Call Now
Website
Call
Business Details
Emergency
services
Your Trusted Independent Insurance Partner in Winter Park, FL
Benson Insurance Inc. Inc. operates as an independent insurance agency dedicated to providing personalized service and tailored coverage solutions. We prioritize direct client communication, with all client numbers stored in my personal cell phone to ensure immediate availability. Our approach focuses on building long-term relationships through transparency, competitive pricing, and comprehensive policy reviews at every renewal period. With expertise in both personal and commercial insurance, we serve clients across multiple states while maintaining a strong local presence in Winter Park, Orlando, and Tampa.

Our commitment extends beyond policy sales to include ongoing risk assessment, claims support, and industry-specific insurance education. We emphasize accessibility, offering 24/7 availability for urgent matters while maintaining structured business hours for routine inquiries. Through partnerships with top-rated carriers, we deliver customized insurance packages that adapt to evolving market conditions and client needs.
Services
Medicare Supplements Business Owners Policy Auto Insurance Commercial Property Workers Compensation Homeowners Insurance Medicare Advantage General Liability Commercial Auto Individual Life Insurance
Highlights and features
  • We offer 24/7 direct access to our insurance agents via personal cell phones.
  • Our independent agency status provides access to multiple top-rated carriers.
  • We specialize in both personal and commercial insurance with industry-specific expertise.
  • Our policy reviews include competitive pricing comparisons at every renewal period.
  • We maintain local market knowledge while serving clients across multiple states.
Services
Business Owners Policy
Our Business Owners Policies combine property, liability, and specialized coverage options tailored to specific industries. We offer customized packages for restaurants, hotels, and commercial property owners with access to trusted carriers. Policies include risk management consulting to identify potential exposures and implement preventive measures that may reduce premiums over time.
Medicare Supplements
We specialize in Medicare Supplement Insurance plans that cover gaps in Original Medicare coverage. Our experts provide personalized enrollment assistance and lifelong policy management. We help clients navigate prescription coverage options, gym membership benefits, and financial penalty avoidance strategies while ensuring continued eligibility for premium savings.
Commercial Property
Our commercial property insurance solutions protect against physical damage to business assets with customizable hurricane coverage options. We offer specialized policies for apartment building owners, self-storage facilities, and woodworkers' equipment. Coverage includes business interruption protection and equipment breakdown provisions to maintain operational continuity during disasters.
Workers Compensation
We provide mandatory workers' compensation coverage meeting state requirements for businesses of all sizes. Our policies include risk management resources to help prevent workplace injuries and reduce claims frequency. We serve diverse industries including construction, hospitality, and manufacturing with competitive pricing through trusted carrier partnerships.
Auto Insurance
Our personal and commercial auto insurance policies offer comprehensive protection with flexible deductible options. We provide coverage for standard vehicles, motorcycles, and recreational vehicles with access to 24-hour claims reporting. Policies include uninsured motorist protection and accident forgiveness features to maintain premium stability after claims.
People
Adam Benson
President / Agent
Adam Benson leads Benson Insurance Inc. Inc. with over 20 years of industry experience, maintaining direct client relationships through 24/7 personal cell phone access. He specializes in commercial risk assessment and Medicare supplement policies, focusing on long-term client partnerships built on trust and transparency.
Questions
What insurance services do you offer for businesses?
We provide Business Owners Policies, commercial property, workers compensation, general liability, and specialized coverage for restaurants, hotels, and construction businesses.
Do you offer personal insurance coverage options?
Yes, we offer auto, homeowners, flood, life, health, and Medicare supplement insurance with personalized policy comparisons to find optimal coverage.
Are you available for emergency insurance needs?
Our agents are available 24/7 for urgent matters, with direct cell phone access and immediate claims assistance through carrier partnerships.
How do you help clients save on insurance costs?
We compare multiple carrier options at renewal periods, implement risk management strategies, and identify eligibility for premium discounts through policy reviews.
What areas do you serve?
We primarily serve Winter Park, Orlando, and Tampa, with licensing in Florida, California, Iowa, Missouri, and Texas for commercial policies.
Can you help with Medicare enrollment?
Yes, we provide lifelong Medicare supplement guidance, including plan selection, enrollment assistance, and annual coverage reviews to ensure continued suitability.