IRA – Wealth on the Move

Why Don’t Schools Teach Personal Finance? w/ author Cary Siegel (Ep. 51)

By Wealth on the Move | June 18, 2026

Summary: In this episode of Wealth on the Move, host Will Hoffman engages with Cary Siegel, author of ‘Why Didn’t They Teach Me This in School?’ They discuss the critical need for financial literacy in education, the importance of teaching children about money management, and practical strategies for parents to fill the gaps in their own financial knowledge. Cary shares insights from his book, emphasizing the value of getting rich slowly, avoiding the pitfalls of comparison, and the necessity of negotiation in everyday life. The conversation highlights the shift from traditional pensions to personal financial responsibility, urging listeners to take charge of their financial futures. In this conversation, Cary Siegel shares invaluable financial wisdom, emphasizing the importance of budgeting, living below one’s means, and making informed financial decisions at various life stages. He discusses practical steps for new graduates, young families, and those approaching retirement, while reflecting on his own experiences during the financial crisis. Cary also debunks common money myths and encourages listeners to invest time in understanding personal finance.

Resources:

Takeaways:

Financial literacy is lacking in schools.
Carrie Siegel wrote the book for his children.
Money management is crucial for all ages.
Parents should start teaching financial basics early.
Investing in a 401(k) is essential for future security.
Getting rich slowly is a sustainable approach.
Avoid comparing yourself to others financially.
Negotiation can lead to significant savings.
Understanding needs versus wants is vital.
Financial education should be a lifelong pursuit. Always have a budget and follow it.
Living below your means is crucial for financial stability.
Pay off your mortgage as quickly as possible for security.
New graduates should prioritize their IRA and loan repayments.
Enjoy life while making financial trade-offs.
Consider your children’s education costs early on.
Invest in the stock market for better returns over time.
Passive income is often not as passive as it seems.
Work hard and smart in your career for better opportunities.
Take time each week to learn about money management.

Connect with Will Hoffman:

Disclosure: Cary Siegel and Why Didn’t They Teach Me This In School are not affiliated with Hoffman Wealth Management or Private Advisor Group

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Why the Rich Get Richer: Inside the Hilton Family Office with Mark Hilton (Episode 50)

By Wealth on the Move | June 4, 2026

Summary: In this episode of Wealth on the Move, host Will Hoffman speaks with Mark Miller, managing director of the Hilton Family Office, about the strategies and mindsets that have allowed the Hilton family to build and preserve their wealth across generations. They discuss the differences between retail and smart money investing, the importance of a long-term mindset, and the shift from traditional pension plans to 401(k)s. Mark shares insights on legacy planning, the significance of education for future generations, and how to structure investments for safety and growth. The conversation emphasizes the need for individuals to take responsibility for their financial futures and the value of understanding wealth management principles.

Resources:

Takeaways:

The smart money operates with a long-term mindset.
Investors should focus on safety and security over chasing returns.
Education is crucial for passing wealth to future generations.
The average baby boomer is retiring with insufficient savings.
Wealth building is a personal responsibility.
The Hilton family prioritizes safety in their investment strategies.
Long-term thinking can lead to better investment outcomes.
Investments should be structured to minimize downside risk.
Family education on wealth management is essential.
Time is a key factor in building and preserving wealth.

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Mark Miller and Hilton Tax & Wealth Advisors are not affiliated with Hoffman Wealth Management and Private Advisor Group.

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5 Outdated Financial Practices to Leave Behind in 2026 (Episode 49)

By Wealth on the Move | May 7, 2026

Summary: In this episode of Wealth on the Move, hosts Will Hoffman and Brynn Tarbuck discuss five outdated practices in the wealth management industry that need to be left behind. They explore the ineffectiveness of dinner seminars, the rise of financial influencers, the misconceptions surrounding life insurance as an investment, and the importance of integrated financial advice. The conversation emphasizes the need for a client-centered approach and the dangers of siloed advice in financial planning. In this conversation, Will and Brynn discuss the importance of collaboration among financial professionals, the challenges of founder limitations in firms, and the need for a client-centric approach in the financial profession. They emphasize the significance of integrating various professional insights to provide comprehensive financial advice and the necessity of building firms that can thrive beyond their founders.

