A funny look at relationships, marriage, divorce, love, sex, life, dating advice, and the weird thoughts that pop into Dave's head when he is sleep deprived. Guaranteed to make you laugh, cry, think, or groan. Life is too important to be taken seriously

Building a Better Dave
Claim This Podcastby Dave Jackson
Podcast Authority
Beta
Podcast Overview
A funny look at relationships, marriage, divorce, love, sex, life, dating advice, and the weird thoughts that pop into Dave's head when he is sleep deprived. Guaranteed to make you laugh, cry, think, or groan. Life is too important to be taken seriously
Language
🇺🇲
Publishing Since
10/1/2006
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Recent Episodes

May 28, 2026
I'm Not 23: My Persuit of Brandywine Falls
<p data-pm-slice="1 1 []">This month has been a wild ride—I've spent a ton of money and even more energy waterproofing my basement, only to find out the pipes were completely clogged and needed major repairs. My childhood hangout is now a construction zone, and the work isn't over yet. But it's not all about the basement—this week I set out for what I thought would be a relaxing bike ride, only to end up carrying my bike up and down muddy stairs in pursuit of the elusive Brandywine Falls. Along the way, I found myself hot, sweaty, and covered in dust, whether I was cleaning at home or out on the trail. It got me thinking about attitude—how sometimes the work and the fun leave you feeling the same physically, but it's how you look at it that makes the difference. So join me as I share what I've learned about perseverance, getting older, and keeping your eye on the prize. Let's get better together, one adventure at a time!</p> <p data-pm-slice="1 1 []">Enjoy the show? <a title= "Buy Me a Coffee" href="https://www.buymeacoffee.com/davejackson" target="_blank" rel="noopener"><strong>Buy Me a Coffee</strong></a></p>

