Winning at Life with Gregory Ricks
by Winning at Life with Gregory Ricks
Join Gregory, CEO & Wealth Advisor of Gregory Ricks Total Wealth, as he discusses a wide range of financial topics, providing education, insights, and helpful information for your financial journey. Whether you’re interested in retirement strategies, market trends, or general financial wellness, this show is designed to keep you in the know!Subscribe to our YouTube Channel------------------------------------------------------------------Insurance products are offered through the insurance business Gregory Ricks Total Wealth. Gregory Ricks Total Wealth is also an Investment Advisory practice that offers products and services through AE Wealth Management, LLC (AEWM), a Registered Investment Adviser. AEWM does not offer insurance products. The insurance products offered by Gregory Ricks Total Wealth are not subject to Investment Adviser requirements.Investing involves risk, including the potential loss of principal. No investment strategy can guarantee a profit or protect against loss in
Episodes
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Episode 1377: IRS Form 5498 and Its Importance to Roth Conversions | S1E26 Winning at Life
In this episode, Gregory explains IRS forms 5498 and 8606 and their importance when it comes to Roth conversions. The episode also discusses the 60-day rollover rule when a former employer's plan sends a distribution check with taxes withheld.
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Episode 1376: Roth Conversion Considerations Pt. 2 | S1E25 Winning at Life
In this episode, Gregory Ricks continues his series with part 2 on Roth Conversions Considerations, emphasizing long-term tax planning, tax diversification, and beneficiary impacts. He discusses several key factors to consider and how to optimize your finances in retirement.
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Episode 1375: Roth Conversion Considerations | S1E24 Winning at Life
In this episode, Gregory Ricks continues his series on Roth Conversions, emphasizing long-term tax planning, tax diversification, and beneficiary impacts. He discusses several key factors to consider and how to optimize your finances in retirement.
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Episode 1374: The Fall Roth Conversion Checklist | S1E23 Winning at Life
In this episode, Gregory Ricks explains how Roth contributions and conversions can create tax-free retirement income and enable long term compounding. He goes into why the fall season is a preferred planning window because annual income, deductions, tax-bracket capacity, and available funds for...
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Episode 1373: Demystifying Roth Conversions: What You Need To Know | S1E22 Winning at Life
In this episode, Gregory Ricks explains what it means to move money from a traditional IRA or 401(k) into a Roth IRA, and why timing and strategy matter. Discover when conversions make the most sense, how to weigh current and future tax rates, and the potential risks—like higher tax brackets or...
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Episode 1372: Planning for Social Security Part 2 | S1E21 Winning at Life
In this episode, Gregory Ricks continues his series on planning for Social Security, focusing on Social Security taxation, claiming strategies, spousal and survivor benefits, and retirement planning considerations.
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Episode 1371: Planning for Social Security | S1E20 Winning at Life
In this episode, Gregory Ricks presents an overview of Social Security planning, emphasizing that claiming age and strategy can materially affect lifetime retirement income.
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Episode 1370: Does Your Spouse Know What To Do When You Pass? | S1E19 Winning at Life
In this episode, Gregory discusses how surviving spouses can manage finances and estate matters after a partner's death. Gregory emphasized that both spouses should participate in financial-planning meetings, understand the plan, and know whom to contact.
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Episode 1369: Common Misconceptions About Annuities | S1E18 Winning at Life
In this episode, Gregory Ricks talks about how retirement planning should blend market investments with fixed annuities rather than relying on anti-annuity assumptions.
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Episode 1368: The Mid Year Financial Checklist | S1E17 Winning at Life
Gregory Ricks provides a mid-year financial checklist to help individuals and business owners assess their goals, savings, and preparedness. He outlines several key areas for individual financial checkups and identifies several frequent errors that can hinder long-term wealth.
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Episode 1367: Blending Investments and Annuities | S1E16 Winning at Life
Gregory Ricks discusses a new Investopedia study regarding the benefits of blending market investments with annuities to mitigate retirement risks. Gregory highlights the dangers of volatility and "sequence of return risk," which occurs when poor market returns during the early years of…
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Episode 1366: A Deeper Dive Into Trump Accounts Pt. 2 | S1E15 Winning at Life
Are Trump accounts the right move for your child’s future or your family’s financial goals? In this episode, Gregory Ricks takes a deeper dive into Trump accounts—how they work, who can contribute, how taxes apply, and how they compare to popular savings options like 529 plans, UTMA, and UGMA...
