<?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:googleplay="http://www.google.com/schemas/play-podcasts/1.0"><channel><title><![CDATA[The Financial Flipside: Real Money Talk]]></title><description><![CDATA[Real Talk For entrepreneurs, figuring it out — from someone figuring it out right alongside you.]]></description><link>https://www.financialflipside.com</link><image><url>https://substackcdn.com/image/fetch/$s_!3Wdy!,w_256,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd74ee6c8-c967-43dc-abab-8db174e29287_250x250.png</url><title>The Financial Flipside: Real Money Talk</title><link>https://www.financialflipside.com</link></image><generator>Substack</generator><lastBuildDate>Wed, 04 Nov 2026 09:44:21 GMT</lastBuildDate><atom:link href="https://www.financialflipside.com/feed" rel="self" type="application/rss+xml"/><copyright><![CDATA[Heyward Management Co LLC d/b/a SEMAJ MEDIA]]></copyright><language><![CDATA[en]]></language><webMaster><![CDATA[jdotheyward@substack.com]]></webMaster><itunes:owner><itunes:email><![CDATA[jdotheyward@substack.com]]></itunes:email><itunes:name><![CDATA[James E. Heyward CPA]]></itunes:name></itunes:owner><itunes:author><![CDATA[James E. Heyward CPA]]></itunes:author><googleplay:owner><![CDATA[jdotheyward@substack.com]]></googleplay:owner><googleplay:email><![CDATA[jdotheyward@substack.com]]></googleplay:email><googleplay:author><![CDATA[James E. Heyward CPA]]></googleplay:author><itunes:block><![CDATA[Yes]]></itunes:block><item><title><![CDATA[We Pay for a Fresh Cut. We Won't Pay for a Financial Plan.]]></title><description><![CDATA[Knowledge-based advisory services are a tough sell in the Black community, and the reason isn&#8217;t just about trust.]]></description><link>https://www.financialflipside.com/p/we-pay-for-a-fresh-cut-we-wont-pay</link><guid isPermaLink="false">https://www.financialflipside.com/p/we-pay-for-a-fresh-cut-we-wont-pay</guid><dc:creator><![CDATA[James E. Heyward CPA]]></dc:creator><pubDate>Wed, 23 Sep 2026 16:40:28 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!VnC7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!VnC7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!VnC7!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 424w, https://substackcdn.com/image/fetch/$s_!VnC7!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 848w, https://substackcdn.com/image/fetch/$s_!VnC7!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!VnC7!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!VnC7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg" width="1456" height="1087" 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srcset="https://substackcdn.com/image/fetch/$s_!VnC7!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 424w, https://substackcdn.com/image/fetch/$s_!VnC7!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 848w, https://substackcdn.com/image/fetch/$s_!VnC7!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!VnC7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fe8ffa1ae-5e88-4e73-a0a3-f93a0cfce0eb_2400x1792.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>On a Saturday morning, the barbershop is packed. You never wonder if the haircut is worth it. You sit, talk with your barber, check the mirror, and leave looking and feeling better than when you arrived.</p><p>Later that week, a tax professional finishes your return and you owe money. They suggest tax planning to help manage your taxes and avoid surprises. When you see the fee, you wonder, &#8220;What do I get for that?&#8221; and decide against it. The next year, you end up owing even more.</p><p>This isn&#8217;t a personal failing. It&#8217;s a difference in how we value things, and it&#8217;s been around for generations.</p><h2>We&#8217;re willing to pay for things we can see.</h2><p>Think about the places where we spend money without a second thought: the barbershop, the beauty salon, getting makeup done before a wedding, a good meal, or a new outfit. Even with a mortician, as difficult as it is, you can see the care in the work, the casket, and the service for your loved one. In each case, the value is right in front of you, clear, real, and finished.</p><p>Retail is similar: you get to hold something before you buy it. At a restaurant, you taste your food before you pay. Economists call these search goods and experience goods because you can judge their quality before or right after buying them. You don&#8217;t need much convincing; you can see the value for yourself.</p><h2>All value can&#8217;t be seen.