May 1, 2026
And Then Life Pulled Me Back In
<p data-pm-slice="1 1 []">On this episode of Building a Better Dave, I open up about a lifelong battle with debt, from childhood lessons learned at the family kitchen table to the hard realities of bankruptcy, divorce, and the ever-looming burden of credit cards. I share how persistent financial setbacks reshaped his perspective on money, hard work, and resilience. Just when he thought he had finally conquered debt, an unexpected basement flood pulled him back in, reminding him that life's challenges are never really finished. Join me as I explore what it means to keep pushing forward when setbacks strike, the value of perseverance, and how sometimes tearing things down is the first step to building something even better.</p> <p data-pm-slice="1 1 []">Like the show? Wan to give some value back? <a title="Buy Dave a Coffee and Support the Show" href= "https://www.buymeacoffee.com/davejackson" target="_blank" rel= "noopener">Buy Dave a Coffee</a> (or 10).</p> <div id="content_item_editor_e3b2146d-c5fb-4b88-bf44-da781ba47629" class="editor editor-sm" spellcheck="true"> <div class="tiptap ProseMirror" tabindex="0" contenteditable="true" translate="no"> <h2>Sequence of Topics Covered</h2> <h3>1. Introduction & Theme of Debt</h3> <ul> <li> <p>Dave Jackson introduces debt as the main topic and his lifelong struggle with it <span class="timestamp-link" contenteditable= "false" data-timestamp-seconds="0">00:00</span>.</p> </li> <li> <p>Show info and contact details are provided <span class= "timestamp-link" contenteditable="false" data-timestamp-seconds= "8">00:08</span>.</p> </li> </ul> <h3>2. Early Lessons in Money and Debt</h3> <ul> <li> <p>Memories of his dad doing taxes and the tension around finances <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="36">00:36</span>.</p> </li> <li> <p>The influence of the Lannister motto, "A Lannister always pays his debts," on his upbringing <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "82">01:22</span>.</p> </li> <li> <p>Story of borrowing $300 from his grandfather to buy a car and the process of paying him back <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "88">01:28</span>.</p> </li> <li> <p>Learning there are no "free lunches" and needing to earn money for things he wanted, such as music albums <span class= "timestamp-link" contenteditable="false" data-timestamp-seconds= "107">01:47</span>.</p> </li> </ul> <h3>3. Family Finances & Value of Money</h3> <ul> <li> <p>Family's economic background (not rich, not poor, but frugal) <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="144">02:24</span>.</p> </li> <li> <p>Use of coupons, hand-me-downs, and lessons in financial responsibility from his mother <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "153">02:33</span>.</p> </li> </ul> <h3>4. Adult Experiences with Debt</h3> <ul> <li> <p>First marriage: fertility challenges lead to substantial credit card debt for treatments <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "161">02:41</span>.</p> </li> <li> <p>Living paycheck to paycheck and discussing bankruptcy, which conflicted with his "pay your debts" values <span class= "timestamp-link" contenteditable="false" data-timestamp-seconds= "210">03:30</span>.</p> </li> <li> <p>After 9/11, wife's hours were cut, leading them to file for bankruptcy reluctantly <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "220">03:40</span>.</p> </li> </ul> <h3>5. Struggles with Debt in Later Life</h3> <ul> <li> <p>Marriage to a partner with poor credit and inheriting someone else's credit card debt after divorce <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "257">04:17</span>.</p> </li> <li> <p>Failed attempts at debt consolidation and the difficulty of accessing better loan rates <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "309">05:09</span>.</p> </li> <li> <p>Gradual process of securing slightly better loans and working towards being debt-free <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "325">05:25</span>.</p> </li> </ul> <h3>6. The Turning Point: Selling the School of Podcasting</h3> <ul> <li> <p>Conversation with his boss about potential for the School of Podcasting <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="342">05:42</span>.</p> </li> <li> <p>Decision to sell the business for enough money to pay off debt, while maintaining a professional relationship <span class= "timestamp-link" contenteditable="false" data-timestamp-seconds= "383">06:23</span>.</p> </li> <li> <p>Finishing 2025 debt-free and entering the new year with a clean slate <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="427">07:07</span>.</p> </li> <li> <p>Enjoying financial freedom and considering future opportunities and contributions to family <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "458">07:38</span>.</p> </li> </ul> <h3>7. Setbacks: Home Flooding and New Debt</h3> <ul> <li> <p>Feeling of finally catching up to peers in life after years of feeling behind <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="483">08:03</span>.</p> </li> <li> <p>Discovery of water damage and mold in the basement after heavy rain <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="558">09:18</span>.</p> </li> <li> <p>Realization of the high cost involved in repairs and choosing to finance the repairs rather than deplete savings <span class= "timestamp-link" contenteditable="false" data-timestamp-seconds= "630">10:30</span>.</p> </li> <li> <p>Resuming strategies from earlier years to manage debt and expenses <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="665">11:05</span>.</p> </li> </ul> <h3>8. Mindset and Coping Strategies</h3> <ul> <li> <p>Acceptance of debt as a temporary setback and readiness to cut corners and reduce expenses (e.g., fewer streaming services, no fast food) <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="708">11:48</span>.</p> </li> <li> <p>Reflecting on the possibility of being in debt into old age and the impact on personal plans <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "742">12:22</span>.</p> </li> </ul> <h3>9. Tackling Change and Optimism</h3> <ul> <li> <p>Clearing out the workshop and preparing for basement renovations <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="771">12:51</span>.</p> </li> <li> <p>Parallel between demolishing basement parts and the demolition of his childhood schools <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "811">13:31</span>.</p> </li> <li> <p>Considering new configurations for the basement, such as moving down his podcasting studio, and seeking hidden benefits <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="845">14:05</span>.</p> </li> <li> <p>Drawing inspiration from his grandmother's longevity supported by daily movement <span class="timestamp-link" contenteditable= "false" data-timestamp-seconds="858">14:18</span>.</p> </li> </ul> <h3>10. It is What It is</h3> <ul> <li> <p>Paying for repairs and looking forward with optimism, knowing things will improve <span class="timestamp-link" contenteditable= "false" data-timestamp-seconds="886">14:46</span>.</p> </li> <li> <p>Mention of listener support through "buy me a coffee" on the website to help with expenses <span class="timestamp-link" contenteditable="false" data-timestamp-seconds= "898">14:58</span>.</p> </li> <li> <p>Closing wishes for the audience and a tease for the next episode <span class="timestamp-link" contenteditable="false" data-timestamp-seconds="919">15:19</span>.</p> </li> </ul> </div> </div>

December 12, 2025
Brilliant Journalism
<p>In this episode, I look into the hilariously pointless world of sports interviews. Ever sit through those sideline or post-game questions and wonder why we bother? Trust me, I do too! Whether it's ex-players like Doug Deacon giving us obvious advice ("If you want to win, you've got to score points") or reporters asking quarterbacks how it feels to win in overtime, it all feels a bit silly to me.</p> <p>I share stories about being a long-suffering Cleveland Browns fan, what it's like watching my great nephew get concussion after concussion playing football, and how that's changed the way families look at the sport. I also talk about the NFL trying their best to save their audience by appealing to kids and women, like dumping slime on players or having female sideline reporters—but still mostly asking the same old questions.</p> <p>Bottom line: If you want to save some time (and a few brain cells), you can skip the sports interviews and just watch the game. I'm all about talented athletes and the thrill of victory (even if we Cleveland fans rarely get to celebrate), but you won't catch me sticking around for another round of "how does it feel?"</p> <p>Hope you're enjoying your holiday season as you listen. Until next time—it's gonna get better!</p> <p>Enjoy the episode? Consider <a href= "https://www.buymeacoffee.com/davejackson"><strong>buying me a coffee</strong></a></p> <p>Please note I'm not saying the women reporters are stupd. I'm saying the quesitons they ask (probably created by a guy) are stupid. They are just doing their job.</p>
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