Retention Strategist
About The Position
The Retention Strategist is a critical member of the Large Enterprise GTM Customer Success organization. This role is responsible for driving customer retention, managing complex renewal processes, and identifying opportunities for account growth through strategic upsell and cross-sell initiatives. The position requires a high level of business acumen, discretion, and independent judgment to influence pricing strategies, negotiate terms, and develop retention frameworks that align with organizational goals. The Retention Strategist serves as a trusted advisor to customers, ensuring long-term value and satisfaction while collaborating across multiple internal teams including Sales, Finance, Legal, and Customer Success.
Requirements
- Bachelor’s degree or equivalent experience in business, communications, or related field.
- 6+ years of experience in client-facing roles, ideally within SaaS or enterprise technology environments.
- Proven success in managing complex renewals and retention strategies with measurable results.
- Demonstrated ability to exercise discretion and independent judgment in negotiations and strategic decisions.
- Strong analytical skills with the ability to interpret data and develop actionable insights.
- Exceptional communication, presentation, and collaboration skills across multiple stakeholders.
- Experience influencing pricing strategies, migration planning, and account growth initiatives.
- Proficiency in CRM tools and forecasting methodologies for managing renewal pipelines.
Responsibilities
- Own and execute end-to-end renewal strategy, including forecasting, outreach, negotiation, and confirmation of contracts.
- Develop and continuously improve retention playbooks and processes to maximize account value and minimize churn.
- Exercise discretion in structuring complex deals, pricing adjustments, and migration strategies for high-value accounts.
- Collaborate with cross-functional teams (Finance, Legal, Sales, Customer Success) to align renewal terms with company objectives.
- Analyze competitor trends, market signals, and customer data to inform retention and expansion strategies.
- Proactively identify and generate expansion opportunities within existing accounts, including upsell, cross-sell, and add-on services.
- Handle escalations related to contract questions, negotiations, and requests, resolving issues with independent judgment.
- Maintain and report a rolling 90-day renewal forecast by segment and territory, providing strategic insights to leadership.
- Lead initiatives to improve operational efficiency by identifying process gaps and implementing solutions.
- Serve as a subject matter expert on retention strategies, providing guidance and training to internal teams as needed.
Benefits
- Health, Life, Voluntary Lifestyle benefits and other perks that enhance your physical, mental, emotional and financial wellbeing.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
