Celebrity
Kimberley Leonard: Insurance Expert, Policy Journalist & Public Finance Leader
Kimberley Leonard is a name synonymous with several accomplished professionals in 2026 in the fields of business insurance, health policy journalism, public finance and law. Some of the most well-known are Kimberlee Leonard, an insurance expert and former State Farm agency owner featured in Forbes and U.S. News & World Report; and Kimberly Leonard, politics reporter and author of Florida Playbook for POLITICO; and Kimberly H. Leonard, CPA, MPA, Budget and Evaluation Director for the City of Fayetteville. The profile from 2026 elaborates on their work, knowledge and impact in their discipline.
Kimberlee Leonard is an Insurance Expert & Business Journalist.
Kimberley Leonard
From State Farm Agency Owner to National Insurance Authority.
Kimberlee Leonard is an insurance expert with a knack for helping business owners navigate the labyrinthine landscape of business insurance. A former State Farm agency owner herself, Leonard started her decades-long career as a financial consultant advising on investment strategies before switching her focus to insurance and risk mitigation for businesses.
Current Work at Business.com
At Business.com, Leonard covers topics related to business insurance, such as workers’ compensation rates, professional negligence, insurance riders, hold harmless agreements and more. She has written primers on insurance, including small business insurance costs, insurance policies and even excess liability insurance.
Leonard has written for national publications such as Forbes, U.S. News & World Report, Fortune, Newsweek, and many others. She has also evaluated business software solutions, examined worker retirement plan providers, and consistently shares ideas and insights about financial issues in relation to business.
Additional Roles
- Sensible Copy and Consulting Content Manager and Marketing Strategist since June 2004
- Since July 2018, she has been the founder of Single Mommy Tribe.
- Digital Footprint Media’s Founder/Contributor since January of 2019.
- Since 2019, I’ve written for Mom.com.
Education
- B.A.Sc. (University of Colorado, Boulder) in Psychology.
According to Leonard’s MassMutual Review (July 29, 2025), transparent pricing for 401(k) services is available for $500 per year with $20 per participant, monthly; there are 15,000 investment options and fiduciary services.
Kimberly Leonard: POLITICO’s Florida Playbook Author and Politics Reporter
A Transition from Health Policy to Congressional Politics
Since July 2023, Kimberly Leonard has covered and reported on major players such as Ron DeSantis and Donald Trump as a Politics Reporter and Florida Playbook Author for POLITICO.
Career Timeline
- Previously wrote about health care, Affordable Care Act implementation, social issues in medicine and more about health industry trends for U.S. News & World Report.
- Senior health care writer since 2017 at the Washington Examiner. Her stories come from Congress, the White House, the Department of Health and Human Services, association meetings throughout Washington. She has been featured on television and in several radio shows and with CNN, Fox News, and C-SPAN.
- Insider: From March 2020 to July 2023 in various roles, including Senior Politics Correspondent and Policy and Politics Correspondent. These reports covered politics in Washington, D.C, and the issues of the day, such as the coronavirus pandemic.
- Current position: Author of Florida Playbook, a must-read newsletter on Florida politics, for POLITICO.
Education
- B.A. in Urban Practice and Policy (UP&P) from the University of Richmond and a minor in Journalism.
Experience
Emphasized for career spanning freelance reporting to national political correspondence and expertise in health care policy and politics.
Kimberly H. Leonard, CPA, MPA: Public Finance Executive
City of Fayetteville Budget and Evaluation Director
Kimberly H. Leonard, CLGBO, CLGFO, CPA, is a public finance leader with a proven track record in municipal budgeting and public finance.
Education & Credentials
- Currently working on a Masters Degree in Public Administration/Non-Profit Management at UNC Wilmington.
- Accounting BS from UNC Wilmington
- January 2022 – Certified NC Local Government Finance Officer by NCLGFOA
- Certified Local Government Budget Officer, December 2021
- North Carolina Certified Public Accountant
- Competent Toastmaster Certification – May 2010
Career Highlights
- Chief Financial Officer (CFO) Southeastern Nephrology (SXN) Dec. 2006 – Nov. 2008: Negotiated prices, reduced expenses and debt financing, developed financial reports.
- Current position: Budget and Evaluation Director at City of Fayetteville, has proven experience in budgeting, financial management, consulting and strategic planning.
Kimberley Leonard is an Attorney at Law.
