

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