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Retention Operations Jobs (NOW HIRING)

Outdoorsy

Chief AI Growth Officer

San Francisco, CA · On-site

Retention * Marketplace liquidity * Pricing optimization * Sales productivity * Operational efficiency * Embedding and distribution * Opening of new channels * Build scalable AI-enabled growth loops ...

Outdoorsy

Chief AI Growth Officer

San Francisco, CA · On-site

Retention * Marketplace liquidity * Pricing optimization * Sales productivity * Operational efficiency * Embedding and distribution * Opening of new channels * Build scalable AI-enabled growth loops ...

w3r Consulting

Cust Contract Spec

Columbus, OH · On-site

Responsible to Customer Contract management for the integrity of provisioning system performance, and the delivery of world-class enrollment, account management and customer retention operations that ...

Emerging Blue Jobs

Assistant Store Director

Oxford, MS · On-site

Help identify opportunities to improve conversion, units per transaction, and customer retention Operations & Inventory * Assist in managing daily store operations including scheduling, merchandising ...

1-800-No-Fault

Audit Account Manager

Miami, FL · On-site

... o retention operations · Advanced Google Sheets / CRM proficiency · Experience handling escalations and law-firm facing communications · Strong boundary management and professionalism under ...

Whitecap

Analyst, Trading & Operations

New York, NY · On-site

$95K/yr

Execute retained operations functions such as fund setup in ClearPar, SSI setup in ADFlow, and KYC pre-approvals with agent banks. * Provide daily operational support to U.S. and U.K. Loan Trading ...

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Retention Operations information

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$22K

$61.4K

$85.5K

How much do retention operations jobs pay per year?

As of Jun 22, 2026, the average yearly pay for retention operations in the United States is $61,368.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,000.00 and $74,500.00 per year, depending on experience, location, and employer.

What are the primary challenges faced in a Retention Operations role, and how can they be effectively managed?

One of the main challenges in Retention Operations is balancing customer satisfaction with company goals, especially when addressing customer concerns or preventing churn. Professionals in this role often need to analyze customer feedback, identify trends, and collaborate with cross-functional teams such as Customer Success and Product to implement effective retention strategies. Effective communication and adaptability are crucial, as priorities can shift quickly based on customer needs or business objectives. Building strong relationships with both customers and internal stakeholders helps ensure solutions are aligned and sustainable.

What are Retention Operations?

Retention Operations refers to the processes, strategies, and teams focused on keeping customers engaged and reducing churn within a business. These operations typically involve analyzing customer behavior, identifying at-risk customers, and implementing targeted interventions such as personalized communications, special offers, or improved customer support. The goal is to maximize customer lifetime value and ensure long-term loyalty. Retention Operations teams work closely with sales, marketing, and customer service departments to coordinate efforts and measure the effectiveness of retention initiatives.

What is the 70 30 rule in hiring?

The 70/30 rule in hiring suggests that 70% of the hiring decision should be based on skills and experience, while 30% should consider cultural fit and potential. For retention operations roles, balancing technical qualifications with interpersonal skills is essential to improve employee retention and engagement.

Which 3 jobs will survive AI?

Retention Operations professionals focus on customer retention strategies and data analysis, skills that are less likely to be fully automated due to the need for human judgment and relationship management. Jobs that involve complex problem-solving, emotional intelligence, and strategic decision-making—such as customer success managers, data analysts, and operations managers—are expected to persist alongside AI advancements. These roles often require a combination of technical skills and interpersonal abilities that AI cannot easily replicate.

What skills do you need to be a retention specialist?

A retention specialist needs strong communication and interpersonal skills to engage customers effectively. They should have analytical abilities to interpret data, proficiency with customer relationship management (CRM) tools, and problem-solving skills to address client concerns and improve retention strategies.

What jobs pay $10,000 a month without a degree?

Retention Operations roles typically do not pay $10,000 a month without specialized experience or skills. High-paying jobs that can reach this level without a degree often include sales, real estate, skilled trades, or entrepreneurship, which rely on performance, certifications, or business acumen rather than formal education.

What are the key skills and qualifications needed to thrive in Retention Operations, and why are they important?

To thrive in Retention Operations, you need strong analytical abilities, customer lifecycle understanding, and experience with retention strategies, often supported by a background in business or marketing. Familiarity with CRM systems, data analytics tools like Excel or Tableau, and marketing automation platforms is typically required. Excellent communication, problem-solving, and relationship-building skills help professionals connect with customers and collaborate across teams. These skills are crucial for effectively reducing churn, maximizing customer value, and driving long-term business growth.

What is the difference between Retention Operations vs Customer Success Specialist?

AspectRetention OperationsCustomer Success Specialist
Primary FocusOptimizing retention strategies and processesBuilding customer relationships and ensuring satisfaction
Skills & CertificationsData analysis, CRM tools, process improvementCommunication, relationship management, product knowledge
Work EnvironmentData-driven, cross-departmental collaborationCustomer-facing, account management
Industry UsageCommon in SaaS, subscription servicesCommon in SaaS, tech, and service industries

Retention Operations focuses on analyzing data and implementing strategies to reduce churn, while Customer Success Specialists engage directly with customers to ensure satisfaction and loyalty. Both roles are vital in customer retention but differ in approach and daily activities.

