FREE LIVE 30-MINUTE WEBINAR FOR HR PROFESSIONALS
Empower your team with crystal-clear guidance on late-enrollment penalties, HSA compatibility traps, and coordination of benefits. In just 30 focused minutes, gain the executive-ready clarity needed to protect both retiring employees and your company from costly compliance missteps.



Employees approaching 65 look to HR first when navigating transition options. Gain the clarity and compliance awareness required to steer your workforce safely.
Transform daily uncertainty into authoritative support. Equip your team with clear answers to the most common, high-stress Medicare questions employees bring to your desk.
Master how Medicare seamlessly interfaces with active group health plans, COBRA, and HSAs so your organization never provides conflicting or non-compliant benefit counsel.
Protect valued staff from permanent Part B late enrollment penalties and inadvertent coverage gaps with proactive, timely milestone planning before their 65th birthday.
A structured legal and operational walkthrough designed to protect your organization from liability, prevent permanent employee penalty surcharges, and replace guesswork with fiduciary clarity.
Navigate the exact mechanics of the Initial Enrollment Period (IEP) vs. General Enrollment. Learn how Part B late enrollment penalties accrue at 10% for every 12-month delay—lasting for the employee's lifetime—and how to verify Special Enrollment eligibility without triggering retroactive coverage gaps.
The 20-employee threshold under CMS Secondary Payer rules determines whether employer insurance is primary. Master the annual Part D creditable coverage disclosure obligations to employees and CMS, preventing sudden medical denial disputes when mature staff continue working.
COBRA is legally not considered creditable coverage for Medicare Part B. Unpack the severe compliance trap where separating employees choose COBRA instead of Medicare Part B, risking denied claims once insurers retroactively refuse primary payer status.
Delayed Medicare enrollment triggers up to a 6-month retroactive Part A effective date. Understand how this unexpected lookback triggers IRS excise tax penalties on HSA contributions, and establish the exact payroll cutoff schedule needed to protect both employee and employer.
Draw clear ERISA compliance lines between helpful educational resources and prohibited carrier steering. Equip your HR team with unbiased checklists, standard operating procedures, and authorized referral pathways that eliminate employer advisory liability.
Complimentary 30-Minute Live Briefing · Compliance Toolkit Included

Jennifer Paaske, MPH — Senior Healthcare Advisor & Medicare Specialist
Jennifer Paaske brings more than 17 years of leadership in health insurance systems, public health policy, and senior transition planning. Holding a Master of Public Health (MPH), she has dedicated her career to demystifying healthcare complexity for HR professionals, enterprise leadership, and retiring personnel nationwide.
Unlike carrier-sponsored seminars, Jennifer delivers an objective, curriculum-first briefing designed strictly to equip benefits managers with fiduciary-grade clarity. Her sessions focus on practical guidance, statutory timing rules, and employee support frameworks without sales pitches or enrollment quotas.
Join our 30-minute executive briefing designed exclusively for HR and benefits leaders. Objective, compliant, and completely free of commercial sales pressure.
Purely Educational • 30 Minutes • Live Q&A with Jennifer Paaske, MPH