The Long Term Investor

Peter Lazaroff
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Oct 29, 2025 • 35min

Stop Keeping Score: Power & Fairness With Money Ft. Heather and Doug Boneparth (EP.228)

Most financial mistakes happen because people don't see the full picture. My Net Worth Worksheet helps you track everything in one place—so you stay informed. Get it now. ------ Money talks fall apart when couples keep score. In this episode, Heather and Doug Boneparth show how fairness—not 50/50—actually works in real life, and how power shows up through invisible labor, access, and decision rights. You'll hear practical ways to reset the dynamic so conversations feel collaborative instead of adversarial. Listen now and learn: ► A fairness framework to replace 50/50 splits and tit-for-tat bean counting ► How to surface invisible labor and shift from "tell me what to do" to true task ownership ► The anatomy of a money date (time/place, start with wins, then goals → cash flow → net worth) ► Reconciling different risk appetites by agreeing on shared capacity, timelines, and one step outside each comfort zone   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   (00:00) Introduction (02:45) Fairness vs. Equality in Couples' Finances  (11:24) Resentment Red Flags in Relationships  (13:47) Invisible Labor to Task Ownership  (18:26) Financial Transparency for Couples  (21:49) Money Dates That Don't Derail  (26:48) Different Risk Tolerances in a Relationship  (31:00) Co-Authoring Money Together  (33:32) Lightning Round for Couples   Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com⁠)   Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures here.
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Oct 22, 2025 • 12min

Should You Move to Cash When Markets Hit All-Time Highs? (EP.227)

Navigating record market highs can be tricky. All-time highs are normal and shouldn't trigger panic. Behavioral traps often lure investors into the cash-out mindset. Strong earnings and fundamentals are buoying valuations. Is the hype around AI creating a market bubble? Timing the market is risky—getting it right once is challenging enough, let alone twice. Instead of rushing to cash, reassessing portfolios and allocations is crucial. Stay disciplined and focused on long-term strategies.
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Oct 15, 2025 • 38min

From Numbers to Meaning When Building Your Retirement Plan with Carl Richards (EP.226)

Please rate and review The Long-Term investor in your favorite podcast app. -----  Author and illustrator Carl Richards joins the show to discuss his new book Your Money and the real conversations we should be having about finances. If you've ever wondered how to stop worrying about money and start using it intentionally, this conversation will leave you thinking differently about every dollar you spend. Listen now and learn: ► Why most people avoid the money conversations that matter most ► How to align your use of capital with what's genuinely important to you ► The power of micro actions and why small steps compound into lasting change.  ► A simple mindset shift that can transform financial stress into confidence and clarity   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   (02:23) The Conversations We Avoid About Money (04:16) Why Facts Don't Fix Feelings  (06:00) Simplifying on the Far Side of Complexity (10:13) Aligning Your Use of Capital with What's Important  (14:31)Financial Planning Is About Being Less Wrong Tomorrow  (18:22) The Illusion of Certainty and the End of History  (23:55) The "Presenting Problem" and What Clients Really Value  (27:42) How to Start Better Money Conversations at Home  (35:36) Micro Actions: Tiny Habits That Compound  (38:59) The Worry List: Nothing Is Helped by Worry  (41:22) Practicing Gratitude and Redefining "Enough"    Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com⁠)   Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures here.
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Oct 8, 2025 • 13min

Trapped By Taxes? How 351 Exchanges Let You Diversify Without Selling Your Stock (EP.225)

Investors worried about tax implications from selling appreciated stocks can find relief through Section 351 exchanges. This strategy allows the exchange of concentrated stock for ETF shares without immediate tax consequences. Peter Lazaroff discusses eligibility criteria, the non-recognition nature of the exchange, and practical benefits compared to traditional strategies. He highlights why these exchanges are gaining popularity due to advancements in technology and offers insights into key questions to discuss with financial advisors. It's a smart and efficient way to diversify.
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Oct 1, 2025 • 31min

Year-End Tax Planning After the OBBBA (EP.224)

In this insightful discussion, tax expert Susan Jones from Plancorp dives into year-end tax strategies shaped by the One Big Beautiful Bill Act (OBBBA). She demystifies shifts in charitable deductions and tax implications for high earners, including the new 2% AGI floor. Jones also emphasizes the importance of timing for pre-retirees and business owners in managing income spikes and leveraging benefits like the QBI and bonus depreciation. If you're navigating complex tax waters, her expert insights could be invaluable!
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Sep 24, 2025 • 15min

Bond Funds vs Individual Bonds: What's Best for Your Portfolio? (EP.223)

Wondering if you're making the right financial moves? Let's build a strategy you can rely on. Schedule a call with Peter to get professional guidance. -----  When it comes to bonds, investors often face a tough question: should you own individual bonds or stick with bond funds? In this episode of The Long Term Investor, I break down the trade-offs and explain how bonds really fit into a long-term portfolio. Listen now and learn: ► Why the primary role of bonds is to reduce volatility, not maximize return ► The trade-offs between owning individual bonds vs bond funds ► Why income matters more than price fluctuations for long-term bond returns ► The hidden problems with bond index funds and the case for an active or systematic approach ► How to think about bonds in the context of your overall portfolio strategy Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com⁠)   Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures here.
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Sep 17, 2025 • 33min

M&A, Valuations, and the Future of RIAs — A Conversation with Ian Wenik (EP.222)

Ready to hire an advisor? Whether it's for retirement planning, proactive tax planning, or navigating complex financial decisions, see how our team at Placorp can help. Schedule a call with Peter now. -----  What's it really like to cover the RIA and wealth management industry from the inside?  In this episode, I talk with Ian Wenik, Editor at Citywire RIA, about his journey from sports writing to financial journalism, the challenges of running a newsroom, and the trends shaping the future of RIAs. Listen now and learn: ► How Ian went from aspiring sportswriter to covering M&A and valuations in the RIA industry ► What a day in the life of a wealth management journalist actually looks like ► Why private equity, consolidation, and IPOs are reshaping the advisory landscape ► Red flags to watch for when consuming financial news — and how to spot AI-generated "slop"   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions. [02:30] From sports writing to covering RIAs [05:39] First impressions of wealth management [06:44] Running the newsroom at Citywire [08:09] Balancing breaking news and investigative features [09:47] How Citywire finds and protects sources [12:10] The evolution of RIAs since 2018 [13:51] The future of M&A and RIA valuations [22:27] What content resonates most with advisors [26:40] Where wealth management journalism is headed [30:04] How to read financial news critically   Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com⁠)   Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures here.
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Sep 10, 2025 • 17min

Muni Bonds Explained: How To Incorporate Tax-Free Income With Investing For Retirement (EP.221)

Municipal bonds can be a powerful tool for high-income investors, but only when used thoughtfully. In this episode, I explain how to evaluate muni bonds with tax-equivalent yield, the difference between general obligation and revenue bonds, and why I avoid state-specific and high-yield issues. I also share Plancorp's implementation approach and give a market outlook on why munis remain attractive for retirement portfolios today. Listen now and learn: ► How to tell if municipal bonds make sense for your portfolio ► The key differences between types of muni bonds and what those differences mean for long-term investors ► Why not all muni strategies are created equal—and the hidden risks to watch out for. ► How to think about munis in today's market environment and why their role extends beyond just tax-free income.   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com⁠) Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures here.
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Sep 3, 2025 • 36min

Can AI Keep Driving the Stock Market Higher? Callie Cox Explains (EP.220)

Join Callie Cox, Chief Market Strategist at Ritholtz Wealth Management, as she dives into the impact of AI on the stock market. She breaks down why Wall Street's AI optimism clashes with economic realities. Callie shares insights on how concentrated earnings growth in tech presents both opportunities and risks, and draws lessons from historical giants like GE. Discover which sectors beyond Big Tech might benefit from AI adoption and learn how to differentiate between hype and true innovation for long-term investing.
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Aug 27, 2025 • 27min

Mutual Funds vs ETFs vs SMAs: Which is the Best For You? (EP.219)

Discover the key differences between mutual funds, ETFs, and SMAs, including their impacts on taxes, costs, and control. Learn how ETFs and SMAs can offer solutions to the pitfalls of mutual funds. Delve into the concepts of tax-loss harvesting and how it creates tax alpha. Explore the future of investing as ETFs rise in popularity, SMAs gain traction, and mutual funds retain their role in retirement plans. This discussion is essential for anyone looking to refine their investment strategy.

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