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Underdog Ecom Podcast

Jack Oswald & David Lindahl

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🚀 Welcome to the Underdog Ecom Podcast—the raw, unfiltered podcast for ecommerce founders actually in the trenches. Tired of the same 9-figure guru success stories? We’re talking real highs, lows, and struggles of running an underdog ecommerce brand—from cash flow crunches to ad meltdowns and everything in between. 🔥 What You’ll Get: - Honest conversations about building a brand without venture capital. - What’s working (and what’s not) in DTC, Amazon, and wholesale. - The latest industry sh ...
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Multi Family Deal Lab Podcast dissects real estate investment deals of everyday people who are on their journey to building a business and realizing financial freedom by creating a Multi Family business. We’ll have a check list of items to cover how each investor got their deal, how and where they raised the money to fund that deal, what surprises happened during the due diligence process and how they handled them, the unexpected challenges they faced during pre closing and after closing, ho ...
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On 60 AmFm stations around the US, the show argues that anyone can be a successful entrepreneur when they forget creativity, risk, and passion! Join host Jim Beach, bestselling McGraw-Hill Author for his SBA award winning nationally syndicated radio show. Copy an idea, execute it better, start with less than $5,000 and reserve passion for family & religion.
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Simon Severino – Strategy Sprints™ Method and Author of Strategy Sprints: 12 Ways to Accelerate Growth for an Agile Business So probably my only skill is endurance, because 22 years ago, I decided that I am here to serve entrepreneurs and to help them solve sales problems, and I have never given up since that day. Simon Severino has created +2B in …
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Pat Alacqua – CEO of Blue Magnet Partners and Author of Obstacles to Opportunity: Transforming Business Challenges into Triumphs Growth is not scale. Don’t mistake the two. Scale is capacity, not chaos, and start building scale early, because you run out of hustle at some point. Pat Alacqua is a seasoned business growth strategist who has built his…
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Stefanie O’Connell – Personal finance expert, featured on The Today Show, ABC World News, Bloomberg, CNBC, and more My strategy is a time in the market is better than timing the market. In a time when traditional savings accounts are offering less incentives to younger generations, new research shows that Bitcoin (BTC) is emerging as a frontrunner …
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Ross Nelson – Founder of Smootheeze After about five months, we crossed six figures in revenue. And so it was a great milestone, and just validation that people continue to buy after that. Ross Nelson is the Founder of Smootheeze, I am passionate about transforming the way people prepare and enjoy smoothies. Our innovative silicone freezer trays ma…
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Federico Marchetti – Member of the Board of Trustees at Circular Bioeconomy Alliance The most important thing is take courage. Take risks, because if you don’t take risks, it would be impossible to be lucky. I was very lucky, but simply because I took so many risks, and most of the times it went well. Federico Marchetti took a few million dollar in…
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Q4 is make-or-break for most brands, but it’s not just about Black Friday. In this episode, Jack and David share how they’re approaching Q4 strategy, from high-level planning and product angles to managing cash flow and staying sane during the chaos. If you're an operator in the trenches, this one’s for you. 📢 Enjoyed the episode? Thanks for listen…
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Amen Rahh – Founder/CEO at Knowlej and Author of Revolutionary School Culture: The 6 Principles of Unlocking Your School’s Hidden Treasure I was graduating 100% of my students year over year for three years straight, and I have one student who was homeless and in foster care… he needed $400 to get from California to Alabama to pay for his ticket. H…
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Scott Schaffer – Founder of Upstop Media and Videographer of Coaster Force Constant content that people are interested and engaged with, I would say is the best way to put it… The more consistent you are, and the more YouTube recognizes that, the more YouTube pushes your content, and then the more viewers you get, the more subscribers you get, and …
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Kelvin Johnson – CEO of Brevity and Author of The Sales Trap Prevention Playbook In essence, a lot of people believe that practice makes perfect. We don’t believe that. At Brevity, we believe perfect practice makes perfect. Kelvin Johnson is a leader and sales expert who founded Brevity. He is CEO and can speak about many topics such as leadership …
