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

Retirement Planning Articles

Retirement Income Is a Landscape, Not a Line
Ross Marino | May 29, 2026

Retirement Income Is a Landscape, Not a Line

Retirement Income
Retirement Spending
Investments
Healthcare & Longevity
Social Security
Retirement income changes as life, markets, healthcare, and household needs change. A usable plan shows what to review and what can remain in place.
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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
Retirement Income
Work & Identity
Estate Planning & Legacy
A practical succession plan protects immediate continuity while building the long-term transition in a useful order.
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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 Spending
Retirement Income
Investments
RMD
Medicare
Retirement Spending, Retirement Income, Investments, RMD, Medicare
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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

Retirement Timing
Retirement Income
Medicare
Retirement Spending
Work & Identity
An earlier-than-planned retirement creates immediate deadlines and longer-term choices. Start with the dates, coverage, and near-term cash needs that shape what
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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

Charitable Giving
Tax Planning
Estate Planning & Legacy
Family Support
A direct gift and a donor-advised fund can serve different purposes. Start with what the gift should accomplish, when support should arrive, and who should stay
Read More
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
Retirement Spending
A lower-tax state may improve retirement cash flow. The real test includes housing, healthcare, moving costs, relationships, and daily life.
Read More
A bright dressing room table with a jewelry box, travel pouch, and nearby accessories, suggesting that moving something to a simpler place may still leave certain features tied to where it started.
Ross Marino | Apr 21, 2026

Rollover or Stay Put? What This Decision Really Protects

401(k)
IRA
Retirement Income
Tax Planning
An old 401(k) may preserve choices that an IRA handles differently. Compare access, costs, and tax treatment before moving the money.
Read More
A circle of miniature presentation easels surrounding a central stand, illustrating that a retirement date should be reviewed alongside Social Security, healthcare, taxes, and portfolio withdrawals rather than as a single decision.
Ross Marino | Apr 13, 2026

Before You Pick a Retirement Date, Make the Pieces Work Together

Retirement Timing
Retirement Income
Social Security
Medicare
Tax Planning
A retirement date changes more than when work ends. Compare its effects on income, healthcare, and the portfolio before you choose.
Read More
A woman in her 60s stands on a covered porch with a mug, looking out at the rain before responding to what has changed.
Ross Marino | Apr 1, 2026

A steadier way to think about market highs and lows

Investments
Retirement Income
Risk Management
Market highs and lows matter. Your time horizon, spending needs, and risk targets help determine when they should lead to action.
Read More
Three wooden markers along a garden path read “Pause,” “Verify,” and “Protect,” showing a simple response routine before acting on a suspicious message.
Ross Marino | Mar 19, 2026

The New Phishing: How AI Imitates Trust and What to Do Next

Scams & Digital Security
Risk Management
Recordkeeping
AI can make a false message look and sound convincing. A simple verification routine helps you keep control of what happens next.
Read More
Bound paper records tied together beside a blank sheet and pencil on a wooden worktable, representing tax preparation as documenting what has already happened.
Ross Marino | Mar 4, 2026

The Real Difference Between Tax Preparation and Tax Planning

Tax Planning
Roth Conversions
RMD
Retirement Income
Working With an Advisor
Tax preparation reports the year that ended. Tax planning examines choices while timing, income, and retirement decisions can still be coordinated.
Read More
Brightly colored pottery labeled Conversion, Gain, RMD, and Gift sits on a shelf marked “This year,” above pottery on a shelf marked “Later premiums.”
Ross Marino | Feb 14, 2026

NIIT, IRMAA, RMDs: Why Tax Decisions Need a Multi-year Plan

Tax Planning
Roth Conversions
RMD
Medicare
Charitable Giving
Year-end tax choices can affect this year's return and later Medicare premiums. A multi-year review can also account for future RMDs.
Read More

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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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