Resources:

Wealth on the Move Episode with Ben Carlson

Takeaways:

The wealth management industry needs to evolve and leave behind outdated practices.
Dinner seminars often create a forced quid pro quo that doesn’t serve clients’ best interests.
Financial influencers can provide valuable content, but their advice should be vetted for credibility.
Life insurance is a tool for protection, not primarily an investment vehicle.
Siloed advice from different financial professionals can lead to misaligned strategies and poor outcomes.
Education-based seminars are preferable to high-pressure sales tactics.
Clients should seek validation from licensed professionals before acting on financial advice.
Integrated financial planning requires collaboration among advisors, accountants, and attorneys.
Relying on social media for financial decisions can be risky without proper validation.
A comprehensive financial plan should include multiple strategies and tools, not just one product. It’s important to move accountants into advisory roles.
Collaboration among professionals leads to better client outcomes.
Financial advisors need to consider lifetime tax implications.
Siloed advice can harm clients’ financial plans.
Building relationships with other professionals is crucial.
Firms should focus on values to ensure growth.
A founder’s limitations can bottleneck a firm’s potential.
Legacy building is essential for sustainable business.
Client-centric approaches improve overall service.
Professionals should strive to be agents of change.

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Why There Is No Such Thing as the “Perfect” Portfolio with Cullen Roche (Episode 42)

By Wealth on the Move | January 29, 2026

Summary: In this episode of Wealth on the Move, host Will Hoffman speaks with Cullen Roche, author of ‘Your Perfect Portfolio.’ They discuss Cullen’s background in financial advisory, the challenges of portfolio management, and the importance of creating a personalized investment strategy. Cullen emphasizes the pitfalls of performance chasing, the significance of diversification, and the behavioral aspects of investing. The conversation also touches on the difference between saving and investing, the need for realistic expectations, and the difficulties of consistently beating the market. Ultimately, they advocate for a sound financial plan tailored to individual needs rather than a one-size-fits-all approach. In this conversation, Cullen Roche discusses the complexities of financial planning, emphasizing that there is no one-size-fits-all approach to creating a perfect portfolio. He highlights the importance of adapting investment strategies over time, particularly as personal circumstances change, such as having children. The discussion also delves into the psychological aspects of investing, particularly how market losses can trigger emotional responses and the role of financial media in shaping investor behavior. Roche introduces the concept of time horizons in financial planning, advocating for a structured approach to asset allocation that considers both short-term and long-term needs.

Resources:

Takeaways:

Cullen Roche emphasizes the importance of a personalized portfolio.
Performance chasing can lead to poor investment decisions.
Diversification is crucial for managing risk in portfolios.
Investing should be viewed as a methodical planning process.
Understanding the difference between saving and investing is key.
Setting realistic expectations is vital for investors.
The challenge of beating the market is significant.
Behavioral finance plays a critical role in investment success.
A sound financial plan should guide investment strategies.
Good diversification means not all parts of the portfolio perform well at the same time. Your perfect portfolio is about navigating towards your goals.
There is no single recipe for financial success.
Money changes over time, and so should your strategy.
Your financial needs will evolve as life circumstances change.
Children introduce new financial considerations and time horizons.
Long-term planning requires adaptability and foresight.
Understanding risk is crucial for effective financial planning.
Market losses trigger emotional responses tied to future consumption.
Financial media often amplifies fear and uncertainty.
A structured approach to asset allocation can provide peace of mind.

Connect with Will Hoffman:

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The Wealth Ladder Explained: How to Build Wealth at Every Stage of Life | Nick Maggiulli (Episode 40)

By Wealth on the Move | January 15, 2026

Summary: In this episode of Wealth on the Move, host Will Hoffman speaks with Nick Maggiulli, COO of Ritholtz Wealth Management and author of The Wealth Ladder. They discuss the misconceptions surrounding wealth building, emphasizing the importance of income over spending habits. The conversation explores the different levels of the wealth ladder, focusing on the early stages of financial safety and skill development, transitioning to investing, and understanding risk tolerance. They also touch on personal spending choices and the significance of aligning financial goals with lifestyle decisions. In this conversation, Will Hoffman and Nick Maggiulli explore the multifaceted nature of wealth, discussing how high net worth individuals perceive money differently, the emotional challenges associated with wealth, and the common myths that can hinder financial success. They emphasize the importance of adaptability in financial strategies and the need for personalized advice at different stages of wealth accumulation.

