Olympus Insurance Jobs Hiring Now
Olympus Insurance is hiring for 7 open roles on Migrate Mate as of July 16, 2026, concentrated in business development and consulting & professional services. Migrate Mate updates Olympus Insurance's live openings daily. Olympus Insurance is a regional insurance carrier offering property and casualty coverage products to policyholders.
Find Olympus Insurance JobsOverview
Olympus Insurance hiring data on Migrate Mate, as of July 16, 2026.
- Open jobs
- 7
- Top team
- Business Development
- Seniority
- Mid to senior level
- Work type
- 14% remote or hybrid
- Top location
- Jacksonville
Open Roles at Olympus Insurance
Showing 7 of 7+ Olympus Insurance jobs
Director of Enterprise Applications & Innovation
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Added 6d ago
Olympus Insurance
Director of Enterprise Applications & Innovation
Jacksonville, Florida
Added 6d ago
IT Support Engineer
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Added 6d ago
Olympus Insurance
IT Support Engineer
Jacksonville, Florida
Added 6d ago
Regional Sales Manager – Remote (Southeast Territory)
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Added 1w ago
Olympus Insurance
Regional Sales Manager – Remote (Southeast Territory)
Remote
Added 1w ago
Human Resources Generalist
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Added 2w ago
Olympus Insurance
Human Resources Generalist
Jacksonville, Florida
Added 2w ago
Chief Financial Officer
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Added 1mo ago
Olympus Insurance
Chief Financial Officer
Jacksonville, Florida
Added 1mo ago
Vice President of Actuarial Services
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Added 1mo ago
Olympus Insurance
Vice President of Actuarial Services
Jacksonville, Florida
Added 1mo ago
Associate Actuary
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Added 1mo ago
Olympus Insurance
Associate Actuary
Jacksonville, Florida
Added 1mo ago
Added 6d ago
Director of Enterprise Applications & Innovation
Olympus Insurance·Jacksonville, Florida
Job functions:
Master's degree
51-200 employees
Job Description
Job Title: Director of Enterprise Applications & Innovation (Application Development & AI)
Reports to: VP of Information Technology
Direct Reports: Yes
Location: Jacksonville Office
Position type: Full-Time
FLSA Status: Exempt, Salaried
Normal Working Hours: Monday-Friday, 8:00AM-5:00PM
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 collaborative, people-first culture built on growth, accountability, and connection. Think Ahead. Think Olympus.
What Olympus Offers
We extend our signature White Glove Service to our employees through a comprehensive total rewards package, including:
- Employer-sponsored medical, dental, and vision plans
- Company-paid life insurance, short-term disability, and long-term disability
- 401(k) with company match
- Paid Time Off to include annual PTO, Holidays, Floating Holidays, and Volunteer Time Off
- Education Assistance Program and ongoing professional development opportunities
- Wellness Lunch N Learns
- Employee perks such as pet insurance, discount programs, and a welcoming office environment
At Olympus, we empower you to grow, contribute, and thrive both professionally and personally.
What You’ll Do
Technology is transforming the insurance industry and at Olympus, you'll help lead what's next.
As our Director of Enterprise Applications & Innovation, you'll shape the technology strategy behind the applications our employees, agents, and customers rely on every day. You'll lead a talented development team while driving digital transformation, modern application architecture, AI adoption, and enterprise innovation across the organization.
This is more than an application development leadership role. It's an opportunity to influence how technology accelerates business growth, improves operational efficiency, and creates better experiences for employees and customers alike. If you're energized by building high-performing teams, solving complex business challenges, and bringing innovative ideas to life, this role is for you.
Key Responsibilities
Lead a High-Performing Engineering Team
Build, coach, and inspire a team of application developers while fostering a culture of collaboration, accountability, innovation, and continuous improvement. Guide software delivery from strategy through execution while maintaining high standards for quality and performance.
Shape Our Technology Future
Define the technical vision for enterprise applications, architecture, software development, and modernization initiatives. Lead the evolution of our development practices through Agile methodologies, DevOps, CI/CD, cloud technologies, and scalable engineering standards.
Drive Innovation Through AI & Automation
Identify opportunities to leverage artificial intelligence, automation, and emerging technologies to improve business processes, developer productivity, customer experience, and operational performance. Lead pilot programs, evaluate new technologies, and help bring innovative ideas into production responsibly.
Partner with Business Leaders
Serve as a strategic technology advisor to executive leadership and business partners. Translate business objectives into scalable technology solutions while balancing innovation, risk, cost, and long-term value.
