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by Dave Jackson
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- 2 weeks ago15 min
And Then Life Pulled Me Back In
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. Like the show? Wan to give some value back? Buy Dave a Coffee (or 10). Sequence of Topics Covered 1. Introduction & Theme of Debt Dave Jackson introduces debt as the main topic and his lifelong struggle with it 00:00. Show info and contact details are provided 00:08. 2. Early Lessons in Money and Debt Memories of his dad doing taxes and the tension around finances 00:36. The influence of the Lannister motto, "A Lannister always pays his debts," on his upbringing 01:22. Story of borrowing $300 from his grandfather to buy a car and the process of paying him back 01:28. Learning there are no "free lunches" and needing to earn money for things he wanted, such as music albums 01:47. 3. Family Finances & Value of Money Family's economic background (not rich, not poor, but frugal) 02:24. Use of coupons, hand-me-downs, and lessons in financial responsibility from his mother 02:33. 4. Adult Experiences with Debt First marriage: fertility challenges lead to substantial credit card debt for treatments 02:41. Living paycheck to paycheck and discussing bankruptcy, which conflicted with his "pay your debts" values 03:30. After 9/11, wife's hours were cut, leading them to file for bankruptcy reluctantly 03:40. 5. Struggles with Debt in Later Life Marriage to a partner with poor credit and inheriting someone else's credit card debt after divorce 04:17. Failed attempts at debt consolidation and the difficulty of accessing better loan rates 05:09. Gradual process of securing slightly better loans and working towards being debt-free 05:25. 6. The Turning Point: Selling the School of Podcasting Conversation with his boss about potential for the School of Podcasting 05:42. Decision to sell the business for enough money to pay off debt, while maintaining a professional relationship 06:23. Finishing 2025 debt-free and entering the new year with a clean slate 07:07. Enjoying financial freedom and considering future opportuni
- Dec 12, 20259 min
Brilliant Journalism
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. 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. 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?" Hope you're enjoying your holiday season as you listen. Until next time—it's gonna get better! Enjoy the episode? Consider buying me a coffee 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.
- Oct 17, 202512 min
Waterboarding for Fruit
Hey, it's Dave—and on this episode of Building a Better Dave, I talk all about the weirdness that is Halloween in my neighborhood lately. As October rolls in, I've noticed a crazy escalation in skeleton yard decorations. What used to be simple six-foot skeletons have turned into these massive twelve-foot giants. I can't help but wonder if this is just the middle-aged version of keeping up with the Joneses. Halloween itself has always struck me as strange, especially when you factor in how expensive candy has gotten (seriously, $15 a bag now?!) and how we've all just accepted feeding our kids mountains of sugar as tradition. Confession: If I buy a bunch of candy, I'm probably just going to eat it myself, which is why I might skip handing it out altogether and let myself get "tricked" this year. This episode, I also reminisce about the good old days of Halloween pranks—TPing houses, knocking and running, and my brother's infamous police escort home after getting caught. My dad was definitely not amused. It feels like those harmless pranks just don't happen anymore—probably because today's doorbell cameras have killed the fun. Of course, I have to mention bobbing for apples, which, looking back, is basically waterboarding with fruit. Pump enough apple cider into a kid and you end up with what I like to call the "Runs" (and I list every synonym I can think of—because why not?). And what's up with every costume needing to be "slutty" these days? Slutty nurse, slutty librarian, even slutty Daffy Duck! Not sure when that trend started, but it seems to get more out there every year. I wrap up by admitting I bought a new Christmas tree—when all I intended was a little four-foot tree, I walked out with a seven-and-a-half foot beauty. Honestly, I think I'm trying to recapture one of my favorite childhood memories: coming in from the snow, curling up in front of the tree with a thick blanket and some hot chocolate from my mom. That feeling of safety just sticks with me, especially as the holidays get closer. Hope you enjoy my holiday ramblings, stories of waterboarding for fruit, and my skepticism about modern Halloween. Until next time, hang in there—it's going to get better. Highlights: Giant skeletons and the one-upmanship of Halloween decorations The economics—and temptations—of Halloween candy How doorbell cameras ruined classic Halloween pranks Bobbing for apples: my take on this bizarre tradition The rise of "slutty" costumes and my bewilderment Reflecting on the holidays and chasing those cozy, safe memories Did this episode make you laugh,cry, think, or groan? Consider buying Dave a coffee.
