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  • A woman’s left hand holds a mug beside a notebook, glasses, and plant, suggesting a quiet moment to think through a retirement question.

Blog

Two people in an office suggest a business succession decision that affects retirement, people, timing, and value.
Ross Marino | May 16, 2026

A Practical Order for Business Succession When You Step Back

Investments
Finance
Tax Planning
Stepping back from a business can affect retirement income, people, and timing. Review the order before the sale becomes the only focus.
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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
investing
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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A person standing near paperwork at home suggests an early retirement moment when the first decisions need to be put in order.
Ross Marino | May 3, 2026

If Retirement Comes Early, Start With What Comes First

Retirement
An early retirement date can arrive before every piece is ready. Start with what needs attention first, then review what can wait.
Read More
: 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
Charitable
A gift can start with generosity. First name what the gift is meant to support, protect, or make possible.
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
Real Estate
A lower-tax state may look appealing. Before moving, review how the tax savings, housing costs, healthcare logistics, and daily life change together.
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

Investments
Retirement
An old 401(k) may look like a housekeeping task, but a rollover can change access, protections, and tax options that may matter later.
Read More
A comfortable chair beside a sunlit window, inviting reflection before choosing a retirement date and considering how work, income, healthcare, and spending fit together.
Ross Marino | Apr 13, 2026

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

Retirement
Savings
Social Security
Retirement is not one lever. See how Social Security, taxes, Medicare, and withdrawals interact so one choice does not create pressure somewhere else.
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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
Headlines move fast. Your decisions don’t have to. Use a plan that shows what to rebalance, what to review, and what can wait.
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

Technology
Finance
AI can make scams sound familiar. Slow down, verify the source, and protect access before you respond.
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
Tax preparation reports last year. Tax planning shapes this year while choices still exist. Here is how they connect without becoming the same.
Read More
Handcrafted ceramic bowls and vessels arranged on wooden worktables in a pottery studio, symbolizing the thoughtful preparation and pacing involved in long-term retirement tax planning.
Ross Marino | Feb 14, 2026

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

Tax Planning
Investments
Retirement
Estate Planning
Real Estate
A tax move in one year can raise costs in another. Review how income, Medicare costs, and future withdrawals may interact.
Read More
A small connected tabletop model sits in a calm sunlit room, suggesting how one tax decision can touch several review points.
Ross Marino | Feb 4, 2026

Before You Convert, Give, or Sell: See How the Tax Decisions Connect

Retirement
Tax Planning
Before a Roth conversion, gift, or sale, review what else may change in the same year or later.
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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