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Scott Stirrett – Founder and CEO of Venture for Canada and Author of The Uncertainty Advantage: Launching Your Career in an Era of Rapid Change Self compassion is a really important part of navigating uncertainty… adaptability means not setting really rigid plans for yourself, but being guided by your values and your life mission. Scott Stirrett’s …
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Gary MacDermid – Founder of USA Private Equities and ProGrowth Solutions and Author of Set Your Own Goals-Or Someone Else Will: How to Overcome Self-Limiting Beliefs and Get Things Done You’re the sum of the five people that you spend the most time with, and sometimes you do have to remove yourself from negativity to position yourself for success. …
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Alice Lovejoy – Professor at University of Minnesota & Author of Author of Tales of Militant Chemistry: The Film Factory in a Century of War We know that our smartphones and computers can’t run without rare earths, without materials that have very violent histories behind them… what Tales of Militant Chemistry shows is that these present-day histor…
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Kevin Eikenberry – Chief Potential Officer of The Kevin Eikenberry Group Engagement is not something we do to people. It’s not ping pong tables, it’s not casual Fridays… Engagement is something that someone chooses. Our job as leaders is to create an environment where people want to engage. Kevin Eikenberry is a world-renowned leadership and remote…
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Katie Nelson – Founder/CEO of Sales UpRising Don’t put yourself so far ahead of ‘I need to be this persona of a CEO, or I need to be a persona of an executive, or a president, or whatever the case is.’ Just be who you are and go hawk your stuff. Go see who the right buyer is for you, figure that out first, and then the rest, you’ll have time, you c…
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Margaret Moore – Executive Coach and Co-Author of The Science of Leadership: Nine Ways to Expand Your Impact Conscious leadership is really about setting aside the mental and emotional human stuff… and actually, like in Taoism, it’s called the mountain – you see, you’re still, you’re calm, you’re clear, you move deliberately, you know where to go, …
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Jeremy H. Gottschalk – Founder & CEO of Market Place Risk and Author of “Bulletproof Your Marketplace: Strategies for Protecting Your Digital Platform“ What happens when you integrate these Gen AI tools like ChatGPT to help you communicate faster, or create profiles or message one another? Right then that’s not the user’s not generating that. The p…
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In this episode of the Underdog Ecom Podcast, Jack and David dive into how creativity can be a form of capital, especially when you're cash-strapped. From pre-funding tactics and supplier negotiation tips to smart cash conversion cycle hacks, this one's all about doing more with less and making your creativity work like cash. 📢 Enjoyed the episode?…
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Jacob Zachs – Founder and CEO of Fasten Rewards My wife was three months pregnant. I looked at her with our first child, and I said, ‘Hey, I think I want to start a company.’ And she said, ‘You’re crazier than I thought, but let’s go and let’s do it. Jacob Zachs brings a wealth of experience from the early-stage tech ecosystem. He played a pivotal …
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Dr. Philip A. Glotzbach – President Emeritus of Skidmore College and Author of Embrace Your Freedom: Winning Strategies to Succeed in College and in Life College is so much more than that. First of all, it is an opportunity to test drive your new adult self, and that means to think about what sort of adult you want to be, what values do you have, w…
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Lurein Perera – CEO of Givecard How do we take modern financial technology but put it in the sense of giving people money? And that’s really the ethos of GiveCard and what we’ve become today. Lurein Perera, CEO of Givecard, has spent the past six years building GiveCard, a mission-driven platform dedicated to empowering individuals through direct f…
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Today I sit down with Richard Saville-Smith, an independent scholar of madness, religion, and psychiatry. We discuss Richard’s book Acute Religious Experiences (2023), which argues that frameworks from Mad Studies can get us out from under the academy’s current habit of either pathologizing or sanitizing religious experiences. Along the way, we tal…
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Teresa Cain – Co-Author of Next-Gen Product Management I’m not worried about [AI] taking jobs. I’m worried about the people that aren’t using it to enhance their skills and the job… Products like ChatGPT allow you to have another problem-solving person right next to you. Teresa Cain is an author, speaker, entrepreneur and technology executive who h…
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Brady Sticker – Founder of ChurchCandy Marketing We take online views and turn them to butts in pews, using social media ads to make that happen. And so that’s applicable to businesses, churches, really anyone. You can use the tools we have today to grow your organization. Brady Sticker is an American author, speaker, and digital marketing strