Skinner Wealth Strategies

Middlesex County · Connecticut

Financial Advisor in Haddam, CT

Fee-based fiduciary tax-sensitive retirement planning for Haddam pre-retirees and retirees age 50+.

We work with households who have $1 million or more in investable assets.

Retirement Planning for Haddam

Skinner Wealth Strategies is a fee-based fiduciary financial advisor serving Haddam and the surrounding Middlesex County communities. We work with people who have spent a career building savings and now need a plan for turning it into income. Our focus is tax-efficient retirement planning for pre-retirees and retirees — coordinating your investments, your taxes, and your retirement income as one plan instead of three separate problems.

Haddam straddles the Connecticut River with Higganum and Haddam Neck among its villages, and a long tradition of multi-generational property.

Households we work with in Haddam — part of the Lower Connecticut River Valley — often have friends and neighbours in Durham, Clinton and Cromwell weighing the same set of retirement decisions. Our Milford office is a comfortable trip for the handful of in-person meetings involved.

Haddam is about 42 minutes from our Milford office. Many clients at this distance do the first meeting in person and the rest by video. We meet clients in person at either our Milford or West Hartford office, or virtually — whichever fits your schedule.

Who we work with in Haddam

We specialize in people over 50 who have more than $1 million in savings and who need help turning a life's work into a steady income stream for retirement, in a tax-sensitive way. When you have spent your career in saving mode, reorganizing those habits for a new phase of life is a genuine shift, and it is the shift we are built to help with.

The common thread is almost never a lack of savings. It is that the investments, the taxes, and the income have never been planned together — an investment manager here, a CPA there, and nobody owning the whole picture.

Where we start with Haddam clients

The same three steps for everyone, and the first two cost nothing:

  1. DiscoveryA no-cost call to understand your situation and see whether we are a fit.
  2. AssessmentA deeper review of where you stand, and the strategies actually available to you. Also no cost.
  3. OpportunityThe plan itself — projections, personalized strategies, and a decision that is yours to take your time over.
See the full process

What we do for Haddam retirees and pre-retirees

  • Retirement Planning — retirement readiness analysis, scenario planning, and bringing a lifetime of separate pieces — an old 401(k), a pension, a brokerage account, an insurance policy — together into one coordinated plan.
  • Retirement Income — an academically grounded approach built on income guardrails and investment buckets, taking every income source into account so the portfolio is not doing work that Social Security or a pension already does.
  • Tax Planning — reviewing your annual return, planning Roth conversions each year, coordinating the timing of different income streams, and watching the thresholds that would otherwise spike your Medicare premiums later.
  • Social Security Strategy — analyzing your filing age against your actual plan, understanding how your other income affects the benefit, and protecting a spouse's survivor benefit.
  • Investment Management — keeping investment cost low, focusing on quality, and building the mix around the income you actually need rather than an abstract risk score — with tax efficiency decided at the holding level.
  • Coordinated coverage review — we review existing policies as part of the plan and introduce you to qualified outside resources when something should be shopped. We do not sell insurance.

Building the portfolio around the income

A portfolio built to accumulate and a portfolio built to distribute are not the same portfolio, even when they hold similar things. While you are saving, a decline is an inconvenience and arguably an opportunity. Once you are drawing an income from it, the same decline is a forced sale. So the allocation stops being a question of abstract risk tolerance and becomes a question of funding dated, sequenced withdrawals: what has to be spendable in the next few years is held in short-duration assets, and only what is genuinely long-dated carries market risk. Mapping known income — Social Security, a pension — against required distributions and voluntary withdrawals also shows which years land in a lower bracket than the ones around them, and those are the years worth using for a conversion or a change in asset location.

Retirement income here starts with a chosen withdrawal rate and a dollar amount. Each year that amount adjusts for inflation, unless the portfolio has had a negative return over the prior twelve months. If strong performance pushes your withdrawal rate well below where it started, spending can increase; if a downturn pushes it well above, spending is trimmed. The point of setting the boundaries in advance is that you know before it happens what would cause your income to move and by how much — which is a very different experience from deciding what to do in the middle of a bad market.

