Financial Advisor in Guilford, CT

What we do for Guilford 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 New Haven County

New Haven County spans the shoreline from Milford east to Madison and runs north through the Naugatuck Valley. It is a mix of long-tenured healthcare, academic, and manufacturing households — which in practice means a lot of 403(b) and 457 balances, legacy pensions, and people who intend to stay in the same house through retirement rather than relocate. Deciding which of those accounts funds which year, and what that does to the tax bill, tends to matter more here than relocation planning.

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 Guilford

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 much of Social Security gets taxed. How much of your Social Security benefit becomes taxable depends on the rest of your income, which means the withdrawal decision and the claiming decision are really one decision. Planning them separately is how households end up paying tax on a benefit they could have partly sheltered by sequencing the year differently.

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.

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.

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.