<?xml version="1.0" encoding="UTF-8"?><rss xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:content="http://purl.org/rss/1.0/modules/content/" xmlns:atom="http://www.w3.org/2005/Atom" version="2.0" xmlns:itunes="http://www.itunes.com/dtds/podcast-1.0.dtd" xmlns:psc="http://podlove.org/simple-chapters" xmlns:podcast="https://podcastindex.org/namespace/1.0"><channel><title><![CDATA[Wealth and Family Podcast]]></title><description><![CDATA[<p>For families with significant wealth, the hardest questions are not always financial.  The Wealth and Family Podcast examines how entrepreneurs, high earners, and their children navigate privilege, pressure, and purpose, with practical discussions about preparing the next generation and building wealth that strengthens families, not strains them.</p>]]></description><link>shermanassetmgmt.com</link><generator>Riverside.fm (https://riverside.com)</generator><lastBuildDate>Fri, 03 Jul 2026 10:29:06 GMT</lastBuildDate><atom:link href="https://api.riverside.com/hosting/sHNS4nGQ.rss" rel="self" type="application/rss+xml"/><author><![CDATA[Roy Sherman]]></author><pubDate>Wed, 04 Feb 2026 21:51:06 GMT</pubDate><copyright><![CDATA[2026 Roy Sherman]]></copyright><language><![CDATA[en]]></language><ttl>60</ttl><category><![CDATA[Business]]></category><category><![CDATA[Kids & Family]]></category><itunes:author>Roy Sherman</itunes:author><itunes:summary>&lt;p&gt;For families with significant wealth, the hardest questions are not always financial.  The Wealth and Family Podcast examines how entrepreneurs, high earners, and their children navigate privilege, pressure, and purpose, with practical discussions about preparing the next generation and building wealth that strengthens families, not strains them.&lt;/p&gt;</itunes:summary><itunes:type>episodic</itunes:type><itunes:owner><itunes:name>Roy Sherman</itunes:name><itunes:email>roy.d.sherman@gmail.com</itunes:email></itunes:owner><itunes:explicit>no</itunes:explicit><itunes:category text="Business"/><itunes:category text="Kids &amp; Family"/><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><item><title><![CDATA[The Most Expensive Words in Wealth Management]]></title><description><![CDATA[<p>The conversation explores the challenges of managing wealth and the reluctance to seek help. It emphasizes the compounding complexity of wealth and the importance of addressing problems early to avoid severe consequences.</p>]]></description><guid isPermaLink="false">b31f39c4-52c3-4187-9cd4-cbdd789a68e9</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 30 Jun 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/1eeade561ef5be63e7fb2781364292a0efa9307f64afbe4010846bb2f4fe64ce/eyJlcGlzb2RlSWQiOiJiMzFmMzljNC01MmMzLTQxODctOWNkNC1jYmRkNzg5YTY4ZTkiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwYjY3OTY3YjgzOGNjNTcxZjJjOTFhL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS0xOF9fMjEtMjUtMTAubXAzIn0=.mp3" length="2623547" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/b31f39c4-52c3-4187-9cd4-cbdd789a68e9/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;The conversation explores the challenges of managing wealth and the reluctance to seek help. It emphasizes the compounding complexity of wealth and the importance of addressing problems early to avoid severe consequences.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:05:28</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Most Expensive Words in Wealth Management</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The New Luxury Is Knowing You're Talking to a Human]]></title><description><![CDATA[<p>In a world dominated by AI and digital interactions, the importance of in-person communication and face-to-face interactions is becoming increasingly important, especially to HNW families. The rise of AI-driven interactions and the challenges of identifying genuine human connections are discussed, leading to a call for a return to in-person business dealings.</p>]]></description><guid isPermaLink="false">ad230e8f-f375-4353-92a2-7d9bb5ebce1e</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 23 Jun 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/1afaec1021c6c215764cafc2742c6e753f22a75d9899ff0dd39994fbc4ec793d/eyJlcGlzb2RlSWQiOiJhZDIzMGU4Zi1mMzc1LTQzNTMtOTJhMi03ZDliYjVlYmNlMWUiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwNGVhOWJhYmNkZGNjZTExYWVlYWM1L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS0xM19fMjMtMTgtMTkubXAzIn0=.mp3" length="2374235" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/ad230e8f-f375-4353-92a2-7d9bb5ebce1e/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;In a world dominated by AI and digital interactions, the importance of in-person communication and face-to-face interactions is becoming increasingly important, especially to HNW families. The rise of AI-driven interactions and the challenges of identifying genuine human connections are discussed, leading to a call for a return to in-person business dealings.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:04:57</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The New Luxury Is Knowing You&apos;re Talking to a Human</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Most Expensive Thing You Can Leave Your Kids is Ignorance About Money]]></title><description><![CDATA[<p>This episode explores the impact of financial illiteracy on inherited wealth, highlighting the slow and invisible nature of its effects. It delves into the illusion of control in high net worth environments and the importance of teaching financial judgment to children through real-life experiences.</p><p></p><p>Takeaways</p><ul><li>Financial illiteracy looks like normal life with a slow leak.</li><li>The more successful you are, the easier it is to hide financial vulnerability.</li></ul>]]></description><guid isPermaLink="false">c750cf59-9e6e-4e53-86a4-3d30c09d1014</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 16 Jun 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/5faaa820e18c0a6f2ca860ac837fed1016bcb1d9479404923856f38c2763645d/eyJlcGlzb2RlSWQiOiJjNzUwY2Y1OS05ZTZlLTRlNTMtODZhNC0zZDMwYzA5ZDEwMTQiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwMjQxYjMzYTdkZDMxOWQ4NGI5NzljL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS0xMV9fMjItNTMtNy5tcDMifQ==.mp3" length="2258460" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/c750cf59-9e6e-4e53-86a4-3d30c09d1014/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode explores the impact of financial illiteracy on inherited wealth, highlighting the slow and invisible nature of its effects. It delves into the illusion of control in high net worth environments and the importance of teaching financial judgment to children through real-life experiences.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Financial illiteracy looks like normal life with a slow leak.