- Oct 9, 202513 min
Old Habits Die Hard
In this episode, I open up about a recent experience I had on Reddit where, despite my own advice, I ended up feeding the trolls. I share how I got pulled into a frustrating back-and-forth with someone who just wasn't open to any input, and how that made me reflect on my own "educator mindset"—the urge to resolve every conflict or misunderstanding online. I talk about the importance of setting boundaries not just with online trolls, but also when inviting podcast guests onto your show. Remember: if someone really wants to be on your show, they'll usually find time that works for you. On the personal side, I give an update about being busier than ever at my church due to a colleague's health issues. I discuss how this has affected my routine, my stress levels (thanks for the heads up, Oura Ring!), and the push I'm giving myself to prioritize health and movement—even if it means just getting out to walk at my local park. Plus, I share a little inspiration from watching the Ozzy Osbourne documentary "Coming Home," which has me thinking about aging, health, and making time for what really matters. --- Key Takeaways: - Don't let internet trolls drain your energy—learn to recognize when to disengage (even if you think that last message might "fix" things). - When it comes to podcasting, don't be afraid to set your own boundaries around scheduling guests. - Some people just aren't open to feedback, and that's okay—sometimes it's best to step back. - Make sure your social profiles link to your website to help connect with people you actually can help. - Growth comes from noticing your own patterns—and learning from your mistakes. - Keep prioritizing your health and well-being, even when life gets busy. - Inspiration can come from unexpected places—even a documentary about Ozzy Osbourne. --- Links Mentioned: Coming Home -Ozzy Osbourne documentary Connect with Me: betterdave.com Thanks for listening! If you enjoyed the episode, do consider buying me a coffee :)
- Sep 22, 202512 min
I'm Going to Need Some Proof Please...
So I had no idea I would get backlash about saying, "Hey I think Charlie Kirk might be on to something about this we shold all talk to each other.." thing going on. I got TONS of people tell me to dig deeper and I found a black, gay dude standing up for Charlie. Wait, I thought Charlie was a racist homophobe? Then I was told to quit cherry picking videos. Taylor Swift casting spells? Um, no.
- Sep 11, 202513 min
Where Did My Country Go?
I just don't recognize my country. I got to see someone shot in the neck and die today. Then people cheered because they didn't like his opinions. It just seems so weird. Meawhile the mainstram media fans the flames of the divided states of America, and nobody knows how to have a dialogue anymore. All we do is shoot each other, and the bad news is I don't know how to fix it, and I don't trust the people in power. So welcome to my rant as I scream into the void.
- Jul 19, 202514 min
14 Hours in a Car
So I'm driving to Chicago and back over a weekend. That's 14 hours in a car. While I'm not ancient, I'm not young. I'm not 23 anymore. Did I just write a check with my mind that my body can't cash? I'm trying to find some food in Chicago and took a wrong turn. Chicago, like every city in America, is a good place to get shot if you're on the wrong side of the city. How am I going find the balance of not doing things that I may not be able to do without stopping myself from enjoying life? Like the show? Buy me a coffee?
- Apr 10, 202516 min
But I Can Still Play Ping Pong
In this episode, Dave shares a candid account of his recent health updates, and it's a mix of challenges and victories. From starting the year with new exercise routines to discovering unexpected health issues, Dave opens up about how turning 60 has brought a wave of concern regarding blood sugar, blood pressure, and thyroid issues. With a dash of humor, he recounts the quirks of testing his blood sugar and the surprise diagnosis of diabetes. Yet, amidst the medical hurdles, Dave finds a silver lining—a triumphant return to the ping pong table despite the obstacles. Join us as Dave explores the balance between health management and enjoying life's simple pleasures. Whether it's doctor visits or winning ping pong matches, it's all about building a better Dave. Tune in for a story of resilience, self-discovery, and the occasional game-changing rally.
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About Building a Better Dave
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
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