Resources:

Takeaways:

Wealth building is more about income than spending.
Financial safety is crucial for those at the bottom rungs.
Education and skill development are key to increasing earnings.
Investing becomes more important as net worth increases.
Risk tolerance should align with personal circumstances and goals.
Lifestyle inflation can hinder financial progress.
Personal spending choices should reflect individual values and joy.
Avoid following high-level advice when starting out.
Building an emergency fund is essential for financial stability.
Understanding your financial situation is the first step to wealth. High net worth individuals often feel a responsibility to preserve wealth for future generations.
Money can be viewed as a tool for making impactful changes in the world.
At some point, personal wealth may stop improving life satisfaction.
Emotional reactions to market fluctuations can lead to poor financial decisions.
The myth that cutting spending is the key to wealth is unfounded.
Consistent investing over time yields the best returns.
Liquidity is more important than previously thought.
Rebalancing investments may not be as crucial as once believed.
Financial strategies should evolve as one’s wealth grows.
Perspective on financial challenges can be gained from understanding historical events.

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Nick Maggiulli and Ritholtz Wealth Management are not affiliated with Hoffman Wealth Management and Private Advisor Group.

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2026 Market Outlook: AI, Interest Rates, Layoffs & What Investors Should Do Now | Bill Mann from Motley Fool (Episode 38)

By Wealth on the Move | January 1, 2026

Summary: In this episode of Wealth on the Move, host Will Hoffman and guest Bill Mann, Chief Investment Strategist at Motley Fool Asset Management, discuss the annual outlook for 2026. They reflect on the unpredictable nature of market predictions, the impact of political policies on the economy, and the importance of understanding market concentration, particularly in technology. The conversation also covers the Federal Reserve’s role in managing interest rates and employment, the challenges facing middle America, and strategies for investors to prepare their portfolios for economic changes. Additionally, they explore geopolitical considerations and the need for Europe to reset its economic policies. In this conversation, Bill Mann and Will Hoffman explore various economic themes, including surprising GDP statistics from unexpected states, the potential of emerging markets, and the ongoing revolution in AI. They discuss the implications of infrastructure challenges on market dynamics, identify promising sectors for investment, and anticipate potential black swan events that could impact the economy in 2026. The conversation concludes with strategic advice for investors and recommendations for influential voices in finance.

Resources:

Takeaways:

Every firm does an annual outlook, including Hoffman Wealth Management.
Bill Mann emphasizes the unpredictability of CEO predictions.
The market doesn’t recognize the calendar; financial planning is year-round.
Motley Fool Asset Management aims to support individual investors during market stress.
The name ‘Motley Fool’ reflects a tradition of truth-telling in finance.
2025 was marked by significant economic shifts due to political policies.
Market concentration in technology raises concerns for future stability.
Interest rates and employment are key focuses for the Federal Reserve.
The economy is bifurcated, with disparities between financial markets and middle America.
Investors should consider value-driven and momentum strategies in their portfolios. Germany’s economic performance is surprising compared to smaller US states.
Emerging markets like Brazil and Korea present unique investment opportunities.
AI adoption is still in its early stages, akin to the internet boom.
AI is reshaping job markets, creating new roles while enhancing existing ones.
Infrastructure development in the US faces significant challenges and delays.
Investors should focus on high-quality companies with growth potential.
Japan’s market may outperform others in the coming year.
Black swan events, like geopolitical tensions, could disrupt markets.
Investors should reassess their portfolios for quality and alignment with beliefs.

Connect with Will Hoffman:

Bill Mann and Motley Fool Asset Management are not affiliated with Hoffman Wealth Management and Private Advisor Group.

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23 Lessons From 23 Years as a Financial Advisor | Wealth, Investing & Retirement Planning (Episode 37)

By Wealth on the Move | December 4, 2025

Summary: In this episode of Wealth on the Move, host Will Hoffman reflects on his 23 years in the wealth management industry, sharing valuable lessons learned throughout his career. He emphasizes the importance of having a solid financial plan, understanding cash flow, and recognizing the emotional aspects of financial decision-making. Hoffman also discusses the significance of teamwork in financial planning and how money can be a tool for happiness when used intentionally.

Takeaways:

A plan matters more than any single investment.
Cashflow discipline will beat investment brilliance.
Time in the market is greater than timing the market.
Taxes will quietly erode your wealth more than you realize.
Diversification works even when it feels like it doesn’t.
Most of the risk in your financial lives is emotional.
The right portfolio for you is the one you can stick with.
Big financial mistakes usually happen during big life transitions.
You don’t need more financial products. You need more clarity.
Wealth is a team sport.

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Custom Indexing for 2025 with Gregory Allison, CFA (Episode 36)

By Wealth on the Move | November 20, 2025

Summary: In this episode of Wealth on the Move, host Will Hoffman and guest Gregory Allison, CFA from Orion Custom Indexing discuss the innovative strategy of custom indexing. They explore how this approach allows investors to manage concentrated stock positions, utilize tax loss harvesting, and enhance after-tax returns. The conversation delves into the technology behind custom indexing, its applications for real estate investors, and the benefits of charitable giving strategies. They also touch on the emergence of custom indexing as a viable option for a broader range of investors, emphasizing the importance of personalized wealth management solutions.

