About us

At Standing Oak Insurance, our mission is clear: deliver clarity, protection, and peace of mind at every stage of life. Because insurance isn’t just policies and premiums—it’s stability for the people and goals that matter most.

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Who We Are

Standing Oak Insurance is a Private Retirement Brokerage dedicated to safeguarding lifetime income and legacy. We deliver in-depth Social Security advisory, mapping optimal filing strategies to maximize benefits and align them with pensions, wage and investments, and tax planning.


Our advisors solve complicated life and health insurance issues by closing coverage gaps and structuring protection for families and business owners. As fully independent advisors on Medicare health insurance, we compare plans objectively, manage enrollment, and coordinate benefits.


We are recognized authorities on disability insurance, designing occupation-specific policies and income protection for executives, professionals, and key employees. Beyond insurance, our team provides practical guidance on tax, business valuation, and financing solutions that support growth and succession.


Clients choose Standing Oak because we listen, educate, and advocate by delivering transparent analysis, disciplined implementation, and stewardship. Trusted by attorneys, CPAs, and lenders, our firm is well respected for integrity, rigor, and responsive service.



When financial lives are complex, Standing Oak Insurance stands steady by integrating protection, benefits, and strategy so clients can move forward with confidence.

What We Do

Standing Oak Insurance is a Private Retirement Brokerage that helps individuals, families, and business owners turn income into lasting, tax-efficient retirement outcomes. We coordinate Social Security timing, pension and 401(k) rollovers, annuity and insurance design, and risk management to build resilient income plans.


As independent brokers, we shop multiple carriers to solve complex life, health, Medicare, and disability needs, aligning coverage with cash-flow and estate objectives. For entrepreneurs, we evaluate buy-sell funding, key-person protection, and nonqualified plans, integrating benefits with valuation, tax considerations, and financing options.


Our role is part strategist, part advocate: we analyze, educate, implement, and monitor so clients understand their choices and stay on course. Standing Oak delivers clarity, confidence, and stewardship through every market cycle.



We grow with you; over time, and together.

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Older man in a blue suit holding glasses, looking thoughtful, outside a building.

Our Values

Integrity, patience, and clarity guide everything we do. We believe in doing right by our clients—offering honest advice, transparent communication, and thoughtful recommendations rooted in real understanding. Our goal is not just to sell insurance but to build lasting relationships based on trust, accountability, and care.

"Patience, integrity and clarity are key variables in providing clients with purpose."

Luis Rodriguez, Managing Principal