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Retire Wise

Retire Wise

Written by: Shawn Maloney
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Retire Wise with Shawn Maloney is a retirement-focused podcast designed to help pre-retirees and retirees make informed, confident financial decisions. Each episode covers the strategies and principles that impact life after work — from retirement income planning and tax strategy to Medicare, Social Security, estate planning, and long-term care considerations.

Shawn breaks down complex financial topics into clear, practical guidance, helping listeners understand how to coordinate their investments, manage risk, reduce unnecessary taxes, and create sustainable income in retirement. The goal isn’t chasing trends — it’s building a thoughtful plan designed to support your lifestyle and protect what you’ve worked hard to save.

Whether you’re five years from retirement or already there, Retire Wise offers straightforward conversations to help you prepare, adjust, and move forward with clarity.Retire Wise, LLC Economics Personal Finance
Episodes
  • Your Parents’ Retirement Plan Won’t Work for You

    Your Parents’ Retirement Plan Won’t Work for You
    Oct 8 2026
    Want to retire wise? Book a discovery meeting ➡️ https://calendly.com/retirewise-shawn/30-minute-free-discovery-call?month=2026-05

    Retirement planning doesn’t look the way it did for previous generations, and some of the old assumptions may no longer work. Shawn breaks down several realities retirees need to consider in 2026, including longer lifespans, the decline of traditional pensions, Social Security timing, and the growing influence of AI. Plus, find out why technology can be a valuable resource without replacing the need for a retirement plan built around your individual goals and circumstances.

    Here’s some of what we discuss in this episode:

    ⏳ Living Longer — Plan for greater longevity
    📋 Income Planning — Turn savings into retirement income
    🏢 Fewer Pensions — More responsibility falls on retirees
    📆 Social Security — Timing can have lasting consequences
    🤖 AI & Retirement — Useful tool, not a personalized plan
    🧭 Stay Flexible — Retirement plans need ongoing adjustments

    Website: https://retirewisepro.com/
    Phone: (404) 692-1233
    Contact our team: https://retirewisepro.com/contact/

    Retirement Toolkit: https://bit.ly/4dqNS5M
    The Priority of Retirement Book: https://bit.ly/4eNrKFg

    Attend a Live Learning Event: https://bit.ly/4dlHeOb
    Complementary guides here: https://bit.ly/4dIC2oV

    Shawn’s Kiplinger Features: https://bit.ly/4d9rMGe

    YouTube: https://bit.ly/4tFxIfd


    Disclosure: https://bit.ly/4x9Aoo4
    Show More Show Less
    17 mins
  • Should You Be Doing Roth Conversions?

    Should You Be Doing Roth Conversions?
    Oct 1 2026
    Want to retire wise? Book a discovery meeting ➡️ https://calendly.com/retirewise-shawn/30-minute-free-discovery-call?month=2026-05

    Roth conversions can be a powerful retirement planning tool, but they’re not automatically right for everyone. In this episode, Shawn breaks down how Roth conversions work, why timing matters, and how taxes, Medicare premiums, required minimum distributions, and your overall retirement income plan can affect the decision. You’ll also learn why conversions are often spread across multiple years, how different tax “buckets” can work together, and why your age alone shouldn’t determine whether a Roth strategy makes sense.

    Here’s some of what we discuss in this episode:

    ⏱️ Pay Now or Later — Understand the Roth conversion tradeoff
    📆 Timing Matters — Why conversions may span several years
    🚨 RMD Pressure — Plan before required withdrawals begin
    🩺 Medicare Impact — Conversions could raise your premiums
    🪣 Tax Buckets — Balance taxable, deferred, and Roth money
    🎯 Case by Case — Age alone doesn’t determine the answer

    Website: https://retirewisepro.com/
    Phone: (404) 692-1233
    Contact our team: https://retirewisepro.com/contact/

    Retirement Toolkit: https://bit.ly/4dqNS5M
    The Priority of Retirement Book: https://bit.ly/4eNrKFg

    Attend a Live Learning Event: https://bit.ly/4dlHeOb
    Complementary guides here: https://bit.ly/4dIC2oV

    Shawn’s Kiplinger Features: https://bit.ly/4d9rMGe

    YouTube: https://bit.ly/4tFxIfd


    Disclosure: https://bit.ly/4x9Aoo4
    Show More Show Less
    17 mins
  • Picking a Retirement Date

    Picking a Retirement Date
    Sep 24 2026
    Want to retire wise? Book a discovery meeting ➡️ https://calendly.com/retirewise-shawn/30-minute-free-discovery-call?month=2026-05

    "When can I retire?" might be the question we get asked more than any other. Some people are chasing an age. Others are chasing a number. Today, Shawn breaks down what actually determines the answer. The date on the calendar or the number in the account might feel like the finish line, but neither one tells the whole story. That's what the planning process is actually for.

    Here’s some of what we discuss in this episode:

    🐷 Income First: Why retirement depends more on generating income than reaching a specific asset level
    🏥 Healthcare Costs: Accounting for coverage when retiring before Medicare eligibility
    📈 Beyond Expenses: Factoring inflation, taxes, healthcare, and future needs into the plan ⚠️ Unexpected Events: How health problems or job changes can suddenly move retirement forward
    🧠 Retirement Psychology: Why leaving a paycheck behind can be difficult even when the numbers work
    🛡️ Security Shift: Replacing the comfort of a job with confidence in a retirement plan
    🗺️ Retire Happy: Building a framework that connects income, healthcare, taxes, investments, and estate planning

    Website: https://retirewisepro.com/
    Phone: (404) 692-1233
    Contact our team: https://retirewisepro.com/contact/

    Retirement Toolkit: https://bit.ly/4dqNS5M
    The Priority of Retirement Book: https://bit.ly/4eNrKFg

    Attend a Live Learning Event: https://bit.ly/4dlHeOb
    Complementary guides here: https://bit.ly/4dIC2oV

    Shawn’s Kiplinger Features: https://bit.ly/4d9rMGe

    YouTube: https://bit.ly/4tFxIfd


    Disclosure: https://bit.ly/4x9Aoo4
    Show More Show Less
    13 mins
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