&lt;/li&gt;&lt;li&gt;The more successful you are, the easier it is to hide financial vulnerability.&lt;/li&gt;&lt;/ul&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:04:42</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Most Expensive Thing You Can Leave Your Kids is Ignorance About Money</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Silent Wedge in Your Marriage: Money]]></title><description><![CDATA[<p>The conversation delves into the illusion of financial harmony, the fragility of financial knowledge, preparing for the unexpected, starting the financial conversation, and the goal of partnership in financial planning. It emphasizes the importance of open communication and shared responsibility in financial matters within a household.</p><p></p><p>If you feel like there's an uneven balance of financial responsibility in your marriage call or text 805-849-3533</p>]]></description><guid isPermaLink="false">2436c179-0c5c-4890-8f96-ac2bb0517e12</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 09 Jun 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/ceda651f075bd5c846ee2f062aebb9658aff60816a8a8434c6ee1d99c9542c5c/eyJlcGlzb2RlSWQiOiIyNDM2YzE3OS0wYzVjLTQ4OTAtOGY5Ni1hYzJiYjA1MTdlMTIiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwMjNmNGE5ZTE5YThhNWY4M2ZlMzRhL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS0xMV9fMjItNDItNTAubXAzIn0=.mp3" length="2635877" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/2436c179-0c5c-4890-8f96-ac2bb0517e12/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;The conversation delves into the illusion of financial harmony, the fragility of financial knowledge, preparing for the unexpected, starting the financial conversation, and the goal of partnership in financial planning. It emphasizes the importance of open communication and shared responsibility in financial matters within a household.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;If you feel like there&apos;s an uneven balance of financial responsibility in your marriage call or text 805-849-3533&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:05:29</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Silent Wedge in Your Marriage: Money</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[A Financial Plan Won't Solve All Your Problems]]></title><description><![CDATA[<p>Today we explore the nature of financial problems, the transition to high net worth status, the trade-offs in financial decisions, the illusion of a perfect answer, and earning the right problems. It emphasizes the complexity of financial decisions and the importance of intentional problem selection in financial planning.</p><p></p><p>Takeaways</p><ul><li>Financial decisions involve trade-offs</li><li>Financial planning filters out less important problems</li><li>Quality of life is determined by the quality of problems</li><li>Complexity of financial problems increases with wealth</li></ul><p></p><p>Call or text 805-849-3533 to see what problems you want to trade for.</p>]]></description><guid isPermaLink="false">aff91edf-3de5-4494-a8f6-aad96ff2c727</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 02 Jun 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/8f6b7bb16ca2d224581787f31f1ae85a3615eebabb2133f077433b65fc6079e9/eyJlcGlzb2RlSWQiOiJhZmY5MWVkZi0zZGU1LTQ0OTQtYThmNi1hYWQ5NmZmMmM3MjciLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwMjNkMTU4ZWQ0YTJiNjE5NTMwNWFmL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS0xMV9fMjItMzMtMjUubXAzIn0=.mp3" length="2444870" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/aff91edf-3de5-4494-a8f6-aad96ff2c727/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;Today we explore the nature of financial problems, the transition to high net worth status, the trade-offs in financial decisions, the illusion of a perfect answer, and earning the right problems. It emphasizes the complexity of financial decisions and the importance of intentional problem selection in financial planning.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Financial decisions involve trade-offs&lt;/li&gt;&lt;li&gt;Financial planning filters out less important problems&lt;/li&gt;&lt;li&gt;Quality of life is determined by the quality of problems&lt;/li&gt;&lt;li&gt;Complexity of financial problems increases with wealth&lt;/li&gt;&lt;/ul&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Call or text 805-849-3533 to see what problems you want to trade for.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:05:06</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>A Financial Plan Won&apos;t Solve All Your Problems</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Why Real Estate and IRAs Don't Mix]]></title><description><![CDATA[<p>This episode discusses the potential pitfalls of investing in real estate through a self-directed IRA, highlighting the tax implications and long-term consequences. It emphasizes the importance of strategic asset location and the impact on family legacy.</p>]]></description><guid isPermaLink="false">10e3e7a4-6f60-4267-9218-4b01ea5e0285</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 26 May 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/dbc8ff2dc67e3e544165361b6efc663af8e028c8a46bcab0a9bbd1c730a0fe2d/eyJlcGlzb2RlSWQiOiIxMGUzZTdhNC02ZjYwLTQyNjctOTIxOC00YjAxZWE1ZTAyODUiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlmOGRiMDk4Nzk3YTY4NWQ2ZGVjMDViL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS00X18xOS00NC00MS5tcDMifQ==.mp3" length="5423874" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/10e3e7a4-6f60-4267-9218-4b01ea5e0285/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode discusses the potential pitfalls of investing in real estate through a self-directed IRA, highlighting the tax implications and long-term consequences. It emphasizes the importance of strategic asset location and the impact on family legacy.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:11:18</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Why Real Estate and IRAs Don&apos;t Mix</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[7 Moves I'd Make If I Were Self-Employed]]></title><description><![CDATA[<p>I discuss seven key moves for self-employed individuals to plan for the long term, covering entity selection, retirement planning, spousal participation, HSA strategy, accountable plan, family wealth transition, and real estate professional status. Each move offers unique tax advantages and wealth accumulation opportunities, contributing to a comprehensive long-term financial strategy for self-employed individuals.