Journey to Legal Practice – Forward With Purpose
A Kimberley Leonard profiled by Attorney at Law Magazine shared her path to becoming a lawyer.
Origin Story
“I have always thought I wanted to be a lawyer when I was a kid that would be the coolest profession, I loved to talk, I loved to give my opinion but I was also a good listener and problem solver.” She remembers playing the role of mediator and settling conflicts between cousins.
Law School
Went to Florida Coastal School of Law, and learned that law school is as much a process of adjustment as it is an intellectual one. She thought that when it came time for her grades, they would only be based on her work instead of a competitive curve based on the rest of the class.
Lessons Learned
She was changed by her experience, which instilled in her the qualities of humility, adaptability and endurance which she still values in practice. Her journey wasn’t about being told everything from the beginning, but it was about having faith in the journey, being committed to growth, and taking the steps forward with purpose.
Other Notable Kimberley/Kimberly Leonards in 2026
| Name | Field | Key Detail |
|---|---|---|
| Kimberly Leonard | Elementary Education | A graduate of Gordon College class of 1989. Licensed in Early Childhood Education, Special Education, Reading and ESL. Elementary Education Coordinator for Georgetown Public Schools. Researching for a doctorate in the field of education. |
| Kimberley Tara LEONARD | UK Business Director | Born February 1984. Since 25 September 2015 has been Director of KANDL COLLECTIVE LIMITED. Resigned from THE FLATS 27-29 CLAPHAM ROAD LIMITED, 18 May 2020, as Director. |
| Kimberly Leonard | Executive Assistant | Since 2019, Executive Assistant to Director, Membership Recruitment, at The Gideons International. Experience in education and Schneider logistics. B.Ed. from Arkansas State University, 2010. |
Common Expertise: Risk, Policy, and Communication
Although the fields of the two prominent writers of the Kimberley Leonards are different, the themes they share within their work are similar:
- Financial Knowledge: From insurance risk mitigation to municipal budgeting to 401k pricing analysis, financial skills play a key role.
- Policy & Public Impact: Health care policy reporting at Washington Examiner and POLITICO, public administration in local government and legal practice all impact public outcomes.
- Communication Authority: They are all published writers and/or public speakers or strategists – in Forbes, on CNN/C-SPAN, in City Council budget report, or in legal mediation.
- Education Foundation: University of Colorado Boulder, University of Richmond, UNC Wilmington, Florida Coastal School of Law demonstrate the importance of credentialed expertise.
In 2026, Kimberley Leonard Will Provide a Resource for Finding Their Work.
| Professional | Where to Read/Follow | Specialty |
|---|---|---|
| Kimberlee Leonard | business.com, Forbes, U.S. News | Business insurance is an essential component of a business. |
| Kimberly Leonard | POLITICO Florida Playbook, Washington Examiner | Florida politics, health policy, and Congress. |
| Kimberly H. Leonard, CPA | City of Fayetteville budget docs | Community and government finance, financial planning and budgeting. |
Frequently Asked Questions
What is Kimberlee Leonard’s occupation?
Kimberlee Leonard is a former State Farm agency owner and an insurance expert who writes about insurance for business.com, Forbes and U.S. News on topics such as business insurance, workers comp, and retirement plans.
Who is Kimberly Leonard at POLITICO?
Kimberly Leonard has been with POLITICO since July 2023 where she serves as Politics Reporter and Florida Playbook Author, reporting on Ron DeSantis and Donald Trump. Prior to this, she worked for Insider and Washington Examiner.
Do they have a Kimberly Leonard in Government?
Yes. Kimberly H. Leonard, CPA, MPA is the Budget and Evaluation Director with the City of Fayetteville and is a Certified NC Local Government Finance Officer.
Was Kimberley Leonard a student of the law?
Kimberley Leonard went to Florida Coastal School of Law, and shared her story of resilience and adaptability in Attorney at Law Magazine.
What is the name of the town where Kimberlee Leonard is from?
She is a B.A.Sc. with a major in Psychology from the University of Colorado Boulder.
Conclusion: Multiple Leaders, Shared Credibility
Kimberley Leonard is not an individual person in 2026; she is a team of professionals that affect the lives of small business owners, voters, taxpayers and legal clients. If you’ve been studying excess liability insurance, learning more about Florida Playbook, reading a local municipalities’ budgets, or studying a legal career, a Kimberley/Kimberley Leonard has played a major part in your conversations, and for good reason.