David Hillelsohn: Founder of DHill Financial, LLC
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June 23, 2025 1:54 pm
Address:
13317 Scotsmore Way, Herndon, Virginia, United States 20171
Description:
Biography of David Hillelsohn: Founder of DHill Financial, LLC
Introduction
David Hillelsohn is a seasoned insurance professional and the founder of DHill Financial, LLC, an independent insurance agency based in Oak Hill, Virginia. With over three decades of experience in the insurance industry, David has built a reputation as a trusted advisor, specializing in health insurance, life insurance, disability coverage, and employee benefits for small businesses in Virginia, Maryland, and Washington, D.C. Known for his client-centric approach, David transforms the complex world of insurance into a seamless, supportive experience, earning accolades for his responsiveness and dedication. This biography explores his professional journey, education, service offerings, and the unique value proposition that sets DHill Financial apart.
Early Life and Education
While specific details about David Hillelsohn’s early life and educational background are not publicly detailed in available sources, his professional trajectory suggests a strong foundation in business, finance, or a related field. Given his 31-year career in insurance, including 26 years as a wholesaler, it’s reasonable to infer that David pursued higher education, likely earning a bachelor’s degree in business administration, finance, or economics, which is common for industry leaders in insurance. His commitment to continuing education, as highlighted on the DHill Financial website, underscores his dedication to staying ahead of industry trends, ensuring clients receive cutting-edge advice.
David’s transition from a long-term care insurance wholesaler to a retail insurance broker indicates a deep understanding of insurance products, likely honed through professional certifications or specialized training in health and life insurance. His licenses to operate in Virginia, Maryland, and Washington, D.C., further demonstrate compliance with rigorous state-specific requirements, which often include ongoing education credits.
Professional History
David Hillelsohn’s insurance career spans over 31 years, marked by significant milestones that showcase his expertise and entrepreneurial spirit.
Early Career as an Insurance Wholesaler (1985–2011)
For 26 years, David worked as a wholesaler in the life and long-term care insurance sectors, collaborating with insurance carriers and retail agents to distribute products. This role required deep product knowledge, relationship-building skills, and an ability to navigate complex industry dynamics. As a wholesaler, David developed a robust understanding of insurance underwriting, pricing, and market trends, laying the groundwork for his future as a direct-to-consumer broker. He notes missing the “direct connection with people” during this period, which motivated his shift to retail insurance.
Founding DHill Financial, LLC (2016–Present)
On May 16, 2016, David launched DHill Financial, LLC, in Oak Hill, Virginia, fulfilling his vision of building personal relationships with clients. The agency’s inception was marked by immediate success, with David closing a life insurance sale on his first day and another two days later, affirming his decision to go independent. Since then, DHill Financial has grown into a trusted partner for nearly 200 small businesses, providing tailored health insurance and employee benefits solutions across the D.C. metro area.
David’s experience as a wholesaler informs his brokerage practice, enabling him to access a wide network of insurance carriers through nationally recognized wholesale firms. This independence allows DHill Financial to offer unbiased advice, prioritizing clients’ needs over carrier incentives. The agency’s focus on small businesses (averaging 10 employees) and key-man life and disability coverage reflects David’s niche expertise in supporting growing enterprises.
DHill Financial: Product and Service Offerings
DHill Financial, LLC, specializes in insurance solutions designed for small businesses and individuals, with a primary focus on health insurance and employee benefits. The agency’s offerings include:
1. Health Insurance
DHill Financial helps small businesses navigate the complexities of group health insurance plans, offering options such as:
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High-Deductible Health Plans (HDHPs): Often paired with Health Savings Accounts (HSAs) for tax advantages.
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High-Deductible Plans with Co-Pays: Balancing affordability with predictable office visit expenses.
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Low-Deductible Plans: Minimizing out-of-pocket costs for employees.
The agency supports startups in setting up their first medical plans and assists established companies with up to 50 employees in optimizing existing coverage. David’s team streamlines enrollment, ensures compliance, and provides ongoing plan management, as demonstrated in case studies like those of Michael (a new business owner) and Miranda (an HR manager seeking better support).