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Episode 1365: The Business of Land Acquisition | S1E14 Winning at Life
Gregory Ricks hosts the Winning at Life podcast, featuring Pat Huber from First South Farm Credit. They discuss the benefits of buying land, including recreational and investment purposes. First South Farm Credit, a cooperative established in 1916, finances rural America and returns profits to...
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Episode 1364: A Deep Dive into Trump Accounts | S1E13 Winning at Life
Gregory Ricks discusses the complexities of Trump accounts, a new tax-deferred savings vehicle for children. Contributions include a one-time $1,000 seed from the federal government for children born between 2025 and 2028, individual contributions up to $5,000 annually (indexed for inflation),...
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Episode 1363: How Social Security Calculates Retirement Benefits | S1E12 Winning at Life
How Does Social Security Calculate Your Retirement Benefit? Confused about how Social Security figures out your benefits? Gregory breaks it down in simple, clear terms—covering the 35-year rule, inflation adjustments, and common questions about maximizing your retirement income. If you have...
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Episode 1362: The Color of Money: Why Asset Allocation Matters | S1E11 Winning at Life
In Episode 11 of the Winning at Life Podcast, Gregory Ricks explores why your investment success depends more on strategic asset allocation than trying to time the market. Gregory breaks down why chasing market highs and lows is a losing game—even for the pros—and shows how a well-balanced...
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Episode 1361: Finance Tips For Life & Business From a CPA | S1E10 Winning at Life
In Episode 10 of Winning at Life, Gregory Ricks sits down with Jude Heath, CPA and owner at J. Heath & Co. Together, they dive into real-world finance essentials for individuals, families, and business owners: Why the IRS is less helpful to the average taxpayer—and what you can do about it The...
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Episode 1360: The 4% Rule: Guidelines for Retirement Income | S1E9 Winning at Life
If you have questions or would like to discuss your unique financial situation, schedule your no-obligation, 15 minute consultation with Gregory Ricks Total Wealth TODAY: https://gregoryricks.com/schedule-a-v... --------- Don't live near or office or just have a busy schedule? No-obligation…
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Episode 1359: Roth IRA Playbook for Tax-Free Retirement | S1E8 Winning at Life
Curious if tax-free retirement is actually possible? This week on Winning at Life, Gregory Ricks sits down with Wealth Advisor Mason Goynes to break down the Roth IRA Playbook for Tax-Free Retirement. Learn how Roth conversions work, why timing and tax brackets matter, and how to supercharge your...
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Episode 1358: Get the Most from Your Old 401(k) | S1E7 Winning at Life
If you have questions or would like to discuss your unique financial situation, schedule your no-obligation, 15 minute consultation with Gregory Ricks Total Wealth TODAY: https://gregoryricks.com/schedule-a-v... Don't live near or office or just have a busy schedule? No-obligation virtual...
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Episode 1357: The Rubber Duck Rule and Tax Planning | S1E6 Winning at Life
Are you sure you’re asking the right questions about your retirement tax plan? On this week’s episode of Winning at Life, Gregory Ricks explores the “Rubber Duck Rule,” a simple but powerful way to uncover professional blind spots by explaining your plan out loud (yes, even to a rubber duck!)....
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Episode 1356: Retirement Regrets You Can AVOID | S1E5 Winning at Life
Are you ready to avoid some of the most common mistakes in retirement planning? In this episode of Winning at Life, Gregory Ricks explores the essentials of financial literacy and the power of community support. Gregory shines a light on why financial literacy matters for you, your family, and…
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Episode 1355: A Deep Dive Into Annuities | S1E4 Winning at Life
If you have questions or would like to discuss your unique financial situation, schedule your no-obligation, 15 minute consultation with Gregory Ricks Total Wealth TODAY: https://gregoryricks.com/schedule-a-v... Don't live near or office or just have a busy schedule? Virtual consultations now...
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Episode 1354: Common Risks to Your Ideal Retirement | S1E3 Winning at Life
On this episode of the Winning at Life Financial Podcast, wealth advisor and CEO Gregory Ricks discusses strategies for sustainable retirement income, including the 4% rule. He also touches base on asset management, healthcare expenses, inflation, taxes, cybersecurity, and spousal planning.
