Agency Success

Job Title: Agent Success & Training Specialist
Reports to: Vice President of Underwriting
Direct Reports: None
Location: Jacksonville Office
Position type: Full Time
Business Hours of Operation: Monday-Thursday, 8:00AM-6:00PM and Friday, 8:00AM-5:00PM
FLSA Status: Exempt

Who We Are
Olympus Insurance Company is the premier insurance partner, providing the broadest coverage and superior service for Florida homeowners since 2007. We believe that insurance is a promise, and we honor our commitment to help homeowners navigate life's inevitable storms. Becoming an Olympian means joining a vibrant and encouraging team where you can be a part of delivering the insurance experience that people deserve. Think Ahead. Think Olympus.

What Olympus Offers
At Olympus our White-Glove service extends to our team members We offer employer-sponsored medical, dental, and vision plans, along with company-paid life insurance and short- and long-term disability coverage. Secure your future with our 401K plan that includes up to 4% company match.

Enjoy a welcoming employee breakroom, paid time off, paid holidays, pet insurance, company discount programs, and opportunities for educational and professional development. With many additional perks, we’re committed to supporting your health, happiness, and career growth

What You’ll Do
The Agent Success & Training Specialist supports Olympus’ mission to deliver exceptional service to our agency partners by providing training, education, and development opportunities. This role is responsible for designing and delivering training programs for newly appointed agencies, facilitating ongoing webinars, developing educational tools, and serving as a highly visible representative of Olympus. Reporting to the Vice President of Underwriting, the Agency Training Specialist works closely with Agency Experience, Sales & Marketing, and Underwriting to ensure agents are equipped with the knowledge and resources they need to successfully represent Olympus products and services.

Key Responsibilities

• Deliver in-person and virtual training for newly appointed agencies on Olympus products, systems, and underwriting guidelines.
• Host engaging educational webinars to enhance agent knowledge.
• Create clear, effective training tools like underwriting bulletins and how-to guides.
• Coordinate logistics and materials for all training sessions.
• Build and maintain productive relationships with agency partners and internal teams.
• Update training materials based on business or system changes.
• Represent Olympus at agency visits and training events (some travel required).

• 4+ years of experience in insurance, learning & development, marketing, or related field.
• Bachelor’s degree preferred (Education, Business, Communications, or related insurance field). Equivalent experience may be considered.
• Training facilitation and public speaking experience.
• Familiarity with property and casualty insurance (preferred).
• Valid driver’s license and ability to travel for agency training.

• Strong verbal, written, and visual communication - including camera presence.
• Engaging presentation and classroom facilitation skills.
• Proficiency in Microsoft PowerPoint, Canva, and training design tools.
• Excellent time management, organization, and relationship-building abilities.
• Adaptability, professionalism, and a collaborative spirit.

Olympus Insurance Company is an equal opportunity employer that is committed to diversity and inclusion in the workplace. We prohibit discrimination and harassment of any kind based upon race, religion, color, national origin, sex, age, sexual orientation, gender identity, status of an individual with a disability, veteran status or any other characteristics protected by federal, state or local law.