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Winning at Life with Gregory Ricks

Winning at Life with Gregory Ricks

Hosted by Winning at Life with Gregory Ricks

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Episodes

1214

Latest episode

Aug 2026

Language

EN-US

About the 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 periods of declining values. Any references to protection, safety, or lifetime income, generally refer to fixed insurance products, never securities or investments. Insurance guarantees are backed by the financial strength and claims paying abilities of the issuing carrier. This video is intended for informational purposes only. It is not intended to be used as the sole basis for financial decisions, nor should it be construed as advice designed to meet the particular needs of an individual’s situation. Gregory Ricks Total Wealth is not permitted to offer and no statement made during this show shall constitute tax or legal advice. Individuals should consult with a qualified professional for guidance before making any purchasing decisions. Our firm is not affiliated with or endorsed by the U.S. Government or any governmental agency. The information and opinions contained herein provided by third parties have been obtained from sources believed to be reliable, but accuracy and completeness cannot be guaranteed by Gregory Ricks Total Wealth. This podcast show is intended for informational purposes only. It is not intended to be used as the sole basis for financial decisions, nor should it be construed as advice designed to meet the particular needs of an individual’s situation. ]]>

Listen to episodes

60 recent
September 8, 2026Episode 136928 min

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.

September 8, 2026Episode 136824 min

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.

September 8, 2026Episode 136728 min

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 retirement permanently drain savings. This risk is exacerbated when retirees are forced to sell assets at a loss to cover living expenses, leaving fewer assets to participate in future market growth. The discussion emphasizes that the first five to ten years of retirement are particularly critical for protecting account balances.

September 8, 2026Episode 136623 min

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 accounts.

September 8, 2026Episode 136528 min

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 borrowers. They offer flexible loan terms from one day to 30 years, tailored to borrowers' income cycles. Pat shares examples of loans for land acquisition, including buying out family members and financing timber sales. Gregory emphasizes the importance of financial planning and resources available through his firm, Gregory Ricks Total Wealth.

August 3, 2026Episode 136427 min

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), employer contributions up to $2,500 per year, and contributions from tax-exempt organizations without a limit.

July 23, 2026Episode 136329 min

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 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 consultations now available: https://gregoryricks.com/virtual-cons...

July 20, 2026Episode 136224 min

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 portfolio built around your goals, risk tolerance, and time horizon may give you more reliable, long-term results. Drawing on historical market data, he explains the importance of staying invested, compounding early and often, and diversifying—not just by stocks and bonds, but across asset types, from growth to liquidity to protection (the “primary colors” of your financial plan). You’ll learn how to think about money management using “the colors” of your financial life, and why the secret isn’t guessing what comes next, but being prepared for anything. 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 consultations now available: https://gregoryricks.com/virtual-cons...

July 20, 2026Episode 136128 min

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 game-changing importance of up-to-date bookkeeping and regular financial check-ins Clever habits for tracking your net worth and household budget How couples can build better financial communication and start marriage on the right foot Tips for navigating tax season, business growth, and managing cash flow in any economy 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 consultations now available: https://gregoryricks.com/virtual-cons...

July 20, 2026Episode 136024 min

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 virtual consultations now available: https://gregoryricks.com/virtual-cons... Join Gregory Ricks on the Winning at Life podcast as he dives into the 4% rule for retirement income: what it means, why it matters, and how to apply it to your own financial situation. Gregory shares insights on sequence of return risk, spending strategies, and the importance of ongoing planning for a secure retirement. Real-life examples and helpful tips make this episode a must-watch for anyone thinking about their retirement future.

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