Learning & Development Manager

Learning & Development Manager

St. Petersburg, Florida

At Rectangle Health, we believe that our team members are our most important asset. We grow our team by hiring best-in-class talent. We encourage all employees to contribute their individual talents and ideas to strengthen our team, our brand, and our services. We promote a culture that serves to empower and motivate employees beyond the standard corporate rhetoric one might see on motivational posters. Employees understand their individual roles in serving our customers, and this clarity of purpose encourages high job performance.

Position Overview:

The Learning & Development Manager, LMS & Product Training is responsible for designing, delivering, and managing enterprise learning programs that drive employee performance, product knowledge, and organizational effectiveness. This role owns the Learning Management System (LMS), manages the end-to-end learning lifecycle, and develops scalable product training programs for new hires and existing employees.

The ideal candidate combines expertise in learning technologies, instructional design, adult learning principles, training facilitation, and cross-functional collaboration. This individual serves as the bridge between Product, Operations, Revenue Teams, Customer Success, HR, and business leaders to ensure employees have the knowledge and skills required to perform effectively and support company growth.

Primary Job Duties:

Learning Management System (LMS) Ownership

• Serve as the primary administrator and subject matter expert for the LMS.
• Manage user access, learning paths, certifications, assignments, completion tracking, and reporting.
• Maintain course catalogs, curricula, and content governance standards.
• Monitor learner engagement, completion rates, compliance requirements, and system adoption.
• Provide LMS training and support to learners, managers, and content owners.

Product Training & Enablement

• Design, develop, and deliver product training programs for employees across all departments.
• Partner with Product Management and subject matter experts to translate product features, functionality, and releases into effective learning experiences.
• Create onboarding and ongoing product certification programs.
• Ensure training content remains aligned with product updates, process changes, and strategic initiatives.
• Maintain product playbooks, job aids, learning guides, and reference materials.
• Support product launches through coordinated enablement and readiness programs.

Training Design & Delivery

• Conduct training needs assessments and identify skill gaps.
• Develop instructor-led, virtual, eLearning, microlearning, and blended learning solutions.
• Facilitate engaging training sessions and workshops.
• Apply adult learning principles and instructional design methodologies to drive knowledge retention and behavior change.
• Leverage assessments, simulations, role-plays, and certifications to measure learning effectiveness.

Performance Measurement & Analytics

• Establish learning KPIs and training effectiveness metrics.
• Track training participation, certifications, learner satisfaction, knowledge retention, and business impact.
• Analyze performance trends and recommend curriculum improvements.
• Deliver recurring reporting and executive summaries to leadership.
• Measure training impact on employee productivity, onboarding success, adoption, and performance outcomes.

Content Management

• Develop and maintain learning content, SOPs, process documentation, videos, facilitator guides, and knowledge resources.
• Implement content governance processes to ensure accuracy, consistency, and version control.
• Manage external learning vendors, platforms, and content providers as needed.

Cross-Functional Partnership

• Collaborate with Product, Operations, HR, Revenue Operations, Sales Leadership, and Customer Success leaders.
• Support organizational change initiatives through communication and learning strategies.
• Build strong relationships with business stakeholders to align learning programs with organizational priorities.

Minimum Qualifications:

• Bachelor's degree required or equivalent professional experience demonstrating the knowledge, skills, and abilities necessary to perform the role.
• 5+ years of experience in Learning & Development, Training, Enablement, or Instructional Design.
• 3+ years of LMS administration experience.
• Experience managing enterprise learning programs and product training initiatives.
• Strong knowledge of adult learning theory and instructional design methodologies.
• Experience developing eLearning and blended learning content.
• Strong project management and organizational skills.
• Excellent facilitation, presentation, and communication abilities.
• Proficiency with Microsoft 365 applications and reporting tools.

Preferred Qualifications:

• Experience with LMS platforms such as Lessonly, Docebo, Cornerstone, Absorb, Workday Learning, or similar systems.
• Experience within SaaS, healthcare technology, financial technology, or other product-driven organizations.
• Knowledge of learning analytics and data visualization tools.
• Instructional Design certifications (ATD, CPTD, or equivalent).
• Experience with content authoring tools such as Articulate 360, Rise, Camtasia, or Adobe Captivate.

Success Metrics:

• LMS adoption and utilization rates
• Learner completion and certification rates
• New hire onboarding effectiveness
• Time-to-productivity reduction
• Product release readiness scores
• Training satisfaction and effectiveness ratings
• Knowledge retention and assessment results
• Stakeholder satisfaction
• Reduction in support issues related to training gaps
• Demonstrated impact on business performance metrics

Compensation & Benefits:

• $70,000 – $90,000 annual base salary (commensurate with experience)
• Competitive Medical Health Plans, Low, Mid, High.
• Employer Paid Low Medical Plan for Employee & Dependents (HSA Eligible)
• Employer Paid Dental & Vision for Employee
• Employer Paid Life Insurance for Employee
• Employer Paid Long-term Disability for Employee
• Employer Paid Hospital Confinement for Employee ~ (If enrolled in Medical)
• + Voluntary Supplemental Insurance Coverage Options
• 15 days PTO & 7 Sick Days Annually
• 10 Fixed Paid Holidays Off Annually
• 401(k) Matching up to 3%

About Us:

Rectangle Health, a leading financial technology company, empowers medical, dental and specialty practices with seamless and secure technology to drive revenue by increasing patient payments and streamlining practice management and payment processing. Since 1992, the company's innovative solutions have reduced administrative burden and rebalanced the ledger for its thousands of healthcare providers in the U.S., reliably processing billions of dollars in payments annually.

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