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  • A Dovetail Financial Insights banner introducing educational articles about retirement decisions and how life and wealth connect.

Retirement Planning Articles

Bright, welcoming financial planning office viewed from a comfortable meeting area, with an organized advisor workspace beyond an open doorway, representing the beginning of a new planning relationship.
Ross Marino | Jun 29, 2026

What Happens Next After You Say Yes to a Financial Advisor

Working With an Advisor
After you decide to work with an advisor, the next step is not a finished plan. It is building a reliable picture before recommendations begin.
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A quiet stone garden path leading through an open gate, representing the gradual process of moving from an initial financial planning conversation toward greater clarity
Ross Marino | Jun 29, 2026

Why Some Financial Planning Conversations Need More Than One Meeting

Working With an Advisor
A second conversation can clarify what you are weighing, whether the fit is right, and what should wait for formal planning.
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Bright woodworking studio with three wooden blocks engraved “Listen,” “Understand,” and “Advise” arranged in sequence on a workbench.
Ross Marino | Jun 28, 2026

Why Financial Advice Should Start With Understanding What's Going On

Working With an Advisor
A quick answer can miss what the advice affects. Useful guidance starts by understanding what is changing and what needs to be known.
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Weaving three parts together. Movement, Connection, and Contribution.
Ross Marino | Jun 19, 2026

Why Retirement Feels Heavier Than Expected, and How to Find a New Rhythm

Work & Identity
Retirement Spending
Retirement changes more than a paycheck. See what is shifting, what gets tangled, and how a steadier order helps life and money fit together.
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An older couple walks together through their home as one spouse gently supports the other, representing how retirement planning includes preparing for changing health, caregiving, and the transition into later-life responsibilities.
Ross Marino | Jun 14, 2026

Longevity Planning for Couples Isn’t One Number. It’s Three Stages.

Healthcare & Longevity
Family Support
Social Security
Estate Planning & Legacy
Widowhood
Later life may unfold in stages for a couple. Shared years, uneven health, and survivor years may each require a different kind of preparation.
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A colorful dimensional stage shows the same Social Security benefit beside a Roth conversion and tax-free interest, illustrating how other income can change the benefit’s taxable amount.
Ross Marino | Jun 8, 2026

Why a Roth Conversion or “Tax‑Free” Interest Can Raise Social Security Taxes

Social Security
Retirement Income
Tax Planning
Roth Conversions
IRA
The Social Security deposit may stay the same while the tax result changes. A Roth conversion or tax-exempt interest can be the reason.
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Retirement Income Is a Landscape, Not a Line
Ross Marino | May 29, 2026

Retirement Income Is a Landscape, Not a Line

Retirement Income
Investments
Healthcare & Longevity
The first retirement spending number matters. The plan becomes more useful when it also shows what could change and when the household should look again.
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Four blocks show the succession sequence: set direction, prepare people, make timing visible, and build the transfer.
Ross Marino | May 16, 2026

A Practical Order for Business Succession When You Step Back

Business Succession
Tax Planning
Estate Planning & Legacy
Retirement Income
Stepping back from a business can make every question feel urgent. A practical order helps separate what needs attention now from what can follow.
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Boats moored in a harbor.
Ross Marino | May 5, 2026

The Better Safety Question in Retirement: What Should Each Dollar Do?

Retirement Income
Retirement Spending
Investments
Risk Management
Avoiding volatility is not the same as staying safe in retirement. Reframe the question so that each part of your portfolio does a clear job.
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Three brightly colored stones labeled “What ends when,” “Money for the next stretch,” and “Health coverage dates” beneath a sign reading “Start with what comes first.”
Ross Marino | May 3, 2026

If Retirement Comes Early, Start With What Comes First

Early Retirement
Retirement Timing
Retirement Income
Healthcare & Longevity
When retirement arrives sooner than planned, begin with the dates, coverage, and near-term spending that need attention before longer-term choices are made.
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: A person choosing flowers suggests that a charitable gift should begin by naming the question the donor is trying to answer.
Ross Marino | Apr 29, 2026

Before You Give, Name the Question

Estate Planning & Legacy
Charitable Giving
Family Support
A donor-advised fund can help organize charitable giving, but the account should be tied to a specific purpose. Start by naming what the gift should do. Then
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A soft, sunlit community room suggests the daily-life routines and relationships that may change with a retirement relocation.
Ross Marino | Apr 22, 2026

The Tax Move That Changes More Than Taxes

Retirement Relocation
Tax Planning
Healthcare & Longevity
A lower-tax state may look appealing. Before moving, review how the tax savings, housing costs, healthcare logistics, and daily life change together.
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Dovetail Financial helps people nearing or living in retirement connect decisions about income, taxes, investments, Medicare, healthcare, family support, and life changes. Dovetail Financial Group LLC is a fee-only Registered Investment Adviser headquartered in Wilmington, NC. Advisory services are offered through Dovetail Financial Group LLC. Our team includes CFP® professionals. CRD #311298. Information presented on this site is for informational purposes only and does not intend to make an offer or solicitation for the sale or purchase of any product or security. Investments involve risk and, unless otherwise stated, are not guaranteed. Be sure to first consult with a qualified financial adviser and/or tax professional before implementing any strategy discussed here. The information being provided is strictly as a courtesy. When you link to any of the websites provided here, you are leaving this website. We make no representation as to the completeness or accuracy of the information provided on these websites.
 

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