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Medicare Plan Selection

Turning 65, retiring, or losing employer coverage triggers one of the most confusing decisions in personal finance: which of dozens of Medicare Advantage, Supplement, and Part D plans actually fits your doctors, prescriptions, and budget.

What It Is

We compare Original Medicare, Medicare Advantage, Medicare Supplement (Medigap), and Part D prescription drug plans across multiple carriers available in the Richmond area, side by side.

Who Needs It

  • Anyone approaching their Initial Enrollment Period
  • Retirees leaving employer or COBRA coverage
  • Current beneficiaries re-shopping during Annual Enrollment
  • Anyone who has moved and needs new local carrier options

How We Help

As independent agents, we match your specific doctors, hospital system, and prescriptions to plan networks and formularies, walk through enrollment deadlines to help you avoid late-enrollment penalties, and stay available year-round — not just during enrollment season.

We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov, 1-800-MEDICARE, or the Virginia State Health Insurance Assistance Program (VICAP) to get information on all of your options.
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Life Insurance

A life insurance policy replaces income, pays off debt, and protects the people who depend on you — but only if it's the right type and amount of coverage for your actual situation.

What It Is

We help you compare term, whole, universal, and final expense life insurance from multiple carriers. Depending on the policy type, coverage can pay a death benefit only, or also build cash value and offer living benefits.

Who Needs It

  • Parents or grandparents wanting income replacement
  • Homeowners with a mortgage or other debt
  • Business owners needing key-person or buy-sell funding
  • Older adults planning for final expenses

How We Help

We assess your budget, health, and goals, then compare policies across carriers to find coverage that fits — without over-insuring or under-insuring. If you already have a policy, we'll review it for coverage gaps at no cost.

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Long-Term Care

Roughly 7 in 10 people who turn 65 will need some form of extended care — and Medicare generally does not cover it. Planning ahead protects both your care options and your savings.

What It Is

Long-term care planning covers the cost of home health aides, assisted living, memory care, or nursing home care through traditional long-term care insurance, hybrid life/LTC policies, or a dedicated self-funding strategy.

Who Needs It

  • Individuals in their 50s and 60s, while still insurable
  • Families who've seen care costs affect an inheritance
  • Anyone wanting choice and dignity in future care decisions

How We Help

We walk through your health history and family experience, then compare traditional and hybrid policy options across carriers and show how a long-term care plan fits into your overall retirement income strategy.

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Retirement Income Planning

Saving for retirement and generating income from it are two different skills. We help you build a written plan for turning savings into income that lasts.

What It Is

A retirement income plan sequences withdrawals across your accounts, manages the tax impact of those withdrawals, and layers in guaranteed income sources to cover essential expenses for life.

Who Needs It

  • Anyone within 5–10 years of retirement
  • Recent retirees adjusting their withdrawal strategy
  • Pre-retirees asking, "will my money actually last?"

How We Help

We build a written income plan that considers tax-efficient withdrawal order, Medicare premium impacts, and Social Security timing, then stress-test it against market downturns and a longer-than-expected retirement.

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Social Security Optimization

When you claim Social Security is one of the few retirement decisions that's both permanent and worth tens of thousands of dollars over a lifetime.

What It Is

A claiming strategy that weighs claiming at 62, at full retirement age, at 70, or somewhere in between — including spousal and survivor benefit coordination for married couples.

Who Needs It

  • Married couples with two different earnings histories
  • Widows and widowers evaluating survivor benefit options
  • Anyone deciding between claiming early or waiting

How We Help

We model multiple claiming scenarios, show breakeven ages, and coordinate the decision with your broader retirement income and tax picture — before you file, while you still have options.

SurePoint Financial is not affiliated with or endorsed by the Social Security Administration or any other government agency.
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Investment Advisory Services

Ongoing, fee-based investment management and financial planning, offered through Sequent Planning, a Registered Investment Adviser — coordinated with your insurance and retirement income strategy rather than treated as a separate silo.

What It Is

Through Sequent Planning, a Registered Investment Adviser, we build and manage diversified portfolios and comprehensive financial plans aligned with each client's individual goals and risk tolerance.

Who Needs It

  • Individuals and families wanting professionally managed portfolios
  • Clients who want ongoing financial planning, not a one-time transaction
  • Anyone who wants investments coordinated with insurance and income planning

How We Help

We start with your goals and risk tolerance, build a plan around them, and review it regularly — in coordination with your Medicare, Social Security, and retirement income decisions.

Important: Investment advisory services are offered through Sequent Planning, a Registered Investment Adviser, and are separate and distinct from the insurance products and services offered through SurePoint Financial. See the full disclosure in the footer of this site.

Not sure where to start?

Tell us what's on your mind and we'll point you to the right service — or the right person.