</h2><p>A CPA, an attorney, or a financial planner falls into a different category. Economists call these <a href="https://www.tutor2u.net/economics/topics/credence-goods"><span data-color="#0000ff" style="color: rgb(0, 0, 255);">credence goods</span></a>, a term from Michael Darby and Edi Karni in 1973. The key point is that you can&#8217;t judge the quality of what you bought, even after you&#8217;ve paid. You don&#8217;t know if your tax return was truly optimized or just filed. You can&#8217;t be sure if a will really protects you. And you can&#8217;t know if an advisor&#8217;s advice will work, because you can&#8217;t see the future.</p><p>Auto repair is a classic example of a credence good, just like medical care, financial advice, or consulting. This isn&#8217;t only a problem for Black consumers; it&#8217;s built into how these services work for everyone. What&#8217;s unique for us is that the gap in who buys these services is wider.</p><h2>The numbers behind the gap</h2><p>The gap shows up in the numbers. Only<span data-color="#0000ff" style="color: rgb(0, 0, 255);"> </span><a href="https://www.aarp.org/money/retirement/black-savers-access-to-financial-advice/"><span data-color="#0000ff" style="color: rgb(0, 0, 255);">36% of Black Americans have a financial advisor</span><span>,</span></a> compared to 47% of white Americans with similar incomes. The difference isn&#8217;t about affordability; it&#8217;s about who believes the unseen value is worth paying for.</p><p>You can also see this in the types of businesses we start. About <a href="https://jbhe.com/2024/02/pew-research-center-provides-insight-into-share-of-black-owned-businesses-in-the-united-states/"><span data-color="#0000ff" style="color: rgb(0, 0, 255);">28% of Black-owned businesses</span></a> are in health care and social assistance. Professional, scientific, and technical services, which include CPAs, attorneys, and consultants, make up just 14%. Overall, Black-owned firms account for 3% of all U.S. businesses but only 1% of total revenue, according to the Pew Research Center.</p><p>We tend to build businesses where the value is clear and immediate. We&#8217;re less present in fields where the value isn&#8217;t obvious, both as providers and as customers. That&#8217;s especially ironic since we live in a knowledge-based economy.</p><h2>What I learned from experience</h2><p>I started my firm as a solo practice in 2008, working full-time and building my business on the side. Now, eighteen years later, we have a team of eight, but we still face the challenges of credence bias.</p><p>Last year, one client questioned what they were getting for the fee they agreed to, and another said they had to switch to a white firm after giving us a chance. Ironically, we had actually delivered more value than promised because we wanted to help.</p><p>At first, I saw these clients&#8217; reactions as disrespectful. Now, I realize it&#8217;s just part of offering credence goods. If people can&#8217;t see the value of eighteen years of experience, every CPA seems the same. Changing firms doesn&#8217;t feel like a loss, because the value isn&#8217;t visible.</p><p>After that, we became more selective and stopped offering extra services just to keep uncertain clients. We accepted that we&#8217;re the experts, and if a client treats our expertise as replaceable, they aren&#8217;t the right fit. Not all money is worth taking.</p><h2>What can make a difference?</h2><p>The answer isn&#8217;t to just say, &#8220;trust us more.&#8221; That doesn&#8217;t change anyone&#8217;s mind. The real solution is to make the invisible visible. Show clients exactly how much money a strategy saved them, not just the bill for the work. Put a number on the risks they avoided. A good advisor should be able to demonstrate value, just like a barber shows you your haircut in the mirror.</p><p>For buyers, it means treating a CPA or attorney like any expert whose work you can&#8217;t check yourself. Ask about their track record, ask what changed because of their help, and then trust their answer the same way you trust a surgeon you can&#8217;t watch work.</p><p>We&#8217;ll always show up for a haircut. Now, the challenge is to build the same habit for advice you can&#8217;t see right away, only years later, when you find out if the plan worked.</p>]]></content:encoded></item><item><title><![CDATA[Who's The Boss?]]></title><description><![CDATA[If you have to ask, it might not be you!]]></description><link>https://www.financialflipside.com/p/whos-the-boss</link><guid isPermaLink="false">https://www.financialflipside.com/p/whos-the-boss</guid><dc:creator><![CDATA[James E. Heyward CPA]]></dc:creator><pubDate>Mon, 15 Jun 2026 00:37:09 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!uMRW!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!uMRW!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!uMRW!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 424w, https://substackcdn.com/image/fetch/$s_!uMRW!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 848w, https://substackcdn.com/image/fetch/$s_!uMRW!