2. Life Insurance
DHill offers life insurance products, including key-man policies to protect businesses from the loss of critical personnel. These plans provide income replacement and financial stability, tailored to the needs of small business owners and their employees.
3. Disability Insurance
Short-term and long-term disability coverage ensures financial security for employees unable to work due to illness or injury. DHill Financial integrates these benefits into comprehensive employee packages, enhancing retention and satisfaction.
4. Additional Employee Benefits
Beyond health, life, and disability insurance, DHill Financial supports businesses in offering:
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Dental and Vision Insurance: Essential for attracting and retaining talent, as seen in Michael’s case study, where dental and vision benefits were added during plan implementation.
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Retirement Plan Options: Discussed as future solutions for growing businesses.
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COBRA Support: Assisting with compliance and administration for terminated employees’ coverage.
5. Consulting and Plan Optimization
DHill Financial’s proprietary approach leverages decades of industry experience to develop customized insurance strategies. The agency conducts assessments to ensure plans align with clients’ budgets and goals, as evidenced by testimonials praising David’s ability to simplify healthcare and deliver cost-effective solutions.
Value Proposition
DHill Financial’s value proposition is rooted in its mission to “provide current and relevant insurance counseling in an environment which fosters comfort and confidence.” Key differentiators include:
1. Independence and Unbiased Advice
As an independent broker, DHill Financial accesses multiple carriers, ensuring clients receive options tailored to their needs rather than carrier-driven agendas. This independence eliminates additional costs, making DHill a cost-neutral partner.
2. Client-Centric Partnership
David Hillelsohn emphasizes being a “partner for life” rather than a transactional vendor. Testimonials highlight his exceptional responsiveness, proactive problem-solving, and genuine care, with clients noting, “He puts the CARE in healthcare.” By understanding clients’ personal and business goals, David builds long-term relationships that drive mutual success.
3. Expertise and Experience
With 31 years in insurance, including 26 as a wholesaler, David brings unparalleled expertise to the table. His team’s commitment to continuing education ensures clients benefit from the latest industry insights, keeping their plans competitive and compliant.
4. Simplified Solutions for Small Businesses
DHill Financial excels in serving small businesses, offering a three-step process to set up group health plans and providing ongoing support for enrollment, compliance, and benefit enhancements. Case studies illustrate how startups and established firms benefit from cost savings, richer plans, and reduced administrative burdens.
5. Community Engagement
Based in Northern Virginia, DHill Financial is deeply embedded in the local business community, with affiliations like the Dulles Regional Chamber of Commerce and BNI Northern Virginia Business Alliance. David’s networking philosophy focuses on networking through referrals, enhancing his reputation as a trusted advisor.
Community Involvement and Recognition
David Hillelsohn is an active member of the Northern Virginia business community, contributing to organizations like the Dulles Regional Chamber of Commerce and BNI. His agency is highly recommended by 11 local business owners, reflecting his status as a respected professional. Reviews on platforms like Zaubee praise David’s knowledge and client service, with an average rating of 5 stars. DHill Financial’s Facebook page (@DHillFinancial) engages followers with insurance tips and updates, reinforcing David’s commitment to education and transparency. The agency’s newsletter, “Financial Intelligence,” provides monthly insights to help clients stay informed about their coverage.
Personal Philosophy and Vision
David’s guiding principles are to be trustworthy, knowledgeable, and caring. He views insurance not as a product but as a tool to empower clients to become “heroes of their own story.” This philosophy drives DHill Financial’s mission to nourish long-term partnerships, optimize plan performance, and make employees feel valued. David’s passion for connecting with people, honed after years as a wholesaler, shapes every interaction, making insurance a “positive and warm experience.”
Conclusion
David Hillelsohn’s journey from a 26-year insurance wholesaler to the founder of DHill Financial, LLC, is a testament to his expertise, resilience, and client-first mindset. Through DHill Financial, he delivers tailored health insurance, life insurance, disability coverage, and employee benefits to small businesses in Virginia, Maryland, and Washington, D.C. His independent brokerage model, deep industry knowledge, and commitment to partnership set him apart in a competitive market. For business owners seeking a trusted guide to navigate insurance complexities, David Hillelsohn and DHill Financial offer unparalleled value, ensuring peace of mind and long-term success.
