Jobber

SaaS

RetentionSpecialist

CA$65–85k ~AI est. Vancouver, British Columbia, Canada FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Retention Specialist at Jobber. Skills: Customer retention, Customer success, Value realization. Engage customers at risk of cancellation. Identify solutions for customer success”

What You'll Achieve.

Save rate; Customer retention; Long-term customer success; Recurring revenue retention

Industry & Context.

SaaS
Problems you'll solve

Root cause analysis; Troubleshooting

Eligibility Requirements

Monday to Friday 11am to 8pm MT, 1pm to 10pm ET

What They're Looking For.

Must Have

At least 1 day per week in office

What You'll Do.

Engage customers at risk of cancellation

Identify solutions for customer success

Conduct proactive outbound retention calls

Help customers address challenges

Facilitate scheduled value sessions

Help customers unlock full value

Use consultative diagnostic approach

Uncover root causes behind churn risk

Ask the right questions

Interpret product usage patterns

Interpret account health indicators

Recommend solutions for customer barriers

Protect and retain recurring revenue

Influence customer decisions

Guide at-risk customers toward solutions

Reinforce long-term value of subscription

Exercise sound judgment

Make decisions in complex situations

Balance customer needs with business outcomes

Drive best possible retention result

Partner with cross-functional teams

Share insights from retention conversations

Identify churn trends

Contribute to customer experience improvements

Contribute to long-term retention strategy

Identify patterns in churn drivers

Influence cross-functional improvements

How You'll Work.

Team & Collaboration

Customer Success; Support; Product; Billing; Cross-functional teams

Communication Scope

Consultative conversations; Value sessions

Full 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, pro

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