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!uMRW!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!uMRW!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg" width="1024" height="1024" 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srcset="https://substackcdn.com/image/fetch/$s_!uMRW!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 424w, https://substackcdn.com/image/fetch/$s_!uMRW!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 848w, https://substackcdn.com/image/fetch/$s_!uMRW!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!uMRW!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fcce3079e-80ca-4608-a033-181e16774ee7_1024x1024.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p></p><p>There is a restaurant owner I know who starts every day with the same question: Is he going to show up today?</p><p>Not &#8220;is the food going to be good today?&#8221; Not &#8220;are we going to hit our numbers today?&#8221; The first thought of the morning is whether one employee is going to show up &#8212; and if he does, what kind of mood he&#8217;s going to be in when he gets there.</p><p>That is not a staffing problem. That is a hostage situation.</p><p><strong>How It Gets to This Point</strong></p><p>It did not start this way. It never does.</p><p>You hire someone you trust. They show up, they learn the operation, they become reliable. You give them more responsibility because they&#8217;ve earned it. And somewhere in that process, the balance shifts &#8212; not all at once, but gradually &#8212; until you look up one day and realize you cannot function without them.</p><p>Not because they are exceptional. Because you never built the system that would let you operate without any single person.</p><p>In this case, the owner is driving this employee to work. Every day. Because without him, only one person remains on staff to run the floor. So the owner picks him up, absorbs whatever attitude comes with him that morning, and spends the rest of the day managing around him &#8212; his moods, his inconsistency, his effect on everyone else in the building.</p><blockquote><p><em>The employee is not running the register. But he is running the owner.</em></p></blockquote><p><strong>The Cancer Nobody Talks About</strong></p><p>There is a concept in small business called key person dependency &#8212; the idea that your operation is overly reliant on a single individual. Most people think about it in terms of talent: what happens if your best employee leaves?</p><p>But dependency does not only live in your best people. It lives in your most entrenched ones, too.</p><p>When someone becomes impossible to remove &#8212; not because of what they contribute, but because of the gap their absence would create &#8212; that is a different kind of problem. And when that person knows it, consciously or not, the dynamic in the building shifts. Their attitude reflects it. Their effort reflects it. And everyone else on staff feels it.</p><p>A bad attitude in a small operation is not just one person&#8217;s problem. It spreads. It sets the tone. It tells every other employee what is tolerated &#8212; and what is not.</p><p><strong>What the E-Myth Actually Means</strong></p><p>Michael Gerber&#8217;s E-Myth makes a simple argument: most small business owners build a job for themselves, not a business. They become the center of everything &#8212; the one who knows how it all works &#8212; and then wonder why they can never step away.</p><p>The same principle applies to the people you hire. When an employee steps into your operation without a clear process to follow, they fill the vacuum with their own way of doing things. Over time, their way becomes the way. And now you have a business that runs on a person instead of a system.</p><p>The fix is not firing people. The fix is building before you hire &#8212; so that anyone who walks through the door steps into your process, not creates their own.</p><p><strong>The Real Cost Nobody Calculates</strong></p><p>In this situation, the owner is not just losing money on a bad employee. He is losing something harder to quantify &#8212; mental energy, decision-making capacity, the headspace that should be going toward growing the business.</p><p>Every morning, he wonders if the employee is coming in; he is spending cognitive resources that a business owner cannot afford to waste. Every time he adjusts the schedule, the workflow, or his own day around one person&#8217;s unpredictability, the business pays a tax that never shows up on a profit-and-loss statement.</p><p>Bad employees are expensive. Trapped owners are more expensive.