Planning in Middlesex County

The lower Connecticut River Valley and the shoreline towns around it hold a lot of multi-generational property and a lot of people who deliberately chose to retire in place. That combination makes beneficiary review and estate titling unusually relevant, alongside the ordinary work of turning savings into a retirement paycheck.

A question we get a lot here

Can I stop working before 65, and what happens to health insurance? This answer changed this year, and not in a small way. The enhanced subsidies that softened the marketplace premium tax credit expired at the end of 2025, so for 2026 coverage the old cliff is back: cross 400% of the federal poverty level — roughly $62,600 for a single filer or $128,600 for a family of four — and the entire credit disappears. Not a reduced credit. All of it. Since the credit is driven by the income you realize rather than by your assets, that makes the size of a Roth conversion or an IRA withdrawal between 60 and 65 a materially bigger decision than it was two years ago.

Other things that come up often around Haddam

Beneficiary designations. Beneficiary forms on retirement accounts and insurance policies pass outside your will, which means a form filled out before a marriage, a divorce, or a death quietly overrides an otherwise well-drafted estate plan. Reviewing them takes very little time and is one of the highest-value hours in the whole process.

What the plan does in a bad market. The question worth answering before you retire is not what the portfolio returns in a good decade — it is what you do in a bad one. A guardrails approach defines in advance what triggers an adjustment and how large that adjustment is, so a market drop produces a known response rather than an improvised one.

Retiring before Medicare. For households leaving work before 65, health insurance is usually the deciding variable, and the rules moved this year. With the enhanced subsidies expired, the marketplace premium tax credit is once again an all-or-nothing threshold at 400% of the federal poverty level — approximately $62,600 single or $128,600 for a family of four. A dollar over and the credit is gone entirely, and the cap that used to limit how much excess advance credit you had to repay is gone too. Because the test is on realized income rather than net worth, the years between retiring and turning 65 are years where how you fund your spending sets what your coverage costs.

Working alongside your CPA and attorney. We do tax planning, not tax preparation. Your CPA files what already happened; our job is what happens next — which account funds this year, how much to convert, which thresholds to stay under. The same applies on the estate side: we handle the financial and tax work and coordinate with your attorney on the documents rather than replacing either of them.

What happens to the 401(k) when you actually retire. Leaving it, rolling it, or taking it in stages are all defensible depending on the plan's costs, what it holds, and what you need the money to do. What is rarely defensible is deciding by default because a form arrived in the mail. It is worth a deliberate look in the months before your last day, while you still have options the plan may close afterward.

How We Plan

The Parts That Move the Number Most

Three areas where the decisions made in the years before retirement tend to matter more than anything that happens inside the portfolio.

Required minimum distributions and the bracket spike

Required distributions start at 73 or 75 depending on when you were born, and they arrive whether you need the income or not. The damage is rarely the distribution itself — it is that it stacks on Social Security and pension income, increases how much of your Social Security is taxed, and can trip a Medicare surcharge that behaves as a genuine cliff rather than a bracket.

What Connecticut does differently

Connecticut exempts retirement income only below an AGI line, taxes Roth conversions in full at 2%–6.99% with no carve-out, and offers no preferential rate on long-term gains the way the federal system does. Its estate tax is also widely misdescribed: since 2023 it applies only to the excess over the exemption, not the whole estate.

Three of the biggest risks to a retirement plan

The order returns arrive in matters more than the average — research puts the correlation with a sustainable withdrawal rate at roughly 0.80 against the first decade's real return, versus only 0.21 against the first year alone. Add unmanaged tax risk on a large deferred balance and two or three decades of inflation, and you have most of the structural damage we are asked to repair.

