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IN-PERSON
2026 Transportation Summit
Wednesday-Thursday | August 26 & 27
The Cottingham & Butler Transportation Summit brings together over 550 trucking executives for two days of high-impact networking and insights designed to drive your business forward. Join us August 26-27, 2026 in Schaumburg, IL to discover cutting-edge strategies, connect with industry leaders, and gain proven frameworks that will help you go ALL IN and drive measurable growth.
August 26-27, 2026
1:00 PM
Schaumburg, IL
An Agenda Filled with Insight
Featuring Premier Industry Professionals
Upcoming Events
WEBINAR
July 13, 2026
Leave of Absence Management in Trucking
When an employee goes on leave, the compliance clock starts immediately. In this session, Cottingham & Butler VP of Compliance Bret McKitrick, JD breaks down the layered framework employers must navigate — from applicable law to plan documents to handbook policies — so you can handle every leave situation consistently and compliantly.
WEBINAR
August 20, 2026
HSAs vs. FSAs
vs. HRAs
Choosing the right account-based benefit strategy requires understanding how HSAs, HRAs, and FSAs truly compare. This webinar breaks down the similarities and key differences among these plans — including eligibility, funding rules, tax treatment, and portability — and explores how employers can strategically leverage each option to support workforce needs while staying compliant.
WEBINAR
August 4, 2026
Too Good to Be True? The Truth About Captive Insurance for Trucking
If you've heard the pitch on captive insurance—dividends, pricing stability, control over claims—and thought it sounded a little too good to be true, you're not alone. In a market where commercial auto premiums seem to climb without end, bold claims about captives deserve a closer look.
WEBINAR
July 16, 2026
Mid-Year Regulatory Update
Regulatory change doesn't slow down, and neither should your compliance strategy. This mid-year update recaps the most important benefits and employment law developments from the first half of 2026, plus a look ahead at what's coming and practical takeaways to help employers navigate the rest of the year.
WEBINAR SERIES
September 24, 2026
Open Enrollment – Renewal Checklist
Open enrollment season comes with a long to-do list — this webinar helps you work through it with confidence. We'll walk through key tasks from plan review and employee communications to system updates and post-enrollment audits, plus a regulatory and legislative update on recent changes that may impact your 2027 offerings and year-end compliance items to help you close out the year strong.
IN-PERSON
July 22, 2026
Healthcare Costs Panel Discussion / Peoria, IL
Rising healthcare costs affect every employer in the room, but the full picture rarely gets discussed openly. This moderated panel brings together perspectives from across the healthcare landscape - including hospital administration, health insurance carriers, physicians, and pharmacy - to give you a seat at a conversation that usually happens behind closed doors. Audience participation and open Q&A are built into the format, so come with your questions.
Connect with a C&B Representative Today!
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