</p><p><strong>The Way Out</strong></p><p>The owner knows what needs to happen. He just cannot do it yet &#8212; because the gap it would leave is too big to absorb right now. So the immediate work is not firing. It is building. Recruit before you remove. Document the process so the knowledge lives in the system, not the person. Create a position that the next hire steps into &#8212; not a void they have to figure out on their own.</p><p>And while that is happening, stop driving him to work.</p><p>Small things matter. Every accommodation you make to keep a bad situation stable is energy you are not spending on making it better.</p><p><strong>The Flipside</strong></p><p>Strong businesses are modular. People come in, grow, move around, and sometimes leave &#8212; without the whole thing falling apart. That only happens when the process is documented, the roles are clear, and no single person &#8212; good or bad &#8212; is holding the operation hostage.</p><p>Build the system first. Then hire the people to run it.</p><p>If someone in your operation walked out today, would the business survive the week?</p><p><em>If this hit close to home, share it with a business owner who needs to hear it. And if you are not subscribed yet, this is what every issue looks like. financialflipside.com</em></p>]]></content:encoded></item><item><title><![CDATA[We Spend $2 Trillion. What If 1% Went Back In?]]></title><description><![CDATA[$2 trillion is already moving. The question is where it lands.]]></description><link>https://www.financialflipside.com/p/we-spend-2-trillion-what-if-1-went</link><guid isPermaLink="false">https://www.financialflipside.com/p/we-spend-2-trillion-what-if-1-went</guid><dc:creator><![CDATA[James E. Heyward CPA]]></dc:creator><pubDate>Mon, 01 Jun 2026 00:37:31 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!3mvF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!3mvF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!3mvF!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 424w, https://substackcdn.com/image/fetch/$s_!3mvF!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 848w, https://substackcdn.com/image/fetch/$s_!3mvF!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!3mvF!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!3mvF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:208237,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://www.financialflipside.com/i/200052474?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!3mvF!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 424w, https://substackcdn.com/image/fetch/$s_!3mvF!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 848w, https://substackcdn.com/image/fetch/$s_!3mvF!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!3mvF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F33eb8749-4b2a-4221-8eb1-bc1b84ac6825_1600x1067.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: justify;">The conversation about supporting Black businesses comes up every year. But we keep stopping at the same place.</p><p style="text-align: justify;"><strong>The Number That Started the Conversation</strong></p><p style="text-align: justify;">During the Target fast of 2025, Pastor Jamal Bryant of a church in Atlanta estimated that spending among the Black community is $2 trillion per year &#8212; a sum that equals the GDP of some countries. </p><p style="text-align: justify;">During this time, the call was to &#8220;support&#8221; Black-owned businesses, which is fine. Yet another way we need to support Black businesses is one that is rarely discussed.</p><p style="text-align: justify;"><strong>What I&#8217;ve Seen From the Inside</strong></p><p style="text-align: justify;">As a DJ, I became an entrepreneur in 1992, while still in college, and became a licensed CPA in 2008. Since childhood, I shadowed my father, an accountant-entrepreneur, and recognized a common thread among Black businesses: undercapitalization.</p><p style="text-align: justify;">Undercapitalization occurs when a business has enough money to get started, but not enough cushion to withstand the natural turbulence of business cycles &#8212; often leading to cash flow challenges that many of the community&#8217;s earliest businesses face.</p><p style="text-align: justify;">These are the primary challenges of the businesses that &#8220;fail in the first five years.&#8221; Common knowledge holds that these businesses fail because the idea wasn&#8217;t good or for other reasons, but in many cases, cash flow problems are the culprit.</p><p style="text-align: justify;"><strong>The Math Is Simple</strong></p><p style="text-align: justify;">What if we annually redeployed one-tenth of 1% (.001) of $2 trillion dollars or 2 billion dollars of the community&#8217;s estimated spending to business investment?