By the Numbers

What This Looks Like in Practice

A hypothetical illustration of the planning we do for Haddam households — with the arithmetic shown.

Worked example

Retiring at 62 without paying the full premium

$35,496premium assistance preserved over three years

A Guilford couple retiring at 62 needs $118,000 a year but has to hold Marketplace income under $84,600. Funding the gap from taxable sales and qualified Roth distributions — which produce no MAGI — preserves roughly $11,832 a year of premium assistance. Since the enhanced subsidies expired, crossing that line costs the entire credit, not a portion.

Hypothetical example — not an actual client.

See the full premium tax credit example

Watch

Retirement Planning, Explained

Brian covers the questions we hear most from Connecticut households approaching retirement.

Financial Planning in Haddam — Common Questions

Do you work with clients in Haddam, CT?
Yes. Skinner Wealth Strategies serves clients throughout Middlesex County and the rest of Connecticut. Haddam is about 42 minutes from our Milford office. We meet clients in person at either office or virtually, whichever you prefer.
What is sequence-of-returns risk and why does it matter most early?
It's the risk that poor market returns arrive in the first few years of retirement, while you're withdrawing. The same average return produces very different outcomes depending on when the bad years land. We manage it with a dedicated short-term reserve so you aren't forced to sell into weakness.
How do I access retirement accounts before 59½ without a penalty?
There are several routes — the rule of 55 for a workplace plan at your most recent employer, substantially equal periodic payments, and the fact that Roth contributions can generally come out without penalty. Which applies depends on where your money currently sits, which is worth mapping before you give notice.
What kind of Haddam households do you typically work with?
Our clients are generally age 50 or older with $1 million or more in investable assets who are approaching or already in retirement and need their investments, taxes, and income planned together rather than separately. Within that, a recurring topic here is bridging the gap to Medicare, ACA premium tax credits, and sequence-of-returns risk.
Are you a fiduciary?
Yes. As fiduciaries and CERTIFIED FINANCIAL PLANNER™ (CFP®) professionals, we're committed to putting your needs first whenever we provide financial advice, with transparent pricing and personalized guidance.
Do you work alongside my CPA and attorney?
Yes, and we prefer to. We do tax planning rather than tax preparation — your CPA files what already happened, and our job is what happens next: which account funds this year, how much to convert, which thresholds to stay under. The same applies on the estate side, where we handle the financial and tax work and coordinate with your attorney on the documents. We are not looking to replace either relationship, and if you don't have one we can point you to qualified people locally.
How do I get started?
Schedule a no-cost discovery call. We'll learn about your situation, answer your questions, and tell you honestly whether we're the right fit.
What's the biggest tax mistake people make in retirement?
Leaving a large tax-deferred balance unmanaged through the low-bracket years. The stretch between your last paycheck and your first required distribution is usually the lowest-bracket period you will ever have, and it is the one most commonly left unused. Ed Slott's framing is that an unmanaged deferred balance is a tax bill waiting to happen, and it grows the longer it is ignored — because the balance compounds and the eventual required distributions compound with it.
Should I take my required distribution or convert to a Roth first — does the order matter?
It matters, and the order is not actually optional. Once required distributions begin at 73 or 75 depending on your birth year, the required amount has to come out first and it cannot itself be converted. That distribution occupies room in your bracket, so the space left for a conversion in any given year shrinks accordingly. It is a large part of why the pre-distribution window is worth planning deliberately rather than arriving at.

Nearby

We Also Serve These Middlesex County Communities

Get Started

Talk to a Haddam Financial Advisor

A first conversation costs nothing and carries no obligation. We’ll learn about your situation and tell you honestly whether we can help.

Our planning work is built for households age 50+ with $1 million or more in investable assets. If that isn’t you yet, we’d rather say so now than on the call.

Skinner Wealth Strategies serves clients throughout Connecticut from offices in Milford and West Hartford. Meetings are available in person or virtually. This page is informational and is not a solicitation in any state where the representative is not registered.