Captive Calendar
February, 2026
What’s the Fix for 2026? The Year Ahead for Insurers and the Economy
Free IRMI webinar provides a fast-paced overview and outlook for the industry for 2026 and beyond, focusing on those areas likely to be most consequentially impacted by politics and economics. Some changes will likely benefit insurers while others are potentially detrimental. Starts at 10 a.m. (CT).
Online
ICCIE Elective Course - Understanding the Intricacies of Cell Captives
Four weekly webconferences, beginning February 4, 2026, and ending February 25, 2026, with an office hour February 25, 2026. Register by January 28, 2026.
Online
March, 2026
VCIA Member Think Tank
Join VCIA for this scenario-based case study on revitalizing struggling captive programs with advisor Bill Murray and captive owner Steve Ratterman as they unveil the inspiring turnaround stories of two Vermont captives, including FRMT, Ltd., insurance for college fraternities. Free of charge and only available to current VCIA members. 2–3 p.m. (EST), Zoom
Online
Hamilton Princess Hotel & Beach Club, Pembroke, Hamilton, Bermuda
The Modern Recall Landscape: Critical Risks Every Firm Must Understand
This free IRMI webinar, presented by Chris Harvey, senior vice president at Sedgwick, will discuss product recalls and how they are the most underestimated yet consequential risk facing companies and insurers today. Register today!
Online
RIMS Legislative Summit 2026
Members-only event offering firsthand advocacy experience, opportunity to advocate on behalf of the RIMS community, and directly communicate with Congress members and their staff about issues impacting the risk management profession and RIMS. RIMS 2026 legislative priorities: third-party litigation funding, NFIP and TRIA reauthorizations, and association tax reform.
US Chamber of Commerce. 1615 H St. NW, Washington, DC
ICCIE Elective Course - Healthcare Captives Overview
Three weekly webconferences, beginning March 19, 2026 and ending April 2, 2026, with an office hour April 9, 2026. Register by March 12, 2026.
Online
April, 2026
Telematics Beyond Insurance Pricing
This free IRMI webinar, presented by Lisa Paul, CPCU, executive vice president, transportation leader at Alliant Insurance Services, Inc., will highlight how leveraging telematics and video-based safety technologies can provide real-time insights into fleet operations and driver behavior, leading to reduced overall claims costs. Register today!
Online
May, 2026
Beyond Social Inflation: What's Driving Nuclear Verdicts and Rethinking Defense Strategies
Join Jamie Carsey, chief claims officer of the United States and Bermuda at Markel, for a free webinar at 10 a.m. (CT). Discover the factors influencing current litigation trends, including jury psychology, litigation strategies, and broader social and economic conditions associated with nuclear verdicts. Participants will gain context on how the current litigation environment has evolved and how it affects underwriting decisions, claims handling, and risk management strategies. Sign up today!
Online
SIIA Cell and Gene Therapy Stakeholder Forum
This conference will cover the Cell & Gene Therapy pipeline, manufacturer and provider pricing perspectives, plan document guidance, and more. Register Now!
JW Marriott Minneapolis Mall of America, Minneapolis, Minnesota
Cayman NextGen Insurance Forum
Free interactive event designed to provide students and early-career individuals with a clear understanding of Cayman's insurance and reinsurance industry. Scheduled for 2:30 p.m. to 6:00 p.m., hosted by Insurance Managers Association of Cayman, Cayman International Reinsurance Companies Association, Cayman Islands Insurance Association.
Grand Cayman Marriott Resort, Cayman Islands
June, 2026
Hamilton Princess Hotel & Beach Club, Hamilton, Bermuda
Demystifying Parametric: Weather-Proofing Your Operational & Revenue Risks Through Data
Rose Hall, CEO at RH Business Ventures, LLC, and Martin Malinow, founder and CEO of Parameter Climate, will lead a free webinar at 10 a.m. (CT) on June 9, 2026, to demystify parametric. They will pull back the curtain on how parametric solutions can help protect business risks like weather. Register today!
Online
July, 2026
Cyber Liability Claims Trends
Join Kirsten Mickelson of Gallagher Bassett and Carolyn Purwin Ryan of Mullen Coughlin in a discussion about the evolving landscape of cyber risks and their impact on businesses. This free webinar will be at 11 a.m. (CT) on July 21, 2026. Register today!
Online
August, 2026
Burlington, Vermont
Structured Risk Finance Programs: Smarter Strategies for a Hardening Insurance Market
Register for this free webinar on August 25 at 10 a.m. with Steve Bird of Zachry Group and Michael Meisten of American Global. They will present on how the frequency and severity of losses across major commercial insurance lines have increased in recent years, and how organizations are reevaluating how risk is financed and how capital is deployed within their insurance programs.
Online
September, 2026
Top 10 Issues in Certifying Coverage
Attend this free webinar on September 8 at 10 a.m. with Bill Wilson of InsuranceCommentary.com, who will review the proper role and limitations of certificates of insurance as evidence of coverage. Register today!
Online
ICCIE Elective Course - Accounting for Captives: Interpretation and Management Perspectives
Three weekly webconferences beginning September 15, 2026, and ending September 29, 2026, with an office hour TBD! Register by September 8, 2026!
