Captive Calendar
January, 2026
ICCIE Elective Course - Taxation of Captive Insurance Arrangements
Four weekly webconferences beginning January 8, 2026, and ending January 29, 2026. Register by January 2, 2026.
Online
SIIA International Conference
Dubai location is uniquely positioned to support the expanding interests of self-insurance, especially as captives for energy exposures seek to diversify into benefits and other lines. Conference attendees will benefit from the expected presence of prominent international and regional third-party administrators utilizing AI-enabled platforms, as well as significant self-insurance operations established by major local companies and US multinational firms.
St. Regis Downtown Dubai, Dubai, UAE
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
JW Marriott Orlando, Grande Lakes, Orlando Florida
VCIA Webinar—Start Strong, Stay Strong: Licensing, Business Plan Changes and Exams in Vermont
Join VCIA on February 18 from 2:00–3:00 p.m. (EST) as newly minted Deputy Commissioner Christine Brown and colleagues go through important regulatory updates emphasizing business plan changes, examinations and licensing. Question and answer to follow. Free with membership and eligible to nonmembership with a paid registration
Online
SIIA Healthcare Price Transparency Forum
This event will cover the latest policy and compliance discussions, as well as innovative approaches to addressing the costs of care and prescription drugs.
Marriott Jacksonville Downtown, Jacksonville, Florida
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
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
SIIA Spring Exchange
Event combines insightful educational tracks, intimate networking events as well as a showcase for innovative products/services.
Sheraton New Orleans, New Orleans, Louisiana
April, 2026
ICCIE Elective Course - Employee Benefits and Captives
Three weekly webconferences, beginning April 1, 2026, and ending April 15, 2026, with an office hour April 22, 2026. Register by March 25, 2026.
Online
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
SIIA Future Leaders Forum
This conference is for professionals under 40, combining education, peer-to-peer knowledge sharing, and networking with sessions on self-insurance fundamentals, claims management, medical stop-loss, and professional communication.
JW Marriott Charlotte, Charlotte, North Carolina
CIRCA ReConnect Conference
ReConnect offers attendees an expanded agenda focused on Cayman's role as a leading reinsurance jurisdiction, bringing together regulators, investors, executives, and other industry stakeholders for 2 days of discussion, networking, and insights into the sector's development
The Ritz-Carlton, Grand Cayman, Cayman Islands
The Cosmopolitan of Las Vegas, Las Vegas, Nevada
May, 2026
Pennsylvania Convention Center, Philadelphia, Pennsylvania
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
Dallas, Texas
Hamilton Princess Hotel & Beach Club, Hamilton, Bermuda
ICCIE Elective Course - Risk Retention Groups
Four weekly webconferences, beginning June 3, 2026, and ending June 24, 2026, with an office hour June 24, 2026. Register by May 27, 2026.
Online
ICCIE Elective Course - Captive Claims Management Best Practices and Reinsurance
Three weekly webconferences, beginning June 4, 2026, and ending June 18, 2026, with an office hour June 25, 2026. Register by May 28, 2026.
Online
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
San Antonio, Texas
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
Le Méridien, Charlotte, North Carolina
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
Nashville, Tennessee
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 Core Course - Forming and Operating a Captive
Six weekly webconferences, beginning September 10, 2026, and ending October 15, 2026. Register by September 3, 2026.
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
ICCIE Core Course - An Introduction to Alternative Risk Financing Mechanisms
Four weekly webconferences, beginning October 6, 2026, and ending October 27, 2026. Register by September 29, 2026.
Online
SIIA National Conference
Register now!
JW Marriott Desert Ridge, Phoenix, Arizona
Kimpton Santo San Antonio—Riverwalk, San Antonio, Texas
ICCIE Core Course - Understanding Risk and Risk Retention Mechanisms
Five weekly webconferences, beginning October 21, 2026, and ending November 18, 2026. Register by October 14, 2026.
Online
Gainey Ranch Golf Club, Scottsdale, Arizona
Washington, DC
ICCIE Core Course - Investment Basics for Captives
Four weekly webconferences, beginning October 26, 2026, and ending November 16, 2026! Register by October 19, 2026!
Online
ICCIE Core Course - Reinsurance and Other Risk Transfer Mechanisms
Three weekly webconferences beginning October 29, 2026, and ending November 12, 2026. Register by October 22, 2026.
Online
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
ICCIE Elective Course - Captive Board Governance
Three weekly webconferences beginning December 3, 2026, and ending December 17, 2025. Register by November 26, 2026.
Online
March, 2027
Fairmont Scottsdale Princess, Scottsdale, Arizona