</p>]]></description><guid isPermaLink="false">17e61bdc-45d5-4f13-930e-01681d0f2a49</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 19 May 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/7ff7c541bca4564a497d90a71cdfb2ea9ec2257108c0348f33258d3e251d8f88/eyJlcGlzb2RlSWQiOiIxN2U2MWJkYy00NWQ1LTRmMTMtOTMwZS0wMTY4MWQwZjJhNDkiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlmOGQzODFiZGIxNmFmNzc0MDRlMjJlL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNS00X18xOS0xMi0zMy5tcDMifQ==.mp3" length="4850225" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/17e61bdc-45d5-4f13-930e-01681d0f2a49/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;I discuss seven key moves for self-employed individuals to plan for the long term, covering entity selection, retirement planning, spousal participation, HSA strategy, accountable plan, family wealth transition, and real estate professional status. Each move offers unique tax advantages and wealth accumulation opportunities, contributing to a comprehensive long-term financial strategy for self-employed individuals.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:10:06</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>7 Moves I&apos;d Make If I Were Self-Employed</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[When $3M is Greater than $4M]]></title><description><![CDATA[<p>This episode discusses the impact of financial preparation and estate planning on family outcomes. It compares two family situations and highlights the importance of financial education, estate planning, and communication in leaving a lasting legacy.</p>]]></description><guid isPermaLink="false">a3065e59-948f-419d-841e-12932067a48a</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 11 May 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/d94725a528207e69804093148dfed8ead05d819bb92b1849814fbb3bd2f158f8/eyJlcGlzb2RlSWQiOiJhMzA2NWU1OS05NDhmLTQxOWQtODQxZS0xMjkzMjA2N2E0OGEiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllYTUxMDdjNWY4YmNiNjZjNDM3NjAyL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0yM19fMTktNC02Lm1wMyJ9.mp3" length="3611185" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/a3065e59-948f-419d-841e-12932067a48a/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode discusses the impact of financial preparation and estate planning on family outcomes. It compares two family situations and highlights the importance of financial education, estate planning, and communication in leaving a lasting legacy.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:31</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>When $3M is Greater than $4M</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Why Resilience Matters More Than Resources]]></title><description><![CDATA[<p>Wealthy parents worry about the impact of comfort on their children's resilience and problem-solving skills. Creating structured problems, ownership, and exposure to challenge are essential for child development. Wealth management extends to decision-making environments, and resourcefulness is emphasized over resources.</p>]]></description><guid isPermaLink="false">682dac6e-d401-451c-b02e-72768547e33a</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Fri, 08 May 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/6d2e2de1b8f8e00c9c33144f30d3792e7bdeb3991e89dfe1da0eaf9d78370281/eyJlcGlzb2RlSWQiOiI2ODJkYWM2ZS1kNDAxLTQ1MWMtYjAyZS03Mjc2ODU0N2UzM2EiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllN2RlZWQ3NTgyMzExM2FkNmY1OTRkL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0yMV9fMjItMzItNDUubXAzIn0=.mp3" length="3006607" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/682dac6e-d401-451c-b02e-72768547e33a/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;Wealthy parents worry about the impact of comfort on their children&apos;s resilience and problem-solving skills. Creating structured problems, ownership, and exposure to challenge are essential for child development. Wealth management extends to decision-making environments, and resourcefulness is emphasized over resources.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:06:16</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Why Resilience Matters More Than Resources</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[I Asked Claude to Create My Financial Plan]]></title><description><![CDATA[<p>This episode explores the limitations of AI financial planning and the importance of nuanced human financial planning. It delves into the process of prompting financial planning questions and the subsequent limitations and challenges encountered in the AI-generated financial plan.</p>]]></description><guid isPermaLink="false">823a95f7-5095-43da-87ce-7d679f13fe87</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 05 May 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/ffcea71bb9c2f7b43944b15e4e3c26514a39dfab102de49d2d3c43bac38d3c13/eyJlcGlzb2RlSWQiOiI4MjNhOTVmNy01MDk1LTQzZGEtODdjZS03ZDY3OWYxM2ZlODciLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllN2JjNDY2ZmRjNWRlYzllOTA3OTNkL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0yMV9fMjAtNC01NC5tcDMifQ==.mp3" length="6481311" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/823a95f7-5095-43da-87ce-7d679f13fe87/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode explores the limitations of AI financial planning and the importance of nuanced human financial planning. It delves into the process of prompting financial planning questions and the subsequent limitations and challenges encountered in the AI-generated financial plan.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:13:30</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>I Asked Claude to Create My Financial Plan</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Your Estate Plan Might Be Creating Inequality, Not Preventing It]]></title><description><![CDATA[<p>Estate planning involves more than just equal division of assets. Tax implications, family dynamics, and long-term outcomes must be considered. Precision in planning is important, but not always achievable.</p>]]></description><guid isPermaLink="false">e4d99eb3-e98d-46ed-9ba0-484bf7b0c824</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Fri, 01 May 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/3831995f391f61fb70ac81303fde58eccb4aaa627d7aaf89a09ddab1498f89d4/eyJlcGlzb2RlSWQiOiJlNGQ5OWViMy1lOThkLTQ2ZWQtOWJhMC00ODRiZjdiMGM4MjQiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllMTExNjQyMmIzZDMzZTBmNmNlZWQyL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0xNl9fMTgtNDItMTIubXAzIn0=.mp3" length="3713585" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/e4d99eb3-e98d-46ed-9ba0-484bf7b0c824/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;Estate planning involves more than just equal division of assets. Tax implications, family dynamics, and long-term outcomes must be considered. Precision in planning is important, but not always achievable.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:44</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Your Estate Plan Might Be Creating Inequality, Not Preventing It</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[When Tax Deferral Backfires]]></title><description><![CDATA[<p>This episode discusses the implications of using variable annuities as a wealth management tool, highlighting the hidden tax issues and long-term considerations. It emphasizes the importance of strategic planning and the impact of tax deferral on future financial flexibility.</p>]]></description><guid isPermaLink="false">2e78a4ea-d2b6-4d54-b85a-00b19bdc3132</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Wed, 29 Apr 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/2531e084ce033ff35553bd0af2e6dd88b2f25899935888492429587525c4d61c/eyJlcGlzb2RlSWQiOiIyZTc4YTRlYS1kMmI2LTRkNTQtYjg1YS0wMGIxOWJkYzMxMzIiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllMTBkYzJmZTI4OGNiY2JkMTUzODNhL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0xNl9fMTgtMjYtNDIubXAzIn0=.mp3" length="2271208" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/2e78a4ea-d2b6-4d54-b85a-00b19bdc3132/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode discusses the implications of using variable annuities as a wealth management tool, highlighting the hidden tax issues and long-term considerations. It emphasizes the importance of strategic planning and the impact of tax deferral on future financial flexibility.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:04:44</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>When Tax Deferral Backfires</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Give Your Children Opportunity, Not Just Assets]]></title><description><![CDATA[<p>This episode explores the significance of wealth transfer timing, emphasizing the benefits and concerns of early gifting. It delves into the impact of early gifting on individuals and families, highlighting the importance of timing in shaping lives and creating opportunities across generations.</p>]]></description><guid isPermaLink="false">f1b40489-352d-4925-a552-2d25f82bbf5f</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 27 Apr 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/4ae9864d14c8f0e7ca46881a15d4f10f594b8dd1447c0df668f12bc392f91916/eyJlcGlzb2RlSWQiOiJmMWI0MDQ4OS0zNTJkLTQ5MjUtYTU1Mi0yZDI1ZjgyYmJmNWYiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllMDBjNDM3NjY5YmUzNDI5MDM3Yzg5L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0xNl9fMC04LTMubXAzIn0=.mp3" length="3515472" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/f1b40489-352d-4925-a552-2d25f82bbf5f/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode explores the significance of wealth transfer timing, emphasizing the benefits and concerns of early gifting. It delves into the impact of early gifting on individuals and families, highlighting the importance of timing in shaping lives and creating opportunities across generations.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:19</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Give Your Children Opportunity, Not Just Assets</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[What if your kids don't want to own your real estate?]]></title><description><![CDATA[<p>This episode covers multi-generational planning, real estate management, and transition planning. It delves into the challenges of directly managed real estate ownership, initiating conversations with the next generation, and various options for transition planning and management professionalization. Strategies for real estate transition and management are also discussed.</p>]]></description><guid isPermaLink="false">e31e58a6-e0de-43b8-ad3c-8d0893cfbf4e</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Fri, 24 Apr 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/6fae0c6dbf1743c0c34255611aa58a050a6642934b4672669c00d69820b464fd/eyJlcGlzb2RlSWQiOiJlMzFlNThhNi1lMGRlLTQzYjgtYWQzYy04ZDA4OTNjZmJmNGUiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllMDA4ZmRmOTE2NDZkNDFlNzNkMDc4L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0xNV9fMjMtNTQtNC5tcDMifQ==.mp3" length="5322519" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/e31e58a6-e0de-43b8-ad3c-8d0893cfbf4e/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode covers multi-generational planning, real estate management, and transition planning. It delves into the challenges of directly managed real estate ownership, initiating conversations with the next generation, and various options for transition planning and management professionalization. Strategies for real estate transition and management are also discussed.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:11:05</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>What if your kids don&apos;t want to own your real estate?</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Tax Bomb Hiding In Plain Sight]]></title><description><![CDATA[<p>This episode explores the risks associated with tax deferral strategies and the importance of intentional tax planning. It delves into the impact of tax deferral on future generations and presents a case study of pivoting for better tax outcomes. The discussion emphasizes the significance of managing the lifetime tax impact and the need to address tax risks proactively.</p>]]></description><guid isPermaLink="false">ab5de79d-d8c6-4550-aa34-f01482970a53</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 20 Apr 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/71a013b5460bde3c9371084baad1bb5afa7a20ba0dd978c891d8324f52217e2c/eyJlcGlzb2RlSWQiOiJhYjVkZTc5ZC1kOGM2LTQ1NTAtYWEzNC1mMDE0ODI5NzBhNTMiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllMDA0ZTljOTMxM2QzODdiZWZhZTM5L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC0xNV9fMjMtMzYtNDEubXAzIn0=.mp3" length="3420178" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/ab5de79d-d8c6-4550-aa34-f01482970a53/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode explores the risks associated with tax deferral strategies and the importance of intentional tax planning. It delves into the impact of tax deferral on future generations and presents a case study of pivoting for better tax outcomes. The discussion emphasizes the significance of managing the lifetime tax impact and the need to address tax risks proactively.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:07</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Tax Bomb Hiding In Plain Sight</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Your Kids Will Get Hate for Being Wealthy]]></title><description><![CDATA[<p>This episode delves into the challenges faced by wealthy families and their children, exploring the sources and psychological impact of hate, as well as strategies for addressing and mitigating its effects. It emphasizes the importance of equipping children with coping mechanisms and a balanced perspective on wealth.