The retiree in Madison turning 65 next quarter, staring at eight Medicare booklets on the kitchen counter — not sure which is real, which is junk mail, and what happens if she does nothing.
Turning 65 · IEP planningI'm Amanda Swain, a Connecticut-licensed insurance agent based in Madison, certified each year to sell Medicare plans. I specialize in Medicare and retirement planning, and I make a process most people dread feel genuinely simple. I'll walk your family through Initial Enrollment, the Annual Election Period, and dual-eligible Medicare-Medicaid coordination, then take care of the rest of the household too, from life and long-term care to home and auto. I explain everything in plain language, free of buzzwords and easy to understand, with no pressure to buy. Best of all, once you're a client, you never have to call the carrier yourself again. Questions, claims, and billing headaches all come to me, and I handle the back-and-forth as your direct liaison to the insurance company. (NPN 10147551)
Amanda will explain the four parts of Medicare, compare Original Medicare against Medicare Advantage and Medicare Supplement (Medigap) by measuring each against your specific doctors and prescriptions, and tell you straight which plan structure fits, including when the right answer is to leave your current plan alone.
See your Medicare options 02Income that lasts, longevity hedges, and the annuity questions that deserve more skepticism than they usually get. Honest math, multi-carrier, no high-pressure sales calls.
Plan your income 03Life insurance exists to protect other people from the financial impact of your death and debts, and to fund their long-term goals. The amount and type are different conversations. Term, whole, final-expense — we’ll tell you what fits, what doesn’t, and how much. We shop the market and quote across carriers. Honest about tradeoffs.
Book a call 04Can an online quote tool tell you whether your dock counts as an “appurtenant structure”? It’s never read a Connecticut hurricane deductible clause. We do this every week. Home, Auto, and Umbrella, reviewed at your kitchen table, free and with no obligation to buy. Coastal. Honest about what’s suitable and what it costs.
Book a callThe retiree in Madison turning 65 next quarter, staring at eight Medicare booklets on the kitchen counter — not sure which is real, which is junk mail, and what happens if she does nothing.
Turning 65 · IEP planningThe 68-year-old in New London already on Medicaid — now eligible for Medicare too, and needing a plan that coordinates so a doctor visit doesn't cost him anything he can't afford.
Dual-eligible · Medicare + MedicaidThe family in Old Saybrook whose father just moved into a nursing home — and didn't realize that move opens a Special Enrollment Period to change Medicare plans, regardless of the calendar.
Caregivers · SEP triggersThe grandparent in Guilford wanting one trusted person to handle Medicare for her, term life for her son's family, and a flood policy on the cottage — without juggling three different agencies.
Whole-family planningIf you're 65+ and on Medicaid, choosing a Medicare plan that coordinates is the conversation I have most. As a Connecticut-licensed agent certified each year to sell Medicare plans (NPN 10147551), I'll match you to a Dual-Eligible Special Needs Plan (D-SNP) when it fits, and tell you to stay put when it doesn't. The consultation is free. No follow-up calls you didn't ask for.
I'm Amanda Swain, an insurance agent, licensed in Connecticut and certified each year to sell Medicare plans, with 25 years of experience writing policies on this stretch of coast.
I came up through customer service before I came up through insurance. I was the person on the other end of the phone when something went sideways — the claim, the bill, the plan that didn't cover what someone thought it covered. You learn fast that the policy isn't the product. The conversation is.
I studied psychology because I wanted to understand why people make the decisions they make when the stakes are high and the paperwork is intimidating. A quarter century later, that's still most of my job: sitting at a kitchen table in Madison or Old Saybrook or Niantic, slowing the conversation down, and helping someone see what they're actually choosing between.
I specialize in Medicare and retirement planning, with carrier appointments across multiple Medicare Advantage organizations, Supplemental (Medigap) carriers, and standalone PDP organizations. And I'm not tied to any single carrier. If you call, you'll get me. Not a call center, not a chatbot. I'll tell you the truth, even when it costs me a sale.
Initial enrollment windows, the four parts of Medicare, what Original vs. Advantage actually means, and how to pick a prescription drug plan (Part D) without the four-hour rabbit hole.
Medicare · Dual eligibilityIf you're 65+ and on Medicaid, you're probably eligible for both — and the right Medicare plan may, depending on your eligibility, lower your copays — sometimes to $0. Here's how the two programs coordinate, in plain English.
Home & Flood · LocalFEMA flood zones, NFIP vs. private flood, basement coverage gotchas, and the wind-vs-water disputes that ruin people's hurricane claims. Town-specific risk callouts.
Your free insurance appointment includes valuable guidance tailored to your needs, and we'll tell you straight whether we can help — or whether you need someone else. Most first meetings happen at your kitchen table. No pressure, no follow-up calls you didn't ask for.
In person · By phone · By video