Learning Leader - Corporate & Leadership, Professional & Personal Development
About The Position
Lasting, meaningful learning in the workplace doesn’t happen by chance - it’s intentional. It takes strategy, insight, and leadership to create experiences that help people perform at their best. As a Learning Leader in SentryU, you’ll partner with senior leaders and key stakeholders to shape a learning portfolio that drives business results and makes work easier for our associates. Your role is about more than delivering learning - it’s about understanding the business, identifying performance needs, and creating solutions that build capabilities, strengthen commitment, and connect people to each other and our culture.
Requirements
- Bachelors Degree or equivalent work experience and a minimum of 5 years of experience in a P&C insurance role or business learning professional position.
- Proven ability to align learning initiatives with business outcomes and performance metrics.
- Strong portfolio and project management, performance consulting, learning design, and facilitation skills.
- Proficiency in Microsoft Suite, including SharePoint, teams, Word, Excel, and PowerPoint.
Nice To Haves
- 7 or more years of experience preferred.
- Prior experience managing teams in a business environment is strongly preferred.
- Experience with learning technologies and learning management systems a plus.
Responsibilities
- Lead a team focused on creating learning strategies for our professional and leadership development programs, as well as for our corporate functions.
- Coach and develop others: Lead a team of learning professionals, fostering a culture of trust, growth, and high performance.
- Partner for impact: Work with senior leaders and steering committees to define learning strategies that align with business priorities and performance outcomes.
- Design for results: Manage a learning portfolio and create new learning solutions that blend formal and informal approaches—classroom, digital, social, experiential, and microlearning.
- Measure and improve: Evaluate effectiveness, monitor costs, and ensure initiatives deliver measurable value.
Benefits
- Competitive compensation
- Scheduled Hybrid work model (Monday and Friday work from home if you choose, Tuesday through Thursday in office)
- In-office workspace
- Home office equipment
- Meal Subsidy
- 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting
- Tuition Reimbursement program
- Generous Paid-Time Off plan
- Volunteer-Time off
- Group Medical, Dental, Vision, Life insurance
- Parental leave
- Health and Wellness benefits
- Well-being and Employee Assistance programs
- Sentry Foundation gift matching program
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
Associate degree