Deliver Business Value
Oversee enterprise technology investments, vendor partnerships, and strategic initiatives that strengthen Olympus' technology ecosystem while ensuring projects are delivered securely, efficiently, and with measurable business impact.
What You'll Bring
- Bachelor's degree in Computer Science, Engineering, Information Systems, or a related field (Master's preferred).
- 15+ years leading enterprise application development, software engineering, or technology organizations.
- Experience building and mentoring high-performing engineering teams.
- Deep expertise in software architecture, cloud technologies, DevOps, Agile delivery, and enterprise application development.
- Experience implementing AI, automation, machine learning, or other emerging technologies in a business environment.
- Strong executive presence with the ability to influence across technical and business teams.
- Experience managing vendors, technology investments, and enterprise technology strategy.
- Strong business acumen with experience developing business cases, measuring ROI, and aligning technology investments to organizational goals.
- Insurance or financial services experience is a plus.
EEO Compliance
Olympus Insurance Company is an equal opportunity employer committed to fostering a diverse, inclusive, and respectful workplace. We prohibit discrimination and harassment of any kind based on race, color, religion, national origin, sex (including pregnancy, childbirth, and related medical conditions), age, disability, genetic information, marital status, sexual orientation, gender identity or expression, veteran or military status, or any other protected characteristic under federal, state, or local law.
Agency Disclaimer:
This job posting is not intended to solicit resumes from staffing agencies. Any unsolicited resumes sent to this posting, to employees, or to the Company without a valid written and signed agreement from Human Resources will be considered the property of the Company, and no fees will be paid.
This job posting is not intended to solicit resumes from staffing agencies. Any unsolicited resumes sent to this posting, to employees, or to the Company without a valid written and signed agreement from Human Resources will be considered the property of the Company, and no fees will be paid.
This position will remain open until September 10, 2026, or until a sufficient pool of qualified candidates has been identified.
Olympus Insurance
Director of Enterprise Applications & Innovation
Jacksonville, Florida
Added 6d ago51-200 employees
Job functions:
Master's degree
Job Description
Job Title: Director of Enterprise Applications & Innovation (Application Development & AI)
Reports to: VP of Information Technology
Direct Reports: Yes
Location: Jacksonville Office
Position type: Full-Time
FLSA Status: Exempt, Salaried
Normal Working Hours: Monday-Friday, 8:00AM-5:00PM
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 collaborative, people-first culture built on growth, accountability, and connection. Think Ahead. Think Olympus.
What Olympus Offers
We extend our signature White Glove Service to our employees through a comprehensive total rewards package, including:
- Employer-sponsored medical, dental, and vision plans
- Company-paid life insurance, short-term disability, and long-term disability
- 401(k) with company match
- Paid Time Off to include annual PTO, Holidays, Floating Holidays, and Volunteer Time Off
- Education Assistance Program and ongoing professional development opportunities
- Wellness Lunch N Learns
- Employee perks such as pet insurance, discount programs, and a welcoming office environment
At Olympus, we empower you to grow, contribute, and thrive both professionally and personally.
What You’ll Do
Technology is transforming the insurance industry and at Olympus, you'll help lead what's next.
As our Director of Enterprise Applications & Innovation, you'll shape the technology strategy behind the applications our employees, agents, and customers rely on every day. You'll lead a talented development team while driving digital transformation, modern application architecture, AI adoption, and enterprise innovation across the organization.
This is more than an application development leadership role. It's an opportunity to influence how technology accelerates business growth, improves operational efficiency, and creates better experiences for employees and customers alike. If you're energized by building high-performing teams, solving complex business challenges, and bringing innovative ideas to life, this role is for you.
Key Responsibilities
Lead a High-Performing Engineering Team
Build, coach, and inspire a team of application developers while fostering a culture of collaboration, accountability, innovation, and continuous improvement. Guide software delivery from strategy through execution while maintaining high standards for quality and performance.
Shape Our Technology Future
Define the technical vision for enterprise applications, architecture, software development, and modernization initiatives. Lead the evolution of our development practices through Agile methodologies, DevOps, CI/CD, cloud technologies, and scalable engineering standards.
Drive Innovation Through AI & Automation
Identify opportunities to leverage artificial intelligence, automation, and emerging technologies to improve business processes, developer productivity, customer experience, and operational performance. Lead pilot programs, evaluate new technologies, and help bring innovative ideas into production responsibly.
Partner with Business Leaders
Serve as a strategic technology advisor to executive leadership and business partners. Translate business objectives into scalable technology solutions while balancing innovation, risk, cost, and long-term value.
