Business Details
Your Trusted Insurance Partner in Gainesville, FL
Darr Schackow Insurance Agency is a professional insurance agency with a team of experts operating across Florida and licensed in 32 additional states. Our commitment to core valuesstrength, service, and stabilityguides our approach to providing personalized insurance solutions for individuals and businesses. With offices in Gainesville, Jacksonville, Leesburg, Milton, Palm Beach Gardens, Tallahassee, and Wellington, we combine local market knowledge with nationwide reach to meet diverse insurance needs. Our team specializes in matching clients with tailored coverage options through partnerships with top-rated carriers, ensuring confidence in policy selections. We prioritize client education and stress-free experiences, focusing on long-term relationships built on trust and integrity.Our expertise spans personal lines like auto, home, and life insurance, as well as commercial coverage for industries including trucking, construction, and hospitality. By staying attuned to evolving risks, we deliver proactive solutions that protect clients' financial well-being. Our dedication to excellence has earned recognition through workplace awards and consistent client testimonials. With decades of combined experience, our leadership teamincluding CEO John Darr and COO Ray Schackowensures operational excellence while maintaining a customer-centric culture. We remain committed to adapting our services to meet the dynamic needs of families and businesses across the U.S.
Services
Auto Insurance
Homeowners Insurance
Commercial Insurance
Life/Annuity Insurance
Employee Benefits
Workers Compensation
Trucking Insurance
Flood Insurance
Renters Insurance
Umbrella Insurance
Highlights and features
- We offer coverage in Florida and 32 additional states through top-rated carriers.
- Our agents specialize in complex commercial insurance for trucking and construction industries.
- We provide personalized policy reviews to ensure ongoing coverage adequacy.
- Our team includes multi-line insurance specialists with decades of combined experience.
- We maintain 8:30 AM - 5:00 PM office hours Monday through Friday for client convenience.
Services
Auto Insurance
We provide comprehensive auto insurance coverage for personal and commercial vehicles. Our policies protect against liability, collision, and uninsured motorists while offering flexible options for classic cars, motorcycles, and recreational vehicles. Our specialists help clients in Florida and 32 other states secure competitive rates through top-rated carriers.
Commercial Insurance
Our commercial insurance solutions protect businesses against property damage, liability claims, and operational disruptions. We specialize in coverage for trucking companies, construction firms, and hospitality businesses. Policies include workers' compensation, general liability, and customized packages tailored to specific industry risks and regulatory requirements.
Homeowners Insurance
We offer standard and specialized homeowners insurance policies covering property damage, personal belongings, and liability protection. Our agents assist with flood, windstorm, and umbrella coverage options to address regional risks. Policies are available for primary residences, vacation homes, and investment properties across multiple states.
Workers Compensation
Our workers' compensation insurance provides coverage for workplace injuries and occupational illnesses. We serve diverse industries including construction, manufacturing, and trucking with policies that meet state-specific requirements. Our team helps businesses manage claims and implement safety programs to reduce workplace risks.
Employee Benefits
We design comprehensive employee benefit packages including health, dental, and retirement plans. Our consultants help businesses select cost-effective options that meet regulatory standards while supporting workforce wellness. We provide ongoing support for plan administration and employee enrollment processes.
People
John Darr
Chief Executive Officer/Owner
John Darr leads Darr Schackow Insurance Agency with over 25 years of industry experience. He oversees strategic operations and maintains carrier relationships to ensure quality coverage options. John prioritizes client satisfaction through innovative service delivery and community engagement.
Ray Schackow
Chief Operations Officer/Owner
Ray Schackow manages daily operations and team development at Darr Schackow Insurance Agency. With expertise in commercial insurance, he ensures efficient service delivery across multiple offices. Ray focuses on implementing technology solutions to enhance client experiences and streamline policy management.
Richard Rowell
Chief Financial Officer/Owner
Richard Rowell oversees financial operations and risk management strategies for Darr Schackow Insurance Agency. He ensures fiscal responsibility while developing pricing models that balance affordability with comprehensive coverage. Richard's leadership supports sustainable growth across the agency's expanding service areas.
Jordan Holmes
Branch Manager
Jordan Holmes leads the Leesburg office with expertise in commercial insurance solutions. He specializes in construction and liquor liability coverage while managing client relationships across Central Florida. Jordan's team focuses on personalized service and policy optimization for local businesses.
Kristina Bailey
Commercial Lines Account Manager
Kristina Bailey provides specialized commercial insurance services from the Leesburg office. She develops tailored risk management strategies for mid-sized businesses and coordinates multi-policy packages. Kristina's 15-year industry experience ensures clients receive comprehensive protection aligned with operational goals.
Questions
What types of personal insurance do you offer?
We provide auto, home, life, flood, renters, and umbrella insurance policies tailored to individual needs.
Do you specialize in commercial insurance for specific industries?
Yes, we offer specialized coverage for trucking, construction, hospitality, and liquor liability industries.
Are your agents licensed in multiple states?
Our agency is licensed in Florida and 32 additional states to serve clients nationwide.
How can I request policy changes?
Use our online customer service forms to add/remove drivers, update coverage, or request policy modifications.
What office locations do you have available?
We have offices in Gainesville, Jacksonville, Leesburg, Milton, Tallahassee, and Wellington, Florida.