</p>]]></description><guid isPermaLink="false">e6a9128d-739e-4b43-a993-0543dd3be30f</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Fri, 17 Apr 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/012621bfd53fba34ff1e822e31c3c79848611f7afe6a4da319d001fdd6201958/eyJlcGlzb2RlSWQiOiJlNmE5MTI4ZC03MzllLTRiNDMtYTk5My0wNTQzZGQzYmUzMGYiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlkODE1N2ZhMTU2MzkzYjE2MmY4NzIxL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC05X18yMy05LTE5Lm1wMyJ9.mp3" length="5041859" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/e6a9128d-739e-4b43-a993-0543dd3be30f/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode delves into the challenges faced by wealthy families and their children, exploring the sources and psychological impact of hate, as well as strategies for addressing and mitigating its effects. It emphasizes the importance of equipping children with coping mechanisms and a balanced perspective on wealth.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:10:30</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Your Kids Will Get Hate for Being Wealthy</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[You Already Won, But Life Still Feels Complicated]]></title><description><![CDATA[<p>The episode discusses the illusion of financial independence and the challenges associated with managing a complex investment portfolio. It emphasizes the importance of potentially simplifying the portfolio and making thoughtful adjustments to align with changing life circumstances.</p>]]></description><guid isPermaLink="false">f127df0e-d9ab-4702-8b7d-96ef7e6f2b3b</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 13 Apr 2026 13:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/bf862af558c3cfeb5558f9a3f31d483929becd8aaa1ef1381e7f95478550abfd/eyJlcGlzb2RlSWQiOiJmMTI3ZGYwZS1kOWFiLTQ3MDItOGI3ZC05NmVmN2U2ZjJiM2IiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlkN2RkYWFlODAwZDgzZDA0MzYzZjZlL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC05X18xOS0xMS02Lm1wMyJ9.mp3" length="2474545" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/f127df0e-d9ab-4702-8b7d-96ef7e6f2b3b/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;The episode discusses the illusion of financial independence and the challenges associated with managing a complex investment portfolio. It emphasizes the importance of potentially simplifying the portfolio and making thoughtful adjustments to align with changing life circumstances.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:05:09</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>You Already Won, But Life Still Feels Complicated</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Myth of the Genius Investor]]></title><description><![CDATA[<p>Successful investing is not about being a genius, but about discipline, emotional restraint, and a willingness to accept uncertainty. It can also be about consistency and simplicity, rather than complexity and sophistication. Wealth accumulation requires discipline and a long-term approach, and success can be achieved through publicly traded investments without the need for complexity or illiquid alternatives, although complexity or illiquid alternatives can be useful for certain investors.</p>]]></description><guid isPermaLink="false">5f36e231-d7b7-4715-a312-965989fdbb3c</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Fri, 10 Apr 2026 18:15:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/4ee76888fc3521123e6273a68bb13a3529a26bd5a386cd209200018da105f608/eyJlcGlzb2RlSWQiOiI1ZjM2ZTIzMS1kN2I3LTQ3MTUtYTMxMi05NjU5ODlmZGJiM2MiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlkNjlhNjYyZThiYjlmNDY4ZWRjZGNhL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC04X18yMC0xMS01MC5tcDMifQ==.mp3" length="2135162" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/5f36e231-d7b7-4715-a312-965989fdbb3c/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;Successful investing is not about being a genius, but about discipline, emotional restraint, and a willingness to accept uncertainty. It can also be about consistency and simplicity, rather than complexity and sophistication. Wealth accumulation requires discipline and a long-term approach, and success can be achieved through publicly traded investments without the need for complexity or illiquid alternatives, although complexity or illiquid alternatives can be useful for certain investors.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:04:27</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Myth of the Genius Investor</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[What a Week at Disneyland Taught My 6-Year-Old About Money]]></title><description><![CDATA[<p>The conversation revolves around teaching kids about financial literacy, particularly through a real-life experience managing money at Disneyland. It explores the value of purchases, learning from mistakes, and the importance of providing opportunities for financial education from a young age.</p>]]></description><guid isPermaLink="false">3b64705d-2d37-48de-8b3b-e6ac1ac63ffe</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Wed, 08 Apr 2026 18:00:09 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/61218c3f4c427cd2d610af2624c62ad34590da8b139f3134195fcc4aae0e17b9/eyJlcGlzb2RlSWQiOiIzYjY0NzA1ZC0yZDM3LTQ4ZGUtOGIzYi1lNmFjMWFjNjNmZmUiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlkNjkzNGYxNTE0MjIzOWFlN2MyNWIyL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtNC04X18xOS00MS0zNS5tcDMifQ==.mp3" length="3557895" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/3b64705d-2d37-48de-8b3b-e6ac1ac63ffe/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;The conversation revolves around teaching kids about financial literacy, particularly through a real-life experience managing money at Disneyland. It explores the value of purchases, learning from mistakes, and the importance of providing opportunities for financial education from a young age.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:25</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>What a Week at Disneyland Taught My 6-Year-Old About Money</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Are Your Digital Assets Left Out of Your Estate Plan?]]></title><description><![CDATA[<p>This episode delves into the importance of addressing digital assets in estate planning, covering legal considerations, business assets, RUFADAA, designating access, and key principles for managing digital assets. It emphasizes the evolving nature of estate planning in the digital age and the need to ensure continuity of access and control for digital assets.