Resources:

Takeaways:

Custom indexing allows for personalized investment strategies.
Tax loss harvesting can enhance after-tax performance.
Utilizing losses can offset future capital gains.
Technology plays a crucial role in executing custom indexing.
Real estate investors can benefit from custom indexing strategies.
Charitable giving can be optimized through custom indexing.
Custom indexing is not suitable for IRA accounts.
The strategy emerged due to advancements in technology.
Concentration risk is a concern for long-term investors.
Longevity impacts investment strategies and tax planning.

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Disclosures:

Gregory Allison Orion Portfolio Solutions are not affiliated with Hoffman Wealth Management and Private Advisor Group.

Wealth management services provided by Orion Portfolio Solutions, LLC (“OPS”), a registered investment advisor. Orion OCIO services provided by TownSquare Capital, LLC (“TSC”), a registered investment advisor. OPS and TSC are affiliates and wholly owned subsidiaries of Orion Advisor Solutions, Inc.

Custom Indexing offered through Orion Portfolio Solutions, LLC a registered investment advisor.

Custom Indexing is an investment strategy wherein a portfolio is managed to mimic an index or other portfolio, while taking into account the tax position, holdings, and individual investing preferences of a client. The performance of a portfolio using custom indexing may vary significantly from the target index (referred to as tracking error or tracking difference), and this variance may increase with greater customization within a portfolio.

Tax-loss Harvesting is a process by which securities trading at unrealized losses are sold to realize a taxable loss. Proceeds from the sales are then used to reinvest in alternate securities to maintain market exposure. Tax-loss Harvesting can be used as a strategy to offset realized gains from other investments and/or carried forward to later calendar years to offset future taxable gains.

This information is general in nature and is not intended as tax advice. You should consult a tax professional as to how this applies to an individual tax situation. Nothing contained herein is intended to constitute accounting, legal, tax, security or investment advice, nor an opinion regarding the appropriateness of any investment, or solicitation of any type.

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Volatility, Gold, and Staying the Course: Breakdown of Q4 Market w/ Ryan Detrick (Episode 33)

By Wealth on the Move | October 30, 2025

Summary: In this episode of Wealth on the Move, host Will Hoffman and guest Ryan Detrick discuss the current state of the markets, including insights on volatility, market recovery, and the impact of government shutdowns. They explore the dynamics of the gold market, interest rates, and the Federal Reserve’s outlook, as well as trends in the crypto market. The conversation also delves into behavioral finance and market psychology, emphasizing the importance of having a strategic investment plan. Finally, they provide predictions for future market trends and economic outlooks.

Resources:

Takeaways:

The market has shown resilience despite recent government shutdowns.
Gold is currently overextended, indicating potential for a pullback.
The Federal Reserve is expected to cut interest rates soon.
Historical data suggests that bull markets can last longer than expected.
Behavioral finance plays a significant role in investment decisions.
Investors should be cautious with crypto investments due to volatility.
Market corrections are normal and can present buying opportunities.
The consumer market remains strong despite economic uncertainties.
Global investment opportunities are still available for savvy investors.
Volatility is a necessary aspect of investing that should be embraced.

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Vanguard Proves Why Financial Advisors Matter – And What Most Get Wrong (Episode 31)

By Wealth on the Move | September 26, 2025

Summary: In this episode of Wealth on the Move, host Will Hoffman and director of financial planning Niko Rosso discuss the value that financial advisors bring to their clients, referencing a significant study by Vanguard. They explore various aspects of financial planning, including investment selection, asset location, tax efficiency, and the importance of behavioral coaching. The conversation emphasizes the evolving role of independent financial advisors in a changing financial landscape, highlighting the need for financial literacy and proactive planning.

Resources:

Download the Vanguard Study HERE!

Takeaways:

Vanguard’s study highlights the value of financial advisors.
Investment selection can add significant alpha to portfolios.
Behavioral coaching is crucial for client success.
Understanding asset location can enhance tax efficiency.
Tax loss harvesting can provide financial benefits.
Budgeting is essential for financial discipline.
Independent financial advisors are shaping the future of wealth management.
Financial literacy is vital for effective money management.
Proactive planning can mitigate financial risks.
The evolving landscape of financial advising requires adaptability.

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Connect with Niko Rosso:

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