Your Retirement Has a Destination.

Let's Map the Route.

Route 65 Financial is an independent financial advisory firm in Oakville, CT, built for pre-retirees and retirees navigating the decisions that define destination age 65, including Medicare enrollment, Social Security timing, and retirement income planning, without proprietary product constraints or one-size-fits-all templates.

A Clear Path to Better Financial Outcomes

Built for simplicity, designed for confidence

For most people approaching 65, retirement planning in Oakville CT isn't one decision. It's a chain of interconnected choices where timing and sequencing make a measurable difference: when to claim Social Security, which Medicare plan fits your healthcare needs and budget, how to structure withdrawals to support income sustainability, and how to position your estate so your legacy goes where you intend.


Whether you're still in the pre-retirement planning stage or managing distributions in retirement, we build the strategy around your timeline, your priorities, and your numbers, not a product catalog. Route 65 Financial serves clients throughout the Naugatuck Valley and meets in person through local offices. We work with clients in Waterbury, Southbury, Naugatuck, Woodbury, and Middlebury.

Focused on What Matters Most

The Credentials Behind Your Roadmap

Our team holds the CLTC, RFC, and CES designations, a combination rarely found at an independent financial firm in Connecticut. That credential depth spans long-term care planning, retirement income strategy, and estate planning, covering the full scope of what retirement-stage planning actually requires from a financial advisor.


Sean Stroehle, JD, co-strategizes with us on trust and estate planning, adding legal-side depth to the estate and legacy work we do for clients and their families.



Route 65 Financial is affiliated with Innovation Partners LLC, giving clients access to institutional investment infrastructure alongside the personalized attention of a local independent firm.

A Simple, Structured Approach

Three Disciplines. Every Retirement Decision, Covered.

Retirement planning extends well beyond investment accounts. The insurance decisions you make now determine your financial stability if a long-term care need or health crisis arises. The planning strategies you implement shape how much of your wealth reaches the people and causes you care about. The investment structure you carry into retirement needs to produce reliable income without taking on risk you can't sustain.


Route 65 Financial brings all three disciplines under one advisory relationship, so your insurance coverage, your financial plan, and your investment portfolio are built to work together, not treated as three separate conversations with three separate advisors.

Insurance Planning

We help you build the insurance layer of your retirement around your actual risk exposure, not around the highest-margin product available. Specializing in Medicare enrollment, long-term care coverage, life insurance, and disability income protection.


Financial Planning

Retirement income, tax planning, estate planning, and college funding don't live in separate boxes. A withdrawal decision affects your tax picture, and your tax picture affects your estate. We build plans across all four dimensions, drawing on the RFC and CES credentials and, where estate and trust strategy calls for it, Sean Stroehle's legal perspective.


Investment Management

We structure bonds, equities, brokerage accounts, and IRAs around sustainable distributions and risk levels your retirement can actually absorb, backed by institutional infrastructures without the proprietary product constraints that come with a captive firm.

Two people standing on a dock at sunrise, embracing by a calm lake
Toy cars lined up on gravel, including orange, silver, and black cars in shallow focus.

The Credentials and Independence Every Retirement Decision Requires


  • CLTC-Credentialed Insurance Guidance

    Most local advisors don't hold the CLTC designation. For pre-retirees facing Medicare enrollment, long-term care decisions, and coverage gaps that standard health insurance won't fill, that credential difference is meaningful.

  • RFC and CES-Designated Retirement Income and Estate Strategy

    Social Security timing, tax-efficient withdrawals, and estate structure are decisions that interact. Clients working toward retirement need an advisor whose credentials span all three, not one who handles each in isolation.

  • Independent Investment Management

    For conservative investors consolidating accounts and shifting toward income distributions, independence means the portfolio structure we recommend isn't shaped by a proprietary product requirement. 


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Common Asked Questions

  • How is Route 65 Financial different from a large investment firm or bank?

    As an independent firm, Route 65 Financial is not tied to any single product platform, carrier, or corporate sales requirement. The insurance coverage, investment accounts, and planning strategies we recommend are chosen because they fit your situation, and we hold the credentials to cover the full range of decisions retirement planning requires.

  • What should I look for in an independent financial advisor near Waterbury, CT?

    Look for an advisor who can cover retirement income, Medicare, long-term care, and estate planning in a single relationship rather than referring out each specialty. Route 65 Financial serves the greater Waterbury area and holds credentials across each of these disciplines, including the CLTC, RFC, and CES designations.

  • What is "Destination Age 65" and why does it matter for my retirement plan?

    Age 65 is when Medicare eligibility begins, Social Security timing decisions become critical, and retirement account distributions start to take shape. The Route 65 Financial brand is built around guiding clients to this destination with a clear, coordinated plan already in place, so those decisions don't arrive all at once without a roadmap.

  • Is there a financial advisor near me who can help with retirement planning in Oakville, CT?

    Route 65 Financial is based in Oakville, CT, and serves pre-retirees and retirees throughout the Naugatuck Valley. We cover retirement income planning, Medicare enrollment, Social Security timing, long-term care strategy, and investment management through a single advisory relationship.

Your Route to 65 Starts With One Conversation

If you're within five to ten years of retirement and don't yet have a coordinated plan for Medicare, Social Security, income distribution, and long-term care, now is the time to build one. Route 65 Financial serves clients throughout the Naugatuck Valley with personalized, independent retirement planning built around where you are and where you're headed.