</p><p style="text-align: justify;">Resources we already spend could help reduce (not eliminate) business failures in the first five years, allowing them to survive and thrive. These thriving enterprises can increase hiring from the community and reduce the percentage &#8212; currently 96% &#8212; of Black businesses with no employees.</p><p style="text-align: justify;">The deployment would assist the 50% of Black businesses that provide services, offering greater growth potential for those looking beyond tech and real estate. This capital would allow the development of factories, distribution companies, and medium to large-scale retailers.</p><p style="text-align: justify;">These funds could help prop up our businesses so they can contribute to the broader economy and bring profits back to the community, rather than constantly sending funds out. Black unemployment rates can be affected, even reduced by a couple of percentage points. Increased profits can help create more livable wages and environments for Black employees who are culturally aligned.</p><p style="text-align: justify;"><strong>Where to Start</strong></p><p style="text-align: justify;">While I wholeheartedly believe in this concept, this is an aspirational outlook that will require a massive effort to implement. There are mental barriers to achieving this goal because people haven&#8217;t thought about money or investment in these terms.</p><p style="text-align: justify;">Like any social change, starting and staying consistent are the movement&#8217;s engine. A good way to start the conversation is to ask a business owner whether they are taking on investors &#8212; or, if you&#8217;re not comfortable with investing, simply ask how you could help them grow.</p><p style="text-align: justify;">The $2 trillion is already moving. The question is where it lands.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://www.financialflipside.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption"><em>If this hit home, share it with someone building something. And if you&#8217;re not subscribed yet, this is what every issue looks like.</em></p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><div><hr></div><p><em>I</em></p>]]></content:encoded></item><item><title><![CDATA[Why Am I Afraid to Look at My Finances? (And What to Do About It)]]></title><description><![CDATA[Americans have some of the most complicated relationships with money on the planet.]]></description><link>https://www.financialflipside.com/p/why-am-i-afraid-to-look-at-my-finances</link><guid isPermaLink="false">https://www.financialflipside.com/p/why-am-i-afraid-to-look-at-my-finances</guid><dc:creator><![CDATA[James E. Heyward CPA]]></dc:creator><pubDate>Sat, 31 Jan 2026 18:56:00 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!zawE!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!zawE!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!zawE!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 424w, https://substackcdn.com/image/fetch/$s_!zawE!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 848w, https://substackcdn.com/image/fetch/$s_!zawE!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!zawE!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!zawE!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg" width="400" height="600" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:600,&quot;width&quot;:400,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:23869,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://jdotheyward.substack.com/i/196685702?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!zawE!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 424w, https://substackcdn.com/image/fetch/$s_!zawE!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 848w, https://substackcdn.com/image/fetch/$s_!zawE!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!zawE!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F965976fc-be4e-436a-8657-6d9607fbf5c6_400x600.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>Americans have some of the most complicated relationships with money on the planet. Not because we have less of it &#8212; but because we&#8217;ve attached so much meaning to it.</p><p>In this country, money isn&#8217;t just a resource. It&#8217;s a report card. It tells you whether you worked hard enough, whether God favors you, whether you&#8217;re winning or losing at life. That idea didn&#8217;t come from nowhere &#8212; it traces back to what sociologist Max Weber called the Protestant work ethic: the belief that financial success signals moral virtue, and financial struggle signals the opposite.</p><p>The flipside of that belief? If you&#8217;re not &#8220;self-made,&#8221; you&#8217;re either lazy, unlucky, or lacking something fundamental. That&#8217;s a brutal framework to carry around &#8212; and most of us are carrying it, whether we know it or not.