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Episode 1353: Invest 50/50 Rule: Balancing Risk in a Healthy Portfolio | S1E2 Winning at Life
In this episode of Winning at Life, Gregory Ricks explains why working with a financial advisor can help you reach your goals while avoiding costly missteps. Gregory talks about finding you ideal risk tolerance and different investment strategies, including the Invest 50/50 rule for balancing…
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Episode 1352: Finding Purpose in Financial Planning | S1E1 Winning at Life Podcast
Watch the full episode on the Gregory Ricks Total Wealth YouTube Channel: https://youtu.be/zbgqW0a7q9Y In the first episode of the Winning at Life podcast, Gregory Ricks, CEO & Wealth Advisor, shares how his journey from car enthusiast to financial advisor was shaped by early money lessons and…
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Episode 1351: The Weekly Wrap 03.14.26
In this episode, Gregory Ricks discusses the importance of timely financial decisions, like rollovers and IRA contributions, to avoid tax penalties. For financial news talk radio, tune into "Winning at Life with Gregory Ricks" on Saturday Mornings on: WRNO-News Talk 99.5 FM New Orleans - 10 am…
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Episode 1350: The Weekly Wrap 02.28.26
In this episode, Gregory Ricks and Mortgage Gumbo's Dwayne Stein discuss mortgage rates reaching 3 year lows and what this could mean for homebuyers this spring. Then, Gregory talks about why needing a financial advisor is so important. For financial news talk radio, tune into "Winning at Life…
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Episode 1349: The Weekly Wrap 02.21.26
In this episode, Gregory Ricks is joined by Wes Blanchard, of WJ Blanchard Law, to discuss the process behind estate planning and the importance of having a will and trust to manage inheritance and avoid state-imposed defaults. Then Gregory talks about the importance of saving for retirement. For...
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Episode 1348: The Weekly Wrap 01.31.26
In this episode, Gregory Ricks is joined by Wes Blanchard of WJ Blanchard Law to discuss common mistakes that can ruin your estate plan and the importance of keeping your estate plan updated. For financial news talk radio, tune into "Winning at Life with Gregory Ricks" on Saturday Mornings on:...
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Episode 1347: The Weekly Wrap 01.17.26
In this episode, Gregory Ricks is joined by Jude Heath of J. Heath and Co., CPA, to discuss tax planning for this upcoming 2026 tax season. Then, Gregory provides tips on how to avoid running out of money in retirement. For financial news talk radio, tune into "Winning at Life with Gregory Ricks"...
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Episode 1346: The Weekly Wrap 12.20.25
In this episode, Gregory Ricks is joined by Dwayne Stein, host of Mortgage Gumbo, to preview the 2026 housing market as well as potential changes coming from the Federal Reserve. Then, Jude Heath, of J. Heath & Company, joins the show to discuss tax planning ahead of the new year including the...
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Episode 1345: The Weekly Wrap 12.13.25
In this episode, Gregory Ricks is joined by Attorney Wes Blanchard of WJ Blanchard Law, LLC., to discuss estate litigation issues including Usufruct and Powers of Attorney. Gregory also dives into the importance of annuities and investment returns in retirement. For financial news talk radio…
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Episode 1344: The Weekly Wrap 11.15.25
In this episode, Gregory Ricks is joined by Dwayne Stein, host of Mortgage Gumbo, to discuss why waiting to buy a home could end up costing you more and what a proposed 50-year mortgage plan could mean for home-buyers. Then, Gregory gives tips on how to make sure you don't outlive your retirement...
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Episode 1343: The Weekly Wrap 11.1.25
In this episode, Gregory Ricks is joined by Wes Blanchard of WJ Blanchard Law, LLC, to discuss the importance of estate planning, emphasizing the need for immediate action. Then, Gregory dives into year-end retirement account planning, including IRA contribution corrections, RMDs, and SEP IRA...
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Episode 1342: The Weekly Wrap 10.25.25
This episode features Gregory Ricks and Dwayne Stein of Mortgage Gumbo discussing new opportunities within the housing market. Then Jude Heath of J. Heath and Company joins the show with outlook on the upcoming 2026 tax season. For financial news talk radio, tune into "Winning at Life with…
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Episode 1341: The Weekly Wrap 10.11.25
This episode, Gregory Ricks discusses the financial and economic impacts of the recent government shutdown. He also emphasizes the importance of long term investment strategies and estate planning. Gregory then dives into the 7 things you should own in retirement. For financial news talk radio,...
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Episode 1340: The Weekly Wrap 09.20.25
This episode, Gregory Ricks explains how spousal and survivor benefits can impact your Social Security as well as tax efficient ways to sell your business or real estate. Gregory also discusses what to do with your 401(K) if you are fired before retirement. For financial news talk radio, tune…
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Episode 1339: The Weekly Wrap 09.27.25
This episode features Gregory Ricks and Dwayne Stein, host of 'Mortgage Gumbo', discussing how to build wealth through Real Estate. Jude Heath, CPA with J. Heath & Co., also joins the show to talk about changes coming to the IRS and how that could impact your tax filings. Plus, Gregory shares 7...
