Sr Manager, Learning & Development

About Agero:

Wherever drivers go, we’re leading the way. Agero’s mission is to rethink the vehicle ownership experience through a powerful combination of passionate people and data-driven technology, strengthening our clients’ relationships with their customers. As the #1 B2B, white-label provider of digital driver assistance services, we’re pushing the industry in a new direction, taking manual processes, and redefining them as digital, transparent, and connected. This includes: an industry-leading dispatch management platform powered by Swoop; comprehensive accident management services; knowledgeable consumer affairs and connected vehicle capabilities; and a growing marketplace of services, discounts and support enabled by a robust partner ecosystem. The company has over 150 million vehicle coverage points in partnership with leading automobile manufacturers, insurance carriers and many others. Managing one of the largest national networks of service providers, Agero responds to approximately 12 million service events annually. Agero, a member company of The Cross Country Group, is headquartered in Medford, Mass., with operations throughout North America. To learn more, visit

Note: For our technical positions, we love to get you started in person! You may be required to travel to Medford for your initial onboarding. Don't worry about the logistics - once you're hired, we handle all travel arrangements and expenses for you.

Role Description and Mission :

The Sr Manager, Learning & Development is a strategic leadership position responsible for designing and scaling the enterprise digital learning infrastructure, AI-assisted learning pathways, and continuous capability development frameworks across the organization. Working independently under the direction of the Director, Talent Management, this role partners with business leaders to align dynamic skills forecasting with personalized employee development workflows. The Senior Manager owns the creation of a leadership development strategy and curriculum, continuous optimization of learning technologies and analytics, driving employee time-to-proficiency and aligning learning outcomes with strategic business goals.

Essential Functions:

• Manager Enablement & Coaching Frameworks: Develop operational toolkits, coaching frameworks, and continuous feedback mechanisms to empower people managers to integrate ongoing development into regular team cadences.
• Curriculum Architecture & Capability Building: Direct the design and deployment of holistic learning tracks, balancing deep leadership and behavioral transformation programs with modular, searchable micro-learning performance assets.
• Learning Tech Stack Modernization: Modernize and govern the enterprise learning technology infrastructure by integrating Generative AI tools and digital talent platforms into daily operational workflows to provide real-time, context-specific performance support.
• Predictive Analytics & Impact Measurement: Establish live learning analytics dashboards to measure skill velocity, behavioral adoption, and internal mobility, translating learning outcomes into quantifiable business impact and return on investment.
• Dynamic Skills Forecasting & Inventory: Build and maintain an agile, data-driven skills inventory, partnering with business leaders to forecast technology disruptions and proactively design upskilling and reskilling pathways.

Skills, Education and Experience :

• Bachelor’s degree in Learning & Development, Organizational Development, Human Resources, or a related field or equivalent work experience. Master’s degree or relevant professional certification (e.g., CPTD, SHRM-SCP) preferred.
• 8-10 years of progressive experience in corporate learning and development, instructional design, or talent development, including experience mentoring peers or leading teams. Demonstrated experience operating modern digital talent stacks and implementing AI-driven learning tools.
• Learning Technology & AI Integration: Possesses advanced capability in building and operating modern enterprise digital talent stacks and Generative AI applications; leverages emerging technology to automate workflows and scale personalized learning.
• Adult Learning & Cognitive Fluency: Demonstrates deep mastery of adult learning theory and behavioral psychology; applies cognitive science principles to design high-impact, retention-focused learning pathways.
• Data-Driven Strategic Alignment: Skilled in translating executive KPIs and operational metrics into targeted learning interventions; builds live performance dashboards to track capability velocity and business impact.
• Strategic Stakeholder Influence: Capable of establishing strong consultative partnerships across management levels; effectively challenges legacy paradigms to align capability frameworks with enterprise objectives.
• Autonomous Program Governance: Demonstrates high initiative and independence in managing complex, concurrent learning initiatives; defines project scope, prioritizes resources, and drives initiatives from concept to execution.

Hiring In:

• United States: Arizona, California, Florida, Georgia, Illinois, Massachusetts, Michigan, Missouri, New Hampshire, New York State, New Mexico, North Carolina, Tennessee, Virginia

The anticipated closing date to submit applications for this role is December 15, 2026. Join our Greenhouse Candidate Portal to track your application status and receive instant alerts for future openings.

The base salary range presented represents the anticipated low and high end salary range for new hires in this position. Your final base salary will be determined based on factors such as work location, experience, job related skills, and relevant training and education. The range listed is just one component of the total compensation package provided by Agero to employees.

National Pay Range

$99,600—$125,000 USD

Life at Agero:

At Agero, you'll find a workplace where your unique perspective is not just welcomed, it's celebrated. We believe that our differences make us stronger, and we're committed to creating an environment where every employee feels a sense of belonging. If you're looking for a company that values your individuality, provides opportunities for growth, and champions open communication, Agero is the place for you. Join our team and help us drive the future of driver assistance, while experiencing a workplace where you can truly thrive.

Benefits Built for Well-being:

Agero’s innovation is driven by a workforce where all associates feel like they can truly thrive. Agero offers a wide range of benefits to promote well-being, encourage personal development, and ensure financial stability. Our benefits include:

• Health and Wellness: Healthcare, dental, vision, disability, life insurance, and mental health benefits for associates and their families.
• Financial Security: 401(k) plan with company match and tuition assistance to support your future goals.
• Work-Life Balance: Flexible time off, paid sick leave, and ten paid holidays annually.
  • For Contact Center Roles: Accrual of up to 3 weeks Paid Time Off per year, paid sick leave, and ten paid holidays annually.
• Family Support: Parental planning benefits to assist associates through life’s milestones.
• Bonus/Incentive Programs

Join Agero and experience a workplace that invests in your success both personally and professionally.

*Applicants must be currently authorized to work in the United States on a full‑time basis. This position is not eligible for employer visa sponsorship now or in the future.

*It is unlawful in Massachusetts to required or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.