</p><p><strong>The Fear Is Real &#8212; and It&#8217;s Everywhere</strong></p><p>The Chapman University Survey of American Fears has consistently ranked &#8220;not having enough money for the future&#8221; among the top fears Americans report year after year. Not spiders. Not public speaking. Money.</p><p>We&#8217;re not afraid of money itself. We&#8217;re afraid of what it means if we don&#8217;t have enough &#8212; that we failed, that we&#8217;re falling behind, that we&#8217;re headed somewhere we can&#8217;t come back from.</p><p>Most people think of themselves as middle class: not rich, not poor, just trying to stay on the right side of an invisible line. That constant effort to hold position &#8212; to not slide backward &#8212; is exhausting. And it creates a quiet, grinding anxiety that most people never name out loud. Every unexpected expense feels like a threat. Every financial decision carries weight it shouldn&#8217;t have to carry. And over time, that pressure makes it easier to just&#8230; not look. </p><p>Do not open the statement. Not check the balance. Not to do the math.</p><p>Because as long as you don&#8217;t look, you don&#8217;t have to know for sure.</p><p><strong>Avoidance Is the Enemy</strong></p><p>Here&#8217;s what I&#8217;ve seen in 17 years of sitting across from business owners and individuals: the fear doesn&#8217;t come from knowing your numbers. It comes from <em>not</em> knowing them.</p><p>Think about the last time you avoided opening a bill or put off looking at your account after a rough month. It wasn&#8217;t because you knew it was bad. It was because you weren&#8217;t sure &#8212; and your brain decided that not knowing was safer than finding out. So the anxiety just sat there, unnamed and unresolved, taking up space and quietly influencing every financial decision you made.</p><p>The uncertainty is what feeds the fear. When you don&#8217;t know exactly where you stand, your brain fills in the blanks &#8212; and it almost always fills them in with the worst possible version of the story.</p><p>The antidote isn&#8217;t a budgeting app or a new savings account. It&#8217;s a confrontation &#8212; a direct, honest look at what&#8217;s actually there.</p><p><strong>Start Here</strong></p><p>This doesn&#8217;t have to be complicated. Five steps:</p><ol><li><p>Write down what actually hits your account &#8212; not your salary, the actual deposit.</p></li><li><p>List your necessities: housing, utilities, transportation, food, communication, clothing.</p></li><li><p>Subtract your necessities from your deposits.</p></li><li><p>If there&#8217;s a surplus &#8212; that&#8217;s your working number for savings, extras, and building.</p></li><li><p>If there&#8217;s a deficit &#8212; that&#8217;s your starting point. Not a verdict. A starting point. It means you now know something you didn&#8217;t know before, and knowing is always better than guessing. You can&#8217;t fix what you won&#8217;t face &#8212; but you absolutely can fix what you can see.</p></li></ol><p>That&#8217;s it. Do that exercise once, then do it again next month. The fear doesn&#8217;t disappear overnight &#8212; but it starts to lose its grip when you stop letting it live in the dark.</p><p><strong>The system wasn&#8217;t built to make this easy for you. That&#8217;s exactly why we&#8217;re here.</strong></p><div><hr></div><p><em>The Financial Flipside publishes every two weeks. If someone forwarded this to you &#8212; </em></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.financialflipside.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe now&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.financialflipside.com/subscribe?"><span>Subscribe now</span></a></p><p style="text-align: center;"></p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!Tuil!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F353a2c80-9b50-4aa4-a403-3b9ea0972122_400x600.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" 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src="https://substackcdn.com/image/fetch/$s_!Tuil!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F353a2c80-9b50-4aa4-a403-3b9ea0972122_400x600.jpeg" width="400" height="600" 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srcset="https://substackcdn.com/image/fetch/$s_!Tuil!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F353a2c80-9b50-4aa4-a403-3b9ea0972122_400x600.jpeg 424w, https://substackcdn.com/image/fetch/$s_!Tuil!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F353a2c80-9b50-4aa4-a403-3b9ea0972122_400x600.jpeg 848w, https://substackcdn.com/image/fetch/$s_!Tuil!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F353a2c80-9b50-4aa4-a403-3b9ea0972122_400x600.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!Tuil!