Job Title: Sr. Manager of Customer Strategy & Operations

Location: U.S. Remote – preferred US-based time zones, CST or EST

Company Description:

CYPHER Learning is leading the necessary disruption of learning platforms to unleash human potential with modern learning experiences. We exist to ignite lifelong learning passions through personalized, engaging, and limitless learning experiences for all, giving L&D pros and educators more time to teach and train, building human connection into everything we do, and delivering tailored learning experiences that are meaningful and measurable. We are a fast-growing company with a passion for education and technology.

Position Overview:

The Senior Manager of Customer Strategy & Operations will lead the design and optimization of the customer lifecycle at CYPHER Learning, driving revenue growth through scalable systems, actionable analytics, and process transformation. This role serves as a key connector across Sales, Marketing, Customer Success, and Finance—ensuring alignment, efficiency, and performance across each stage of customer engagement. You bring deep experience in B2B SaaS operations, customer lifecycle strategy, and data-driven decision-making. You have successfully supported C-level leaders with insights, reporting, and action plans that improve retention, conversion, and expansion. Your expertise spans CRM transformation, revenue systems management (Salesforce, NetSuite, HubSpot, Tableau), and operational rigor that unlocks growth at scale.

What You Will Do:

● Define and operationalize a unified customer strategy across the full lifecycle—from acquisition through expansion—leveraging data to uncover friction points, conversion gaps, and retention opportunities by segment, region, channel, ACV, and product line.

● Lead the administration, optimization, and transformation of customer operations systems (Salesforce, HubSpot, Tableau) to enable clean data architecture, automation, and scalable workflows across Marketing, Sales, and Customer Success.

● Serve as a strategic partner to executive leadership by delivering high-impact analysis, insights, and recommendations that shape customer strategy and drive revenue outcomes.

● Build and maintain performance dashboards and reporting frameworks that provide real-time visibility into pipeline health, customer engagement, and lifecycle performance.

● Establish and own KPIs for the revenue organization tied to lead quality, sales velocity, conversion, customer retention, and expansion, ensuring full alignment with business goals.

● Drive ongoing improvements to forecasting models and revenue planning processes in partnership with Finance and the CRO, informed by leading indicators and operational benchmarks.

● Champion cross-functional collaboration by aligning lifecycle initiatives across Sales, Marketing, Customer Success, and Finance to ensure coordinated execution and measurable impact.

● Identify and lead continuous improvement initiatives that streamline operations, eliminate inefficiencies, and support the company's growth and scale objectives.

Your Skills & Experience:

● Bachelor’s degree in Business, Marketing, Finance, or related field; MBA or advanced degree preferred.

● Minimum of 7 years of experience in Revenue Operations, Sales Operations, or related operational roles in SaaS/B2B environments, with a focus on customer lifecycle management.

● Proven expertise with CRM systems (Salesforce, HubSpot, Tableau), customer operations platforms, analytics tools, and data management best practices.

● Strong analytical skills with a proven track record of leveraging data-driven insights to enhance pipeline health, customer success metrics, and revenue forecasting.

● Demonstrated ability to streamline complex operational processes and implement system integrations that improve efficiency and data accuracy.

● Experience managing cross-functional projects and collaborating with senior stakeholders across multiple departments.

● Exceptional communication skills with the ability to clearly articulate operational insights, strategies, and recommendations to executive audiences.

● Highly organized, detail-oriented, and capable of managing multiple priorities in a fast-paced environment.

Our Values:

● Curiosity: Continues learning to stay agile and innovative.

● Connection: Embracing and celebrating our differences.

● Empowerment: Rewarding positive people-centric behaviors and decisions.

● Potential: Challenging the status quo and pushing for what is possible.

● Impact: Making a positive impact for our clients and communities around the world.

Equal Employment Opportunity

At CYPHER Learning, we believe diversity is essential to innovation and progress. We are committed to creating a workplace where individuals of all backgrounds, identities, and experiences are respected, included, and empowered to thrive. Our culture is built on connection, curiosity, empowerment, potential, and impact—and we know that these values are only fully realized when everyone has a seat at the table.

CYPHER Learning is proud to be an Equal Opportunity Employer. We make all employment decisions based on merit, qualifications, and business needs—without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, veteran status, genetic information, or any other protected status under applicable law.

As a global, remote-first company, we embrace flexibility and accessibility in every aspect of how we work. If you require a reasonable accommodation during the application or interview process, please contact our People team at peopleteam@cypherlearning.com. We are committed to providing an inclusive and equitable experience for every candidate.