Retirement & Health Insurance Help in Overland Park, KS

Whitehead Financial, run by independent broker Lucy Whitehead, helps Overland Park residents with retirement planning, 401(k) rollovers and health insurance for the self-employed. Lucy is based in Basehor and serves clients across Overland Park, and she has been helping people since 1995. There is no charge for her services and no management fees.

Overland Park has grown a long way since it was incorporated as a first-class city on May 20, 1960, with a population of 28,085 (City of Overland Park). The Census Bureau now estimates 203,677 residents as of July 1, 2025, up from 197,238 at the 2020 Census (U.S. Census Bureau QuickFacts). A city that size includes people at every stage of a career, from new hires starting their first 401(k) to longtime professionals counting down to retirement and wondering how all the pieces fit together.

Retirement is a real topic here. About 16.5% of Overland Park residents are 65 or older, and the city's median household income is $104,834 (U.S. Census Bureau QuickFacts). Those numbers point to a lot of households that have spent years saving through workplace plans and now want a plain-English look at turning those savings into income. That is the kind of conversation Lucy has every week: what you have, what you need it to do, and which options might fit.

Overland Park is also a city of independent workers. Across Johnson County, the Census Bureau counted 56,389 nonemployer establishments in 2023, meaning businesses with no paid employees, such as consultants, freelancers and solo contractors (U.S. Census Bureau QuickFacts, Johnson County). Even with 5.4% of Overland Park residents under 65 lacking health insurance (U.S. Census Bureau QuickFacts), finding coverage after leaving an employer plan can feel confusing. Lucy helps self-employed people compare individual health insurance options without the sales pressure.

Areas we serve in Overland Park: Downtown Overland Park.