Online
ICCIE Elective Course - Regulation of Captives
Four weekly webconferences beginning September 23, 2026, and ending October 14, 2026, with an office hour scheduled for October 14, 2026. Register by September 16, 2026.
Online
October, 2026
Sheraton Westport Plaza, St. Louis, Missouri
How Is the Data Center Boom Reshaping the Construction Insurance Marketplace
Attend this free webinar on October 6, 2026, at 10 a.m. with Darren Tasker. Learn how the rapid expansion of hyperscale data centers is reshaping how construction, property, cyber, and business interruption risk are evaluated and insured. Register today!
Online
Gainey Ranch Golf Club, Scottsdale, Arizona
December, 2026
The Ritz-Carlton, Grand Cayman, Cayman Islands
ICCIE Core Course - Business Ethics in the Captive Insurance Industry
Three weekly webconferences, beginning December 1, 2026, and ending December 15, 2026. Register by November 24, 2026.
Online
ICCIE Core Course - Predicting Risk and an Introduction to Actuarial Science
Three weekly webconferences beginning December 2, 2026, and ending December 16, 2026. Register by November 25, 2026.
Online
SIIA Future Leaders Mentor Connection
SIIA's Future Leaders Mentor Connection brings together younger professionals (under 40) with top self-insurance industry leaders for small-group career mentoring sessions hosted on a dynamic virtual platform. The event is on December 3 at 1 p.m. (ET) to 5 p.m. (ET).
Online
ICCIE Elective Course - Captive Board Governance
Three weekly webconferences beginning December 3, 2026, and ending December 17, 2025. Register by November 26, 2026.
Online
VCIA Webinar—Tax Update: What’s New and What’s Next
Join VCIA on December 10 from 2:00–3:00 p.m. (EST) as Bailey Roese of Dentons and Andrew Christie of EY bring legal and tax advisory perspectives to the developments that matter most for captive owners and the professionals who support them. The session covers recent industry and regulatory developments, what changed for captives in 2026, and what to watch as organizations plan for 2027. Free with membership and $150 for nonmembers or $135 each for groups of 3 or more.
Online (Zoom)
January, 2027
ICCIE Elective Course - Taxation of Captive Insurance Arrangements
Four weekly webconferences beginning January 5, 2027, and ending January 26, 2027. Register by December 29, 2026.
Online
ICCIE Core Course - An Introduction to Alternative Risk Financing Mechanisms
Four weekly webconferences, beginning January 7, 2027, and ending January 28,2027. Register by December 30, 2026.
Online
ICCIE Core Course - Understanding Risk and Risk Retention Mechanisms
Five weekly webconferences, beginning January 20, 2027, and ending February 17, 2027. Register by January 13, 2027.
Online
Hyatt Regency Miami Downtown, Miami, Florida
JW Marriott Charlotte, Charlotte, North Carolina
February, 2027
ICCIE Elective Course - Accounting for Captives: Financial Reporting and Analysis
Three weekly webconferences beginning February 2, 2027, and ending February 16, 2027, with an office hour February 23, 2027. Register by January 26, 2027.
Online
March, 2027
Fairmont Scottsdale Princess, Scottsdale, Arizona
ICCIE Core Course - Investment Basics for Captives
Four weekly webconferences, beginning March 15, 2027, and ending April 5, 2027! Register by March 8, 2027!
Online
ICCIE Core Course - Forming and Operating a Captive
Six weekly webconferences, beginning March 16, 2027, and ending April 20, 2027. Register by March 9, 2027.
Online
ICCIE Elective Course - Employee Benefits and Captives
Three weekly webconferences, beginning March 17, 2027, and ending March 31, 2027, with an office hour TBD. Register by March 10, 2027.
Online
Barbados Risk and Insurance Management Conference
BIBA, the Association for Global Business hosts the annual event, which brings together local, regional, and international thought leaders on insurance, risk management, and global business.
Wyndham Grand Barbados Sam Lord’s Castle Resort, Bridgetown, Saint Philip Barbados
San Diego, California
April, 2027
Ernest N. Morial Convention Center, New Orleans, Louisiana
Tampa, Florida
ICCIE Core Course - Reinsurance and Other Risk Transfer Mechanisms
Three weekly webconferences beginning April 22, 2027, and ending May 6, 2027. Register by April 15, 2027.
Online
May, 2027
Kansas City Marriott Downtown, Kansas City, Missouri
SIIA Direct Provider Contracting Executive Forum
Save the date!
Charlotte, North Carolina
June, 2027
ICCIE Elective Course - Risk Retention Groups
Four weekly webconferences, beginning June 2, 2027, and ending June 16, 2027, with an office hour June 23, 2027. Register by May 26, 2027.
Online
Atlanta, Georgia
ICCIE Elective Course - Captive Claims Management Best Practices and Reinsurance
Three weekly webconferences, beginning June 8, 2027, and ending June 22, 2027, with an office hour June 29, 2027. Register by June 1, 2027.
Online
New Orleans, Louisiana
Zurich, Switzerland
August, 2027
Le Méridien, Charlotte, North Carolina
Indianapolis, Indiana
September, 2027
SIIA National Conference
Save the date!
JW Marriott Phoenix Desert Ridge, Phoenix, Arizona
October, 2027
Irving Convention Center at Las Colinas, Irving, Texas
November, 2027
TBD