</p>]]></description><guid isPermaLink="false">d34c1d97-b071-47b9-8069-cd339af9e0fb</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Sat, 28 Mar 2026 21:15:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/044a015b68e556fee6526d2b78dd4d5ad70c9b219458f373126d1fdc5e4dc718/eyJlcGlzb2RlSWQiOiJkMzRjMWQ5Ny1iMDcxLTQ3YjktODA2OS1jZDMzOWFmOWUwZmIiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjljNDQ3YzY2ODZmODI1NWZmY2RmZDQ2L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0yNV9fMjEtMzgtMzAubXAzIn0=.mp3" length="3854437" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/d34c1d97-b071-47b9-8069-cd339af9e0fb/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode delves into the importance of addressing digital assets in estate planning, covering legal considerations, business assets, RUFADAA, designating access, and key principles for managing digital assets. It emphasizes the evolving nature of estate planning in the digital age and the need to ensure continuity of access and control for digital assets.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:08:02</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Are Your Digital Assets Left Out of Your Estate Plan?</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[You Can Be Rich and Still Be Losing]]></title><description><![CDATA[<p>This episode delves into the importance of managing lifestyle and energy, highlighting the impact of neglecting health and the complexity of success and health. It explores high-leverage health decisions, designing a health-focused life, using capital to buy back health time, and aligning financial and health goals.</p>]]></description><guid isPermaLink="false">ea09f759-ace0-45d9-9d0c-2d9c8759ada1</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Thu, 26 Mar 2026 20:15:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/220b10dcd744b50fee5baffb2b7c893b32cb055a6f1169ec6ce86d4a058d6ec2/eyJlcGlzb2RlSWQiOiJlYTA5Zjc1OS1hY2UwLTQ1ZDktOWQwYy0yZDljODc1OWFkYTEiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjljNDMwN2ZiZDZkZDA1N2Y0NjA4ZGQ0L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0yNV9fMTktNTktMTAubXAzIn0=.mp3" length="3812641" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/ea09f759-ace0-45d9-9d0c-2d9c8759ada1/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode delves into the importance of managing lifestyle and energy, highlighting the impact of neglecting health and the complexity of success and health. It explores high-leverage health decisions, designing a health-focused life, using capital to buy back health time, and aligning financial and health goals.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:57</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>You Can Be Rich and Still Be Losing</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The 4 Phases of Wealth]]></title><description><![CDATA[<p>This episode explores wealth management across different wealth breakpoints, outlining the challenges and opportunities at each phase. It emphasizes the importance of strategic planning, risk management, and decision-making frameworks tailored to specific wealth levels.</p><p></p><p>Takeaways</p><ul><li>Wealth management strategies vary across different wealth breakpoints</li><li>Strategic planning and risk management are crucial for wealth preservation and growth</li></ul><p></p><p>Chapters</p><ul><li>Accumulation</li><li>Optimization</li><li>Preservation</li><li>Legacy</li></ul>]]></description><guid isPermaLink="false">2bffb794-f2f8-4af0-b271-bfc0e632262b</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 23 Mar 2026 22:06:16 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/b7f68be558c8e7215099e4674b66269a785b0fac6e8c3794811c03422d973562/eyJlcGlzb2RlSWQiOiIyYmZmYjc5NC1mMmY4LTRhZjAtYjI3MS1iZmMwZTYzMjI2MmIiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjljMWI4MDZhNGEzNmRlNzdmNDhiYzc1L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0yM19fMjMtMC0zOC5tcDMifQ==.mp3" length="7692138" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/2bffb794-f2f8-4af0-b271-bfc0e632262b/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode explores wealth management across different wealth breakpoints, outlining the challenges and opportunities at each phase. It emphasizes the importance of strategic planning, risk management, and decision-making frameworks tailored to specific wealth levels.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Wealth management strategies vary across different wealth breakpoints&lt;/li&gt;&lt;li&gt;Strategic planning and risk management are crucial for wealth preservation and growth&lt;/li&gt;&lt;/ul&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Chapters&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Accumulation&lt;/li&gt;&lt;li&gt;Optimization&lt;/li&gt;&lt;li&gt;Preservation&lt;/li&gt;&lt;li&gt;Legacy&lt;/li&gt;&lt;/ul&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:16:01</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The 4 Phases of Wealth</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[15 Ways to Protect Multi-Generational Wealth]]></title><description><![CDATA[<p>This episode discusses key strategies for preserving long-term wealth, including diversification, governance, and preparing the next generation. It emphasizes the importance of purpose, discipline, and communication in wealth preservation across generations.</p><p></p><p>Wealth preservation requires a disciplined system of structure and communication, and encouraging purpose and meaningful lives for heirs is crucial for multi-generational wealth preservation.</p>]]></description><guid isPermaLink="false">fdbe8ef3-9660-4685-a48d-deba0575a036</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Sun, 22 Mar 2026 14:15:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/7e845a5119505bc833bd4e19fceee31e48f597b2b8507d234c34cd0cfb1ee81a/eyJlcGlzb2RlSWQiOiJmZGJlOGVmMy05NjYwLTQ2ODUtYTQ4ZC1kZWJhMDU3NWEwMzYiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliYjFiZGM3YzQ0OGFjZWE5ZmYwMTM0L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0xOF9fMjItNDAtNDQubXAzIn0=.mp3" length="5453131" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/fdbe8ef3-9660-4685-a48d-deba0575a036/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode discusses key strategies for preserving long-term wealth, including diversification, governance, and preparing the next generation. It emphasizes the importance of purpose, discipline, and communication in wealth preservation across generations.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Wealth preservation requires a disciplined system of structure and communication, and encouraging purpose and meaningful lives for heirs is crucial for multi-generational wealth preservation.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:11:22</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>15 Ways to Protect Multi-Generational Wealth</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[What It's Actually Like to Get a Prenup]]></title><description><![CDATA[<p>This episode delves into the personal and practical aspects of prenuptial agreements, exploring the emotional and logistical considerations involved. It highlights the challenges, negotiations, and relief associated with the process, offering insights for those considering prenups.