More about Retention Operations jobs
What job categories do people searching Retention Operations jobs look for? The top searched job categories for Retention Operations jobs are:
Retention Operations jobs near you
Chief AI Growth Officer

Chief AI Growth Officer

Outdoorsy

San Francisco, CA • On-site

Full-time

Medical, PTO

Posted 26 days ago

Job description

Position Summary
The Chief AI Growth Officer (CAIGO) is responsible for driving the execution of the company's strategy through the application of artificial intelligence across product, marketing, customer acquisition, channel expansion, revenue generation, retention, operations, product innovation, and automation. The role is responsible for architecting, building and leading AI-driven business acceleration across all functions. The company operates an AI native mobility platform with a marketplace for recreational and travel assets, called "Outdoorsy", a marketplace for Autos, EVs and AVs called "Ride", an AI insurance platform marketed under the brand "Roamly", and a vertically integrated SaaS mobility management system called "Wheelbase" and an AI innovation lab called "Roamly Labs".
This executive combines the responsibilities of customer acquisition, growth leadership, AI transformation, product strategy, and operational scaling. The role sits at the intersection of revenue, data, marketing, product, sales, engineering, and customer experience.
The CAIGO reports to the CEO and partners with the executive leadership team to build, and operationalize AI-native growth systems that create a durable competitive advantage.
Hybrid/Onsite in Austin, Texas or Bay Area, CA (preferred)
Requirements
Core Responsibilities:
AI-Driven Growth Strategy
  • Develop and execute the company's AI-powered growth strategy.
  • Create opportunities where AI can improve:
    • Customer acquisition
    • Conversion rates
    • Retention
    • Marketplace liquidity
    • Pricing optimization
    • Sales productivity
    • Operational efficiency
    • Embedding and distribution
    • Opening of new channels
  • Build scalable AI-enabled growth loops across the organization.

Revenue & Go-to-Market Optimization
  • Apply AI to improve:
    • Demand generation
    • Personalization
    • Lead scoring
    • Sales automation
    • Customer segmentation
    • Dynamic pricing
    • Revenue forecasting
  • Oversee AI-enhanced growth channels, including:
    • Lifecycle marketing
    • SEO/content automation
    • Paid acquisition optimization
    • Conversational commerce
    • AI agents for sales and support

AI Product & Platform Innovation
  • Partner with Product and Engineering to launch AI-native experiences.
  • Drive development of:
    • Recommendation systems
    • Predictive analytics
    • AI copilots
    • Voice and conversational interfaces
    • Autonomous workflow systems
    • Marketplace intelligence tools
  • Evaluate emerging AI technologies and vendor ecosystems.

Data & Experimentation
  • Build a rigorous culture of experimentation using Agentic systems and tools.
  • Establish metrics and KPI frameworks for:
    • Growth efficiency
    • Model performance
    • Acquisition and channel optimization
    • Embedding, Retention and LTV
    • AI adoption across all functions
  • Leverage first-party data to create defensible growth advantages.

Operational Automation
  • Identify opportunities to reduce operational costs through AI automation.
  • Implement AI systems across:
    • Customer acquisition growth throughout marketing operations
    • Internal productivity
    • Customer support
    • Claims and underwriting workflows
    • Finance and reporting
  • Drive organizational productivity improvements using Agentic systems

Cross-Functional Leadership
  • Align Growth, Product, Data, Engineering, Marketing, and Operations teams around AI initiatives.
  • Create governance frameworks for responsible AI deployment.
  • Train and lead executives and the board on AI strategy and competitive implications.

Key Metrics Owned
  • Customer acquisition and retention
  • Channels, partnerships and embedding distribution
  • AI-driven Cost Savings
  • Automation Efficiency Gains
  • AI Native Product development
  • Marketing Efficiency Ratio (MER)
  • Marketplace Liquidity Metrics
  • Experiment Velocity
  • Forecast Accuracy

Qualifications:
  • 4+ years in growth, product, AI, marketplace, or digital transformation leadership roles.
  • Demonstrated experience scaling high-growth technology businesses.
  • Deep understanding of:
    • Generative AI
    • Machine learning systems
    • AI agents and automation
    • Growth marketing
    • Data analytics
    • Marketplace dynamics
  • Experience leading growth functions and teams.
  • Hard-core operational and analytical rigor.
  • Ability to communicate technical AI concepts to non-technical stakeholders.

Preferred Background
  • Agentic systems, Marketplace, SaaS, fintech, mobility, travel, or insurtech experience
  • Experience implementing AI at enterprise scale
  • Familiarity with:
    • LLM infrastructure
    • Agentic workflows
    • Vector databases
    • Growth automation platforms
    • Data warehouses and BI tools

Benefits
Why You'll Love Working Here
  • Competitive Compensation: Competitive base salary commensurate with experience.
  • Growth Opportunity: Architect a world-first protocol for the largest disruption in the history of insurance.
  • Ground Zero of Autonomy: Work from our Austin HQ, the global hub of the autonomous revolution.
  • Comprehensive Benefits: (Standard Outdoorsy Group benefits apply, including 100% paid medical and flexible PTO).
  • Work-Life Balance: Enjoy RV rental discounts and a culture that values the very outdoor lifestyle we enable.

Apply