Skinner Wealth Strategies

Middlesex County · Connecticut

Financial Advisor in Cromwell, CT

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

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

Retirement Planning for Cromwell

Skinner Wealth Strategies is a fee-based fiduciary financial advisor serving Cromwell 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.

Cromwell sits on the Connecticut River just north of Middletown, with quick Route 9 access to both Hartford and the shoreline.

Much of our Middlesex County work happens across one cluster of towns — Cromwell and neighbours like Newington, Durham and Wallingford. The drive to West Hartford is short enough that in-person meetings stay easy to schedule around a workday.

Our West Hartford office is roughly 25 minutes from Cromwell, an easy trip for the two or three in-person meetings most plans involve. We meet clients in person at either our Milford or West Hartford office, or virtually — whichever fits your schedule.

Who we work with in Cromwell

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 Cromwell 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 Cromwell 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

What happens to this when we're gone? Connecticut has its own estate tax on top of the federal one, and the thresholds move, so exposure is worth reviewing periodically rather than assuming a number you read years ago still applies. Beneficiary designations pass outside your will and quietly override an otherwise sound estate plan when they go stale — so they get audited as part of the plan, and we coordinate with your attorney rather than replacing them.

Other things that come up often around Cromwell

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.

The first five years of withdrawals. Sequence-of-returns risk is the reason two retirees with the same average return can end up in very different places: it matters enormously whether the bad years land early, while you are drawing income. We hold near-term spending in short-duration assets specifically so a downturn is funded from the reserve rather than by selling depressed holdings at the worst possible moment.

Spending it once you have permission to. A surprising amount of the work is not about whether the money lasts — it is about giving people a defensible reason to spend it. Decades of saving builds a habit that does not switch off, and plenty of retirees underspend their way through the healthiest years they will have. A plan with guardrails is as much about permission as it is about restraint.

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.

The order you spend from. Most households arrive with three kinds of money — taxable, tax-deferred, and Roth — and no plan for which one funds which year. There is no universal answer, because the right order changes with your bracket, whether you are converting, whether you are on marketplace coverage before Medicare, and what your future required distributions look like. It is a decision that gets made annually, with the return in front of us.

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 Cromwell households — with the arithmetic shown.

Worked example

$4.5 million of assets, under $100,000 of income

$3,575modeled annual Connecticut tax difference

A Fairfield couple with $4,500,000 funds $145,000 of spending on about $90,420 of reported income, because most of it comes from Roth distributions and return of basis. A household spending the same from a traditional IRA reports roughly $197,700 — past the point where Connecticut's retirement-income exemption has phased out entirely.

Hypothetical example — not an actual client.

See the full Connecticut tax example

Watch

Retirement Planning, Explained

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

Financial Planning in Cromwell — Common Questions

Do you work with clients in Cromwell, CT?
Yes. Skinner Wealth Strategies serves clients throughout Middlesex County and the rest of Connecticut. Cromwell is about 25 minutes from our West Hartford office. We meet clients in person at either office or virtually, whichever you prefer.
Do you work with our estate attorney?
Yes, and we prefer to. We handle the financial and tax side and coordinate with your attorney on the documents. If you don't have one, we can point you to qualified people in the area.
Does Connecticut have an estate tax I should plan around?
Connecticut is one of the states with its own estate tax in addition to the federal one. The exemption amount and rules change over time, so the practical step is to review your current exposure periodically rather than assume a threshold you read about years ago still applies. For families in Cromwell with significant real estate, property values alone often change the picture.
What kind of Cromwell 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 Connecticut estate tax exposure, beneficiary review, and tax-aware wealth transfer.
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.
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.
Do we have to meet in person?
No. Many clients do the first meeting in person and everything after that by video. For this kind of planning, meeting virtually loses nothing.

Get Started

Talk to a Cromwell 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.