Drew Shockley
Drew Shockley is an American entrepreneur and healthcare insurance strategist, best known as the co-founder of Move Health, a company that helps financial advisors integrate healthcare planning into retirement strategies. Over a career spanning more than two decades, Shockley has founded or co-founded multiple companies in the healthcare and insurance sectors and has played a notable role in bridging the gap between financial and healthcare planning for pre-Medicare retirees.
Early Career and Entrepreneurship
Shockley co-founded Eversurance (formerly known as Crosspointe), a health insurance marketplace that connected consumers with licensed insurance agents. He later co-founded Capture Capital, a firm focused on healthcare and insurance-related investments.
In addition to his entrepreneurial ventures, Shockley held a senior leadership role at EverQuote, where he served as Senior Vice President of Training, Development, and Culture. His work there centered around building organizational systems and cultivating a values-driven corporate culture.
Move Health and Retirement Planning
Shockley's most prominent venture is Move Health, a platform designed to help financial advisors address one of the most complex aspects of early retirement: healthcare planning. According to Shockley, the inability to afford health insurance before Medicare eligibility is a primary reason many Americans delay retirement, even when they have sufficient savings.
He developed what he calls "The Early Retirement Secret", which focuses on empowering financial advisors to navigate the complexities of healthcare costs and insurance for clients aged 55 to 64. Shockley argues that most financial planners are well-versed in investment strategies but lack the tools and knowledge to provide guidance on health coverage.
"Most people think retirement is all about hitting your 'number' in savings," he has said. "But I've seen countless folks with plenty saved who still can't quit their jobs because they're stuck needing their employer's health insurance until Medicare kicks in at 65."
Shockley’s approach has gained traction in the financial advisory industry, with studies like the Nationwide Retirement Institute survey indicating that 72% of clients would consider switching financial advisors if their advisor couldn't help them plan for healthcare costs.
Board Memberships and Nonprofit Work
Shockley serves on the boards of several organizations, including:
- Remodel Health, a company focused on innovative employer healthcare solutions
- Oakland City University, a private Christian university in Indiana
- PAC-Haiti, a 501(c)(3) nonprofit organization where he serves as president, supporting development and aid initiatives in Haiti
Public Presence and Philosophy
Shockley is an active public speaker and commentator on issues related to retirement and healthcare planning. He is known for asking a key question to individuals nearing retirement age:
"If health insurance wasn't an issue, would you retire today?"
He claims the answer is "almost always yes," underscoring the importance of healthcare planning in retirement decision-making
Personal Philosophy
Shockley’s philosophy places healthcare at the core of retirement planning rather than treating it as just another line item. He contends that improper healthcare planning can be financially devastating and that helping people navigate this complexity is essential to enabling early retirement.
"By providing clear insights into healthcare costs in early retirement and options for coverage, you can help individuals better plan for a retirement that aligns with their goals," Shockley explains.