Winning in Retirement

Hosted by Akers Financial Group

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Episodes

221

Latest episode

Aug 2026

Language

EN-US

About the show

Our show is all about your retirement. We cover many different topics to help you in planning for your retirement. We dive deep on different aspects that many people are unaware of so you can be informed about risks and what’s truly important when planning for your retirement. Our experienced hosts have helped many people just like you. They cover in detail everyday issues to complex matters to help bring financial clarity and confidence to their listeners. START WINNING IN RETIREMENT TODAY! https://www.akersfinancial.com/contact | 410-692-9870 | Akers Financial Group offers securities through Arkadios Capital, a SIPC and FINRA member firm. Advisory services are provided through Arkadios Wealth. Akers Financial Group and Arkadios do not share any common ownership.

Listen to episodes

60 recent

September 8, 202651 min

Portfolio Design

Send us Fan Mail In this episode of Winning in Retirement , Brian Akers and Alex Monk break down smart portfolio design —how to treat all your accounts as one coordinated plan instead of random investments. They dig into why your “why” matters, how tax brackets, time horizon, and account type should drive your allocation, and why stocks often belong in your portfolio at every age when matched to the right time frame. Brian and Alex also tackle emotional investing—fear, hope, and greed—and explain how disciplined planning, Roth strategies, cash flow focus, and periodic adjustments can help your money outlast you and support the retirement you actually want.

September 1, 202651 min

Building Your Financial Plan

Send us Fan Mail In this episode of Winning in Retirement , Brian Akers and Jeff Akers explain how to build a personalized financial plan using your unique “financial fingerprint” —your income, accounts, titling, and goals. They show how advisors turn scattered statements, pensions, 401(k)s, annuities, and tax issues into a clear written plan and to‑do list, then refine it over time through ongoing reviews so you can confidently move from working years into truly winning in retirement .

August 24, 202651 min

Retirement Planning

Send us Fan Mail In this episode of Winning in Retirement , Brian Akers and Nick Molite tackle the most common questions people ask when they first meet with a financial advisor: “How are we doing?” , “Where do I start?” , “Can I retire?” , and “Where will my retirement income come from?” They walk through AKERS Financial Group’s “unique financial fingerprint” approach, the importance of cash flow and debt in retirement, the difference between a broker and a financial planner, building retirement income from Social Security, pensions, investments, and annuities, and why having a clear exit strategy can help you truly win in your golden years.

August 15, 202651 min

3 Mistakes in Estate Planning

Send us Fan Mail This episode of Winning in Retirement with Brian Akers and Alex Monk explains how to legally reduce lifetime taxes using Roth IRAs, Roth 401(k)s, and Roth conversions so you can “pay tax now and never again” on that money. You contrast traditional pre-tax 401(k)/IRA strategies with Roth strategies, showing how over-reliance on pre-tax accounts can lead to higher future tax brackets, bigger RMDs, and more taxes for surviving spouses and children. You then walk through how smart, staged Roth conversions—timed around tax brackets, IRMAA thresholds, and market volatility—can lower future required distributions, reduce Medicare surcharges, and create tax-free legacy dollars. Throughout, you emphasize that this is best done with professional planning rather than DIY trial and error, so listeners can keep more of their money and build flexible, tax-free retirement income.

August 15, 202651 min

What Is Your Tax Bracket?

Send us Fan Mail Brian Akers and Alex Monk discuss strategies for "Never Pay Taxes Again" through Roth IRAs and Roth conversions. They highlight the benefits of Roth IRAs, including tax-free growth and withdrawals, and the flexibility to access contributions at any age. They emphasize the importance of proper tax planning, especially during market volatility, to maximize tax efficiency. They also address the impact of Roth conversions on Medicare premiums and the need for careful planning to avoid higher tax brackets. The conversation underscores the value of working with financial advisors to navigate these complex financial decisions effectively.

August 9, 202651 min

Annuities: 2 We Like & 2 We Don't Like

Send us Fan Mail Brian Akers and Jeff Akers, both certified financial planners, discuss the pros and cons of various annuities in their show "Winning in Retirement." They highlight the importance of financial planning and understanding annuity contracts. They like fixed annuities for their guaranteed returns and fixed indexed annuities for their potential growth linked to stock market indices. They dislike immediate annuities for their inflexibility and variable annuities for their high fees and market risks. The Akers emphasize the need for a balanced portfolio, using annuities as tools to provide guaranteed income and protect against market volatility. They encourage listeners to consult with a financial advisor for personalized advice.

July 25, 202651 min

One More Year: How to Retire Next

Send us Fan Mail Brian Akers and Alex Monk discuss the concept of "One More Year" in retirement planning, emphasizing the importance of financial preparation. They share a client story about George and Jane Jetson, who needed one more year to finalize their retirement plans, including paying off debt and optimizing cash flow. Brian highlights the necessity of having a budget, spending plan, and proper investment strategies to ensure a stable retirement. They also stress the importance of tax planning and risk management, advocating for diversified portfolios and regular financial reviews. The goal is to achieve financial independence and peace of mind before retiring.

July 18, 202651 min

Mid-Year Market Update with Mark DiOrio - 2026

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July 11, 202651 min

Core Roth Principles

Send us Fan Mail Brian Akers and Paul Franco discuss the importance of Roth IRAs for retirement planning. They highlight three core principles: eligibility, timing, and qualified withdrawals. Eligibility requires earned income, and contributions are capped at $7,500 annually for those under 50 and $8,600 for those over 50. Timing is crucial, as contributions should be made when tax rates are low. Qualified withdrawals are tax-free if made after age 59.5 and after a five-year holding period. They also discuss the benefits of Roth IRAs, such as tax-free growth and flexibility, and common mistakes like excess contributions and improper tax planning.

July 4, 202651 min

Financial Independence Day

Send us Fan Mail Brian Akers and Alex Monk from Akers Financial Group discuss the concept of financial independence, likening it to the U.S. Independence Day. They emphasize the importance of financial planning to achieve this state, where individuals can retire on their terms without financial stress. They highlight the need for a comprehensive financial plan, including understanding one's financial fingerprint, managing debt, and optimizing tax strategies. They also discuss the impact of external factors like job security and market volatility on financial independence. The show encourages listeners to start planning for their financial independence to ensure a secure retirement.