Overalls Partners with 5Star Life to Launch LifeConcierge® with CoreAssist, Offering AI-Powered Support for Health, Caregiving, and Daily Life Challenges

Overalls has announced a new strategic partnership with 5Star Life Insurance Company to launch CoreAssist, a supplemental medical expense coverage product—also known as GAP insurance—linked to 5Star Life’s Healthcare Indemnity plan. As part of this initiative, CoreAssist members will gain exclusive access to Overalls’ LifeConcierge®, an AI-powered, human-led support service designed to help individuals manage life’s most complex challenges. Sal Campanile, Vice President of Worksite Voluntary Benefit and Group Sales at 5Star Life, emphasized the transformative nature of the partnership: “With CoreAssist, we’re reimagining what supplemental insurance can be. It’s not just about paying claims—it’s about delivering real support. By integrating Overalls’ LifeConcierge®, we’re giving our members a trusted ally to help them navigate health, caregiving, and daily life with greater ease and confidence.” The LifeConcierge® service offers a comprehensive suite of support across five key areas: Medical Navigation – Assistance with understanding insurance benefits, scheduling medical appointments, and resolving billing discrepancies across all types of health coverage. Caregiving Support – Guidance in locating, vetting, and managing care for aging parents, children, or other loved ones, providing relief during demanding personal situations. Family and Child Services – Help with school enrollment, after-school programs, extracurricular activities, and other parenting responsibilities to reduce family stress. Daily Stressor Assistance – Support with managing household logistics, coordinating appointments, and handling everyday tasks that can otherwise feel overwhelming. Additional Resources – Expanded help with travel planning, legal document coordination, and other life events, offering a single point of contact for a wide range of personal needs. Jon Cooper, CEO of Overalls, said the partnership reflects a broader vision for insurance: “We believe insurance should do more than protect—it should empower. CoreAssist puts a LifeConcierge® in every member’s corner, ready to help them manage health, family, and life with less stress and more clarity. By combining human empathy with AI-driven efficiency, we’re delivering a smarter, faster, and more compassionate experience.” CoreAssist is part of 5Star Life’s broader mission to provide holistic, member-focused benefits. The company, which serves as the life insurance underwriter for the Armed Forces Benefit Association (AFBA) and offers group and worksite voluntary products, is licensed in 49 states, the District of Columbia, Puerto Rico, the U.S. Virgin Islands, and Guam. It has been recognized as one of Forbes’ World’s Best Insurance Companies for 2023, 2024, and 2025. Overalls is a tech-enabled benefits platform that pioneers the LIFE (Life’s Issues, Frustrations, and Events) employee benefit category. Its mission is to reduce employee stress and improve workplace productivity by addressing the personal challenges that drain time, energy, and focus. The Overalls LifeConcierge™ is designed to tackle complex, time-consuming tasks so employees can focus on what matters most—both at work and at home. This partnership marks a significant step forward in redefining how insurance supports people—not just financially, but emotionally and operationally—across life’s many transitions.