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Episode 1336: The Weekly Wrap 07.12.2025
Dwayne Stein from Mortgage Gumbo joined the show to discuss a 40% year-over-year jump in mortgage applications, steady interest rates, and the potential impact of the new Vantage 4.0 credit scoring model—which pulls data from all three bureaus and could expand access to homeownership. They…
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Episode 1335: The Weekly Wrap 06.28.25
In this episode of "Winning at Life," Gregory Ricks discusses the critical importance of proactive estate planning with Wes Blanchard, highlighting how updating wills and beneficiary designations can prevent future legal disputes. They stress the value of using trusts for estate management and...
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Episode 1334: The Weekly Wrap 06.14.25
On this week's episode of Winning at Life, Gregory Ricks and Dwayne Stein cover rising mortgage rates, real estate pitfalls, and how global tensions may influence markets. Hear Gregory’s personal scam story, tips to protect seniors from fraud, and more about Roth IRAs, annuities, and investment...
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Episode 1333: 06.07.25 Weekly Wrap - 15th Anniversary Episode!
In this special 15th anniversary episode of Winning at Life with Gregory Ricks, Gregory reflects on the journey of building a financial radio show and firm over the past 15 years. Packed with heartfelt stories, guest appearances from team members and advisors, and meaningful listener calls, the...
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Episode 1332: The Weekly Wrap 05.31.25
In this week’s episode, Gregory Ricks dives into the unexpected risks of not having your estate planning in place—with expert insight from estate planning attorney Wes Blanchard. From last-minute will changes to health scares that can derail your financial future, they cover the must-do documents...
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Episode 1331: The Weekly Wrap 05.17.2025
In this week's episode of Winning at Life, Gregory Ricks is joined by CPA Jude Heath for a deep dive into smart tax planning strategies for 2025 and beyond. From surviving correction notice season to maximizing Roth conversions, Jude brings insider insights fresh off the heels of a hectic tax...
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Episode 1330: The Weekly Wrap 05.10.25
Winning at Life with Gregory Ricks | The Weekly Wrap 05.10.25 He’s back! Gregory Ricks has returned to Winning at Life after a brief break—refreshed and ready to help you take control of your financial future. This week, Gregory sat down with wealth advisor Brandon Blanchard for a powerful...
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Episode 1329: The Weekly Wrap 03.29.25
In this comprehensive episode of "Winning at Life® with Gregory Ricks," host Gregory Ricks tackles a wide range of critical financial topics, from the latest developments in government legislation and economic trends to the importance of having open conversations with family members about their...
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Episode 1328: The Weekly Wrap 03.22.25
In this episode, Gregory covers Investment strategies and diversification, Medicare, Tax implications of Social Security benefits, and Strategies for managing healthcare costs and choosing the right plan. Joined by Brandon Blanchard Wealth Advisor at Gregory Ricks & Associates. Brandon works...
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Episode 1326: The Weekly Wrap Replay 03.08.25
In this episode of Winning at Life® with Gregory Ricks, Gregory discusses government spending, concerns about national debt, the need to reduce deficit spending, and the importance of balancing the budgets. Gregory shares insights on market volatility and recent market downturn. This episode is a...
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Episode 1325: The Weekly Wrap 2.8.25
In this episode of Winning at Life® with Gregory Ricks, Gregory is joined by Jude Heath, CPA, and Janae Bridges, Wealth Advisor at Gregory Ricks & Associates. They discuss smart money moves for using your tax refund, including saving for emergencies, paying off debt, and investing in yourself.…
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About this show
Join Gregory, CEO & Wealth Advisor of Gregory Ricks Total Wealth, as he discusses a wide range of financial topics, providing education, insights, and helpful information for your financial journey. Whether you’re interested in retirement strategies, market trends, or general financial wellness, this show is designed to keep you in the know!Subscribe to our YouTube Channel------------------------------------------------------------------Insurance products are offered through the insurance business Gregory Ricks Total Wealth. Gregory Ricks Total Wealth is also an Investment Advisory practice that offers products and services through AE Wealth Management, LLC (AEWM), a Registered Investment Adviser. AEWM does not offer insurance products. The insurance products offered by Gregory Ricks Total Wealth are not subject to Investment Adviser requirements.Investing involves risk, including the potential loss of principal. No investment strategy can guarantee a profit or protect against loss in
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Winning at Life with Gregory Ricks