Senior Sales Development Training Analyst

Highmark Health•Pittsburgh, PA
•Hybrid

About The Position

Reporting to the Manager of Sales Development and Communications, the Senior Sales Development Training Analyst supports strategic training, onboarding, readiness, knowledge management, and learner support for internal sales and external vendor telesales audiences. The role helps ensure agents have the knowledge, resources, and support needed for production readiness and continued success. The position serves as the primary liaison for external vendor training programs, monitoring onboarding milestones, administering assessments, evaluating trainer effectiveness, and supporting compliance standards. It also supports internal telesales onboarding and post-training reinforcement, maintains knowledge repositories, and partners with sales leadership to improve representative productivity. The role requires proficiency across Federal Markets products, systems, and sales channels to provide backup support for Field, Retail, and Broker channels. It also develops and maintains training materials, job aids, presentations, knowledge articles, and readiness communications. The position is hybrid and based in Pittsburgh, PA; Buffalo, NY; Parkersburg, WV; or Camp Hill, PA. Travel is listed as 0%–25%. The role regularly teaches or trains others and frequently travels from the office to various work sites or between sites. A physical work site is required.

Requirements

  • Bachelor’s degree in education, communication, marketing, instructional design, or a related field, or relevant experience and/or education as determined by the company in lieu of a bachelor’s degree.
  • At least 5 years of experience with training and presentation delivery and/or sales.
  • Experience with Microsoft Office and other applicable office applications.
  • Experience with Learning Management Systems (LMS).
  • Skills in training design, training delivery, consultation, and assessment.

Nice To Haves

  • At least 3 years of insurance industry experience.
  • Experience with Articulate, Captivate, or other eLearning development systems.

Responsibilities

  • Act as the main point of contact for external vendor training programs, monitor onboarding progress, administer assessments, evaluate vendor trainer effectiveness, and ensure compliance standards are met.
  • Facilitate onboarding, readiness, and post-training reinforcement for internal sales representatives; maintain knowledge bases and partner with sales leadership to identify training gaps and improve productivity.
  • Maintain proficiency across Federal Markets products, systems, and sales channels to provide backup training, facilitation, and learner assistance during peak periods, staffing gaps, or special projects.
  • Partner with the training team and business stakeholders to triage requests, draft readiness communications, and design and maintain training materials, presentations, job aids, and knowledge articles.
  • Plan, develop, and deliver sales training curricula, including new-hire, account and lead management, and sales effectiveness training.
  • Onboard new employees in Sales and Service organizations or departments, including training on sales tracking software.
  • Conduct needs assessments, recommend development opportunities, ensure planning tasks are completed on time, and facilitate the exchange of sales resources before training delivery.
  • Collaborate with sales partners to align messaging and training rollouts, communicate inconsistencies to direct management, and execute solutions supporting organizational sales strategy.
  • Provide ongoing sales training support for strategic partnerships to advance sales goals through improved penetration and membership growth.
  • Ensure business updates, policy changes, product launches, and product changes are packaged, educated, and communicated with the appropriate communication team.
  • Perform other duties as assigned or requested.
  • Comply with the company’s code of business conduct, applicable laws and policies, HIPAA privacy requirements, and information security guidelines.

Benefits

  • Hybrid work arrangement.
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