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F353a2c80-9b50-4aa4-a403-3b9ea0972122_400x600.jpeg 1456w" sizes="auto, 100vw" loading="lazy"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em> To get the next issue directly.</em></p>]]></content:encoded></item><item><title><![CDATA[ Why Black Businesses Have to Be Three Times as Good--For Their Own People]]></title><description><![CDATA[The internalized skepticism that shrinks an already small market-and what it will take to change.]]></description><link>https://www.financialflipside.com/p/why-black-businesses-have-to-be-three</link><guid isPermaLink="false">https://www.financialflipside.com/p/why-black-businesses-have-to-be-three</guid><dc:creator><![CDATA[James E. Heyward CPA]]></dc:creator><pubDate>Sun, 18 Jan 2026 02:44:24 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!yJrF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p></p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!yJrF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!yJrF!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 424w, https://substackcdn.com/image/fetch/$s_!yJrF!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 848w, https://substackcdn.com/image/fetch/$s_!yJrF!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!yJrF!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!yJrF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg" width="459" height="459" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/bdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:459,&quot;width&quot;:459,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:38567,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://jdotheyward.substack.com/i/184921909?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!yJrF!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 424w, https://substackcdn.com/image/fetch/$s_!yJrF!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 848w, https://substackcdn.com/image/fetch/$s_!yJrF!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!yJrF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fbdc392b4-574e-4477-ae01-7dc29cd35cb6_459x459.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>After 30 years of building businesses and 15 years running a CPA firm, I can tell you that one of the hardest obstacles that I have faced is US!</p><p>I love black people! We are creative, smart, resilient, and innovative. But we have a hard time dealing with each other when it comes to money and business.</p><p>Black folks have historically been underserved and underrepresented in the US capitalist system, but we have managed to excel through education, hard work, and perseverance.</p><p>Unfortunately, the term &#8220;Black Business&#8221; is loaded with silent adjectives&#8212;unprofessional, unreliable, inferior&#8212;that sometimes create apprehension, mostly from our own people. This skepticism shrinks an already limited market. To be successful, Black businesses have to cater to everybody because we&#8217;re only 12% of the population, and that small market gets even smaller when our own people doubt us without ever becoming patrons.</p><p>There is an overwhelming lack of trust in one another when it comes to getting things done, along with disrespect for each other&#8217;s experience. Some of us are obsessed with our titles and the appearance of being &#8220;professional&#8221; without striving to be elite. These same &#8220;professionals&#8221; are afraid to look ignorant and feel like they need to challenge someone who is a Black expert.</p><p>Most of all, we extoll the need to be twice as good to make it, but don&#8217;t acknowledge that we force our own people to be twice, maybe thrice as good to serve us.</p><p>We have a sickness, passed down from slavery and Jim Crow, where we expect inferiority from our own people. In the 26th year of the 21st century, some of us still follow the adage that &#8220;white is right&#8221; and are willing to pay them more than our own people.</p><p>I ask: Why are we in this state, and how can this change?</p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.financialflipside.com/p/why-black-businesses-have-to-be-three?utm_source=substack&utm_medium=email&utm_content=share&action=share&quot;,&quot;text&quot;:&quot;Share&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.financialflipside.com/p/why-black-businesses-have-to-be-three?utm_source=substack&utm_medium=email&utm_content=share&action=share"><span>Share</span></a></p><p class="button-wrapper" data-attrs="{&quot;url&quot;:&quot;https://www.financialflipside.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe now&quot;,&quot;action&quot;:null,&quot;class&quot;:null}" data-component-name="ButtonCreateButton"><a class="button primary" href="https://www.financialflipside.com/subscribe?"><span>Subscribe now</span></a></p><p></p>]]></content:encoded></item></channel></rss>