Retention Specialist
Posted 3ds ago
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Job Description
Retention Specialist saving high-value customer accounts for a data-driven real estate and home-services lead provider. Building retention plans, coaching success teams, and protecting recurring revenue.
Responsibilities:
- Own retention efforts for high-risk and high-value customer accounts using account health, usage, support history, payment activity, and customer feedback
- Proactively reach out to customers showing signs of dissatisfaction or potential cancellation
- Develop account-specific retention plans outlining problems, required actions, responsible parties, and follow-up timelines
- Act as the primary escalation point for complex, sensitive, or high-value cancellation situations
- De-escalate challenging customer conversations using a consultative, solutions-focused approach
- Work cross-functionally with Operations, Product, Billing, Sales, and Customer Success to resolve underlying customer issues
- Document retention conversations, action plans, outcomes, and customer feedback in the CRM
- Coach Customer Success Managers on early-stage churn risk, objection handling, discovery, and escalation
- Turn recurring cancellation insights into retention playbooks, SOPs, and customer-experience improvements
- Identify expansion opportunities within retained accounts after core concerns are addressed
Requirements:
- 3–5+ years of experience in Customer Success, Account Management, Retention, or another B2B customer-facing role
- Proven ability to successfully retain customers who are considering canceling or leaving
- Strong de-escalation, negotiation, and consultative communication skills
- Comfortable having difficult conversations and addressing customer concerns directly and professionally
- Experience coaching, mentoring, or training customer-facing team members
- Strong problem-solving skills with the ability to identify root causes rather than simply address symptoms
- Comfortable working in a CRM and using customer/account data to determine priorities and build action plans
- Strong organizational skills and the ability to manage multiple high-priority accounts and follow-ups simultaneously
- Experience building or improving playbooks, SOPs, workflows, or customer-facing processes is a plus
- Experience with subscription/SaaS, lead generation, real estate investors, small-business customers, or familiarity with churn and NRR metrics is a plus
Benefits:
- Performance Bonus
- Comprehensive paid training and onboarding
- Employer-paid Medical, Dental, and Vision insurance
- 401(k) with company match
- Fully remote position
- Long-term growth opportunities
- Performance bonuses tied to customer retention, revenue protection, account expansion, and customer satisfaction
- Opportunity to make a direct impact on company growth and recurring revenue
- Collaborative, high-performing leadership team
- Career advancement opportunities within a rapidly growing organization

















