Mediating Difficult Claims

Presenter: J. Pablo Cáceres, J.D.

Oct. 28, at 11 a.m. ET

Not all mediations are created equal. While many are straightforward, others can be particularly challenging due to high exposure, coverage issues, multiple parties, or other unique factors. This webinar will focus on those more complex mediations, providing actionable strategies to navigate these difficult situations. J. Pablo Cáceres, a Florida Supreme Court Certified Mediator, will review the key mechanics of mediation and then dive into common scenarios that require special considerations, offering proven strategies for preparing in advance and handling challenges during the mediation process. Whether you're dealing with complex claims, multiple parties, or tricky legal issues, this session will give you the tools to improve your chances of a successful, global resolution.

Key Takeaways:

  • How to spot and prepare for difficult claims that require special strategies in mediation.
  • Tips for selecting the right mediator for high-exposure or complex cases.
  • Effective tactics for addressing challenges during mediation to secure the best possible result.


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J. Pablo Cáceres, J.D.

Florida Circuit Civil Certified Mediator

Cáceres Mediation | ADR

J. Pablo Cáceres is a Florida Supreme Court Certified Mediator with over 30 years of experience in major state and federal litigation. Licensed in Florida, Texas, and Virginia, he holds an AV rating and specializes in a wide range of legal areas, including first and third-party insurance coverage, complex insurance catastrophe claims, bad faith, construction, commercial disputes, employment, professional liability, and personal injury. As a mediator and arbitrator, he offers both in-person and Zoom services, catering to diverse client needs. He is also certified as a North Carolina Superior Court mediator and a Federal Mediator for the Middle District of Florida, and was recently included in the 2026 Edition of The Best Lawyers in America® - Insurance Law. Fluent in Spanish, J. Pablo is based in Tampa, Florida, and brings a wealth of expertise to resolving high-stakes disputes efficiently and effectively.