Social Security Planning

Social Security is one of the most important income sources in retirement, yet it’s also one of the most misunderstood. At Standing Oak Insurance, we help clients make informed decisions about when and how to claim their benefits. Through thoughtful coordination with taxes, Medicare, and retirement income, we help ensure your strategy supports a confident and sustainable future.

Key Areas of Social Security Optimization


Filing Strategy: A Social Security benefits review by our advisor allows for verification of records, correction of errors, and clarification of eligibility. Expert guidance helps you understand spousal options, maximize lifetime income, and choose the filing age, aligning benefits with taxes and retirement goals.

Spousal Benefits: Today’s complex financial and economic environment makes a strategic review of Social Security spousal benefits essential. Coordinated planning clarifies eligibility, optimizes timing, and integrates taxes, longevity, and earnings. An advisor can model scenarios, prevent costly mistakes, protect survivor benefits, and align decisions with retirement income needs and broader investment strategies.

Earnings Test Strategy: Strategically understanding Social Security’s earnings test is critical to retirement success. Knowing how work income temporarily withholds benefits, interacts with full retirement age, and later recomputations, helps avoid cash-flow shocks, tax surprises, and Medicare surcharges. Informed planning aligns employment, claiming age, and savings withdrawals to preserve lifetime income and flexibility.

Survivor Benefits: Planning and review untangle the complexities of filing Social Security survivor benefits by verifying earnings records, coordinating with your own retirement benefit, and timing claims to maximize lifetime income. An advisor clarifies eligibility windows, impact of remarriage, and reductions before full retirement age, prevents paperwork errors, aligns taxes and Medicare considerations, and sequences withdrawals, ensuring accurate payments and financial stability.

Divorced Spouse Benefits: Understanding how Social Security structures benefits for divorced spouses is vital. Rules on marriage length, current marital status, age, and claiming coordination can unlock valuable income without affecting an ex-spouse’s benefits. Knowing offsets, survivor rights, and timing strategies helps avoid mistakes, optimize lifetime payouts, and support more sustainable retirement plans.

Taxation of Benefits: Reviewing taxation of Social Security benefits is essential because up to 85% may be taxable, depending on combined income thresholds. Proactive analysis coordinates withdrawals, Roth conversions, and timing of claims to reduce taxes, avoid IRMAA surcharges, manage withholding, and smooth cash flow, supporting sustainable retirement income and fewer unpleasant surprises.

Evaluation of Longevity Risks: Relying primarily on Social Security exposes retirees to longevity risk, basically, living longer than expected can strain fixed benefits. Regular reviews assess adequacy against inflation, healthcare costs, Medicare surcharges, taxes, market volatility, and policy changes. Coordinating savings withdrawals, annuities, long term care and claiming strategies helps preserve purchasing power and sustain income over decades.

Coordination with Medicare: Coordinating Social Security strategy with Medicare planning prevents coverage gaps and penalties, aligns flow with premiums, and manages IRMAA surcharges. Integrated timing decisions optimize taxation, protect HSA eligibility before enrollment, and ensure prescriptions and providers remain affordable, supporting sustainable healthcare and retirement income throughout life.

IRMAA Surcharge Planning: Beneficiaries should prepare for Social Security IRMAA surcharges because higher modified adjusted gross income can raise Medicare Part B and D premiums. Proactive planning—managing withdrawals, Roth conversions, capital gains, and work income—helps control thresholds, avoid surprises, request life event reconsiderations, and budget for premiums, protecting cash flow and retirement sustainability.

Protect Your Income, Protect Your Future


Your ability to earn an income is one of your greatest assets—and protecting it is essential to maintaining your lifestyle and long-term goals. Impairment protection insurance helps ensure that an unexpected illness or injury doesn’t jeopardize your financial foundation.



At Standing Oak Insurance, we take the time to understand your situation, explain your options, and design coverage that fits your needs and priorities. Together, we’ll build a plan that helps safeguard your income, preserve savings, and provide peace of mind—so you can move forward with confidence, no matter what life brings.