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36 Years
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Trusted Insurance Services in Westlake, OH
Jackson Dieken & Associates is a full-service independent insurance agency established in 1990, dedicated to providing comprehensive risk management solutions for businesses, individuals, and public entities. Our experienced team prioritizes building long-term relationships through transparency, personalized service, and a commitment to understanding clients' unique needs. We specialize in commercial property, liability, auto, workers' compensation, and life/health insurance, with expertise in serving industries like restaurants, manufacturing, and public entities. Our value-added services include 24/7 account management, disaster recovery planning, and risk transfer programs. With low employee turnover, clients work with the same dedicated team year after year, ensuring continuity and deep understanding of their business requirements.

We maintain partnerships with leading insurers and industry associations to stay at the forefront of evolving risks and regulatory landscapes. Our mission is to exceed client expectations through professional advice, tailored coverage, and unwavering support during claims processes. Headquartered in Westlake, Ohio, we serve clients across the United States and globally. Our 30+ years of experience, combined with memberships in organizations like the Professional Independent Agent Association of Ohio and Greater Cleveland Partnership, reinforce our commitment to excellence. We believe in growing alongside our clients while maintaining the independent spirit that has defined our agency since inception.
Services
Commercial Property Insurance General Liability Insurance Commercial Auto Insurance Workers Compensation Insurance Life & Health Insurance Bonding/Surety Cyber Liability Insurance Employment Practices Liability Public Entity Insurance Special Event Insurance
Details
  • Year established: 1990
Highlights and features
  • We offer 30+ years of experience in independent insurance brokerage services
  • Our team provides 24/7 customer service and account management support
  • We develop customized risk management plans tailored to specific business needs
  • We maintain low employee turnover to ensure consistent client relationships
  • We offer value-added services including disaster recovery planning and risk transfer programs
What people say
Professional knowledge Unsurpassed customer service Able to save us almost 40% Great service Understanding of our risks
Services
Commercial Property Insurance
Commercial Property Insurance protects businesses against physical damage to buildings, equipment, and inventory from events like fire, wind, and floods. Our policies include business interruption coverage to maintain cash flow during recovery periods. We help clients assess proper coverage limits and implement risk mitigation strategies to protect their physical assets.
General Liability Insurance
General Liability Insurance safeguards businesses from third-party claims involving bodily injury, property damage, and advertising injuries. We tailor policies to address specific industry risks while providing comprehensive protection against common liabilities arising from daily business operations.
Commercial Auto Insurance
Commercial Auto Insurance covers vehicles used for business purposes against accidents, theft, and property damage. Our experts help establish appropriate coverage based on vehicle usage patterns, driver history, and business requirements while implementing safety programs to reduce claims frequency.
Workers Compensation Insurance
Workers Compensation Insurance provides benefits for work-related injuries or illnesses. We offer statutory coverage compliance and excess workers' compensation policies in Ohio while helping businesses implement safety protocols to minimize workplace risks and associated costs.
Life & Health Insurance
Life & Health Insurance solutions protect businesses and employees through buy-sell agreements and key person coverage. Our experienced team helps establish appropriate benefit plans that align with business objectives while ensuring adequate protection for critical personnel.
People
Robert Jackson
President & CEO
With over 30 years in the insurance industry, Robert Jackson leads Jackson Dieken & Associates. Former Cleveland Browns player turned insurance executive, he holds a Bachelor of Science from Duke University and has guided the agency since its 1990 founding.
Drew Jackson
Partner
Drew Jackson brings extensive insurance and accounting expertise to his role. With a business degree from the University of Richmond and prior experience at Maloney & Novotny accounting firm, he has been instrumental in agency growth since joining in 2010.
Chris Wollmann
Partner
Chris Wollmann combines athletic achievement with insurance expertise. A former professional golfer and Walker Cup team member, he has driven agency success since 2007 after earning his marketing degree from The Ohio State University.
Kelly McKeon
Executive VP, Public Entity Division
Kelly McKeon oversees our public entity programs with 33 years of property & casualty insurance experience. She manages specialized coverage solutions for municipalities and public entities while maintaining deep industry knowledge developed since her 1982 graduation from Bowling Green.
Bob Beattie
Insurance Marketing Manager
Bob Beattie leads marketing initiatives with extensive industry experience. Holding a sociology degree from St. Lawrence University, he has served in leadership roles at major insurance firms including AON and Marsh before joining Jackson Dieken in his current capacity.
Questions
What types of business insurance do you offer?
We provide commercial property, liability, auto, umbrella, bonding, workers' compensation, crime, and life/health insurance tailored to specific business needs across various industries.
Do you offer personal insurance services?
Yes, we offer personal insurance solutions including home, auto, umbrella, and life insurance to protect individuals and families with customized coverage plans.
How can I file a claim?
File claims through our website using the Report a Claim form or contact us directly at 440.250.6873 for immediate assistance with any insurance claim.
What risk management services do you provide?
We offer disaster recovery planning, risk transfer programs, driver safety initiatives, and annual insurance checkups to help businesses proactively manage potential risks.
Are you available for emergency assistance?
Yes, our 24/7 customer service ensures emergency support is always available through online account management and direct phone assistance.
Do you serve public entities?
We specialize in public entity insurance with 20 years of experience providing coverage and dedicated support for municipalities and government organizations.