Deliver Business Value
Oversee enterprise technology investments, vendor partnerships, and strategic initiatives that strengthen Olympus' technology ecosystem while ensuring projects are delivered securely, efficiently, and with measurable business impact.
What You'll Bring
- Bachelor's degree in Computer Science, Engineering, Information Systems, or a related field (Master's preferred).
- 15+ years leading enterprise application development, software engineering, or technology organizations.
- Experience building and mentoring high-performing engineering teams.
- Deep expertise in software architecture, cloud technologies, DevOps, Agile delivery, and enterprise application development.
- Experience implementing AI, automation, machine learning, or other emerging technologies in a business environment.
- Strong executive presence with the ability to influence across technical and business teams.
- Experience managing vendors, technology investments, and enterprise technology strategy.
- Strong business acumen with experience developing business cases, measuring ROI, and aligning technology investments to organizational goals.
- Insurance or financial services experience is a plus.
EEO Compliance
Olympus Insurance Company is an equal opportunity employer committed to fostering a diverse, inclusive, and respectful workplace. We prohibit discrimination and harassment of any kind based on race, color, religion, national origin, sex (including pregnancy, childbirth, and related medical conditions), age, disability, genetic information, marital status, sexual orientation, gender identity or expression, veteran or military status, or any other protected characteristic under federal, state, or local law.
Agency Disclaimer:
This job posting is not intended to solicit resumes from staffing agencies. Any unsolicited resumes sent to this posting, to employees, or to the Company without a valid written and signed agreement from Human Resources will be considered the property of the Company, and no fees will be paid.
This job posting is not intended to solicit resumes from staffing agencies. Any unsolicited resumes sent to this posting, to employees, or to the Company without a valid written and signed agreement from Human Resources will be considered the property of the Company, and no fees will be paid.
This position will remain open until September 10, 2026, or until a sufficient pool of qualified candidates has been identified.
Job Roles at Olympus Insurance
Business Development2 jobs
Consulting & Professional Services1 jobs
Data Analytics1 jobs
Compensation & Benefits1 jobs
Account Management1 jobs
Accounting1 jobs
Working at Olympus Insurance
Olympus Insurance's 7 open roles are mid to senior level, and about 14% are remote or hybrid. The most active teams are business development, consulting & professional services, and data analytics. Olympus Insurance is a regional insurance carrier focused on property and casualty products. Open positions span actuarial, finance, technology, sales, and human resources functions, reflecting a company that operates both field-facing and corporate support teams. Most Olympus Insurance roles are based in Jacksonville and Remote.
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Browse jobs by roleOlympus Insurance Jobs: Frequently Asked Questions
How many jobs is Olympus Insurance hiring for right now?
Olympus Insurance is hiring for 7 open roles on Migrate Mate as of July 16, 2026, updated daily, concentrated in business development and consulting & professional services. Positions span actuarial, finance, technology, sales, and human resources, ranging from individual contributor to senior leadership levels. Migrate Mate reflects Olympus Insurance's current openings as they are posted.
What kinds of roles does Olympus Insurance hire for?
The most active teams are business development, consulting & professional services, and data analytics. Olympus Insurance recruits across actuarial sciences, finance and accounting, enterprise technology, sales management, and HR, with postings that are mid to senior level. Recent listings have included associate and senior actuary positions, technology support, director-level application roles, and C-suite finance leadership, reflecting both technical and operational hiring needs.
Are Olympus Insurance jobs remote or in-person?
Mostly on-site. About 14% of Olympus Insurance's open roles on Migrate Mate are remote or hybrid as of July 16, 2026, with the rest based in Jacksonville. Each Olympus Insurance listing shows its work location so you can filter before applying.
How do I apply to a job at Olympus Insurance?
Find a Olympus Insurance role on Migrate Mate, then follow the listing link through to Olympus Insurance's own application process. Olympus Insurance manages its hiring directly, so candidates submit materials and hear back through the company's own channels. Migrate Mate keeps Olympus Insurance's listings current so you can identify open roles before applying.
Does Olympus Insurance hire entry-level?
Most of Olympus Insurance's open roles on Migrate Mate are mid to senior level as of July 16, 2026. Entry-level openings are limited. Check individual Olympus Insurance listings for stated experience requirements.
Where is Olympus Insurance hiring?
Most Olympus Insurance roles are based in Jacksonville and Remote, and about 14% offer remote or hybrid work as of July 16, 2026. Migrate Mate shows the location on each listing.