</p><p></p><p>To contact Roy:</p><p>(805)-849-3533</p><p>roy@shermanassetmgmt.com</p>]]></description><guid isPermaLink="false">ac54c7b7-08d8-49a8-b99e-f6a6e68957a2</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Thu, 19 Mar 2026 19:00:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/a97e010524fe732609a1ea6e84c949f45a5ff1ed7333e2fea30205ae3c79a710/eyJlcGlzb2RlSWQiOiJhYzU0YzdiNy0wOGQ4LTQ5YTgtYjk5ZS1mNmE2ZTY4OTU3YTIiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliOWEwZjk5ZjY3YmYxNjNhMDdkYThmL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0xN19fMTktNDQtOS5tcDMifQ==.mp3" length="3773144" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/ac54c7b7-08d8-49a8-b99e-f6a6e68957a2/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode delves into the personal and practical aspects of prenuptial agreements, exploring the emotional and logistical considerations involved. It highlights the challenges, negotiations, and relief associated with the process, offering insights for those considering prenups.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;To contact Roy:&lt;/p&gt;&lt;p&gt;(805)-849-3533&lt;/p&gt;&lt;p&gt;roy@shermanassetmgmt.com&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:52</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>What It&apos;s Actually Like to Get a Prenup</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Portfolio That Buys Your Life Back]]></title><description><![CDATA[<p>This episode explores the shift in portfolio objectives from wealth maximization to lifestyle optimization. It delves into the two distinct phases of wealth building, the challenges in transitioning to lifestyle optimization, and the behavioral aspects of this transition. The discussion also highlights the balance between growth and lifestyle, emphasizing the purpose of the portfolio beyond financial accumulation.</p><p></p><p>Takeaways</p><ul><li>Lifestyle optimization is a key consideration in portfolio management.</li><li>The objective of the portfolio may change from maximizing wealth to maximizing life.</li></ul>]]></description><guid isPermaLink="false">c53a761b-3bba-4336-aa66-5c7b890ecdf5</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 16 Mar 2026 20:54:01 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/74924162beba914449f42e1642d4cdc273daac74f10a2cc6a6dd7afdfc748347/eyJlcGlzb2RlSWQiOiJjNTNhNzYxYi0zYmJhLTQzMzYtYWE2Ni01YzdiODkwZWNkZjUiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliODZiZDZmMDhhN2FhYmNlYTdjOWU1L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0xNl9fMjEtNDUtMTAubXAzIn0=.mp3" length="3012249" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/c53a761b-3bba-4336-aa66-5c7b890ecdf5/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;This episode explores the shift in portfolio objectives from wealth maximization to lifestyle optimization. It delves into the two distinct phases of wealth building, the challenges in transitioning to lifestyle optimization, and the behavioral aspects of this transition. The discussion also highlights the balance between growth and lifestyle, emphasizing the purpose of the portfolio beyond financial accumulation.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Lifestyle optimization is a key consideration in portfolio management.&lt;/li&gt;&lt;li&gt;The objective of the portfolio may change from maximizing wealth to maximizing life.&lt;/li&gt;&lt;/ul&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:06:16</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Portfolio That Buys Your Life Back</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Most Expensive Tax Bill I (N)ever Paid]]></title><description><![CDATA[<p>A cautionary tale of a real estate investment gone wrong due to tax-focused decision-making, lack of market understanding, and insufficient data. Roy emphasizes the need to prioritize investment merits over tax benefits.</p><p></p><p>Takeaways</p><ul><li>Tax-focused decision-making can lead to suboptimal investment decisions</li><li>Understanding the market and having sufficient data are crucial for successful investments</li></ul>]]></description><guid isPermaLink="false">486b4b3f-e279-46cf-b5ce-7776b20d552e</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Thu, 12 Mar 2026 18:30:00 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/e75571bf68f33f79fb0f03b4d8a4c8a6f4cba208441f0d49851d5a963715004f/eyJlcGlzb2RlSWQiOiI0ODZiNGIzZi1lMjc5LTQ2Y2YtYjVjZS03Nzc2YjIwZDU1MmUiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliMWIwOWJmYzU4NjZiNzc5MDIyYzg1L3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0xMV9fMTktMTItNDMubXAzIn0=.mp3" length="3555805" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/486b4b3f-e279-46cf-b5ce-7776b20d552e/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;A cautionary tale of a real estate investment gone wrong due to tax-focused decision-making, lack of market understanding, and insufficient data. Roy emphasizes the need to prioritize investment merits over tax benefits.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Tax-focused decision-making can lead to suboptimal investment decisions&lt;/li&gt;&lt;li&gt;Understanding the market and having sufficient data are crucial for successful investments&lt;/li&gt;&lt;/ul&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:24</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Most Expensive Tax Bill I (N)ever Paid</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[I asked Claude to be my CIO.  Here's what happened.]]></title><description><![CDATA[<p>Roy explores the use of AI to build a Chief Investment Officer, highlighting the rapid analysis and output capabilities of AI, as well as the challenges and limitations it faces in nuanced decision-making. It concludes with the role of AI as a supplement to human decision-making, emphasizing its value in certain areas while acknowledging its limitations in others.</p><p></p><p>Takeaways</p><ul><li>AI as a supplement to human decision-making</li><li>AI's limitations in emotional and nuanced decision-making</li></ul><p></p><p>Chapters</p><ul><li>00:00 Building a Chief Investment Officer with AI</li><li>06:07 Challenges and Limitations of AI in Decision-Making</li></ul>]]></description><guid isPermaLink="false">884cf7a6-eeee-49e3-8b5c-22eaec763b4a</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Tue, 03 Mar 2026 22:23:06 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/06d7e538fe3e23a917e0c904f0ffac64871ef6f9942e0098426062391f4fe502/eyJlcGlzb2RlSWQiOiI4ODRjZjdhNi1lZWVlLTQ5ZTMtOGI1Yy0yMmVhZWM3NjNiNGEiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlhNzVlN2ZiODBlNTliZTc2MWE4ZjUzL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMy0zX18yMy0xOS00My5tcDMifQ==.mp3" length="2393879" type="audio/mpeg"/><podcast:transcript url="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/episodes/884cf7a6-eeee-49e3-8b5c-22eaec763b4a/transcripts.txt" type="text/plain"/><itunes:summary>&lt;p&gt;Roy explores the use of AI to build a Chief Investment Officer, highlighting the rapid analysis and output capabilities of AI, as well as the challenges and limitations it faces in nuanced decision-making. It concludes with the role of AI as a supplement to human decision-making, emphasizing its value in certain areas while acknowledging its limitations in others.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;AI as a supplement to human decision-making&lt;/li&gt;&lt;li&gt;AI&apos;s limitations in emotional and nuanced decision-making&lt;/li&gt;&lt;/ul&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Chapters&lt;/p&gt;&lt;ul&gt;&lt;li&gt;00:00 Building a Chief Investment Officer with AI&lt;/li&gt;&lt;li&gt;06:07 Challenges and Limitations of AI in Decision-Making&lt;/li&gt;&lt;/ul&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:04:59</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>I asked Claude to be my CIO.  Here&apos;s what happened.</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[The Estate Planning Document that No One Has]]></title><description><![CDATA[<p>The conversation covers the importance of an instruction manual for managing assets and liabilities in the event of incapacity or death. It details the contents of the document, including assets and liabilities index, instructions for different assets, access to information, and contact lists. </p><p></p><p>Takeaways</p><ul><li>Importance of an instruction manual</li><li>Annual maintenance of the document</li></ul><p></p><p>Chapters</p><ul><li>00:00 The Importance of an Instruction Manual</li><li>06:52 Access to Information and Contact Lists</li></ul><p></p><p>For a copy of the instruction manual template click <a rel="noopener noreferrer nofollow" href="https://www.shermanassetmgmt.com/wp-content/uploads/2026/02/Estate_Instruction_Manual_Template.docx" target="_blank">here</a>.</p>]]></description><guid isPermaLink="false">27077a69-8411-4296-8547-0d64b1d00887</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Thu, 26 Feb 2026 23:13:19 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/bb556bee0523bb76b9a71add2255b9c40d59b8ed04567c56d57bdaebfb567715/eyJlcGlzb2RlSWQiOiIyNzA3N2E2OS04NDExLTQyOTYtODU0Ny0wZDY0YjFkMDA4ODciLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlhMGNmNDdmZDlmYzdmY2FjZmFjYTdhL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMi0yNl9fMjMtNTUtMy5tcDMifQ==.mp3" length="3391129" type="audio/mpeg"/><itunes:summary>&lt;p&gt;The conversation covers the importance of an instruction manual for managing assets and liabilities in the event of incapacity or death. It details the contents of the document, including assets and liabilities index, instructions for different assets, access to information, and contact lists. &lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Importance of an instruction manual&lt;/li&gt;&lt;li&gt;Annual maintenance of the document&lt;/li&gt;&lt;/ul&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Chapters&lt;/p&gt;&lt;ul&gt;&lt;li&gt;00:00 The Importance of an Instruction Manual&lt;/li&gt;&lt;li&gt;06:52 Access to Information and Contact Lists&lt;/li&gt;&lt;/ul&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;For a copy of the instruction manual template click &lt;a rel=&quot;noopener noreferrer nofollow&quot; href=&quot;https://www.shermanassetmgmt.com/wp-content/uploads/2026/02/Estate_Instruction_Manual_Template.docx&quot; target=&quot;_blank&quot;&gt;here&lt;/a&gt;.&lt;/p&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:07:04</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>The Estate Planning Document that No One Has</itunes:title><itunes:episodeType>full</itunes:episodeType></item><item><title><![CDATA[Sudden Wealth, No Plan: Where do you even start?]]></title><description><![CDATA[<p>The podcast discusses the management of sudden wealth, covering initial steps, wealth allocation, asset protection, estate planning, cash flow understanding, investment strategy, tax considerations, building a financial team, setting personal rules and values, and the expectation of plan evolution. It emphasizes the importance of a comprehensive wealth management framework and the need for adaptability and regular review.</p><p></p><p>Takeaways</p><ul><li>Wealth Management Framework</li><li>Asset Protection</li><li>Investment Strategy</li><li>Tax Planning</li><li>Building a Financial Team</li><li>Personal Rules and Values</li><li>Adaptability and Review</li></ul><p></p><p>Chapters</p><ul><li>00:00 Sudden Wealth and Initial Steps</li><li>06:17 Understanding Cash Flow and Expenses</li><li>11:24 Building a Financial Team</li></ul>]]></description><guid isPermaLink="false">c49c53cc-317a-49d8-acde-bcf616b3d1ec</guid><dc:creator><![CDATA[Roy Sherman]]></dc:creator><pubDate>Mon, 09 Feb 2026 19:59:09 GMT</pubDate><enclosure url="https://api.riverside.com/hosting-analytics/media/9b459f3b12c7653fd30ecf639de34fc43f081b4e267bd5383dab3ee595d45d35/eyJlcGlzb2RlSWQiOiJjNDljNTNjYy0zMTdhLTQ5ZDgtYWNkZS1iY2Y2MTZiM2QxZWMiLCJwb2RjYXN0SWQiOiIyMzA4MDE1Yi0xMWFmLTRlMTAtYmE5Yi05ZTlmOTM3MTRkOGQiLCJhY2NvdW50SWQiOiI2OTgzYjI2Y2EwNzU3MGQ3MGQzOGEwNTkiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjk4YTNiNTM0YzYxOGI4YzA1NjJiNGQzL3JveXMtc3R1ZGlvLU1XdVIxLWNvbXBvc2VyLTIwMjYtMi05X18yMC01My01NS5tcDMifQ==.mp3" length="5901601" type="audio/mpeg"/><itunes:summary>&lt;p&gt;The podcast discusses the management of sudden wealth, covering initial steps, wealth allocation, asset protection, estate planning, cash flow understanding, investment strategy, tax considerations, building a financial team, setting personal rules and values, and the expectation of plan evolution. It emphasizes the importance of a comprehensive wealth management framework and the need for adaptability and regular review.&lt;/p&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Takeaways&lt;/p&gt;&lt;ul&gt;&lt;li&gt;Wealth Management Framework&lt;/li&gt;&lt;li&gt;Asset Protection&lt;/li&gt;&lt;li&gt;Investment Strategy&lt;/li&gt;&lt;li&gt;Tax Planning&lt;/li&gt;&lt;li&gt;Building a Financial Team&lt;/li&gt;&lt;li&gt;Personal Rules and Values&lt;/li&gt;&lt;li&gt;Adaptability and Review&lt;/li&gt;&lt;/ul&gt;&lt;p&gt;&lt;/p&gt;&lt;p&gt;Chapters&lt;/p&gt;&lt;ul&gt;&lt;li&gt;00:00 Sudden Wealth and Initial Steps&lt;/li&gt;&lt;li&gt;06:17 Understanding Cash Flow and Expenses&lt;/li&gt;&lt;li&gt;11:24 Building a Financial Team&lt;/li&gt;&lt;/ul&gt;</itunes:summary><itunes:explicit>no</itunes:explicit><itunes:duration>00:12:18</itunes:duration><itunes:image href="https://hosting-media.riverside.com/media/podcasts/2308015b-11af-4e10-ba9b-9e9f93714d8d/logos/c69d2ee1-234e-40ac-a073-58d4f8014801.png"/><itunes:title>Sudden Wealth, No Plan: Where do you even start?</itunes:title><itunes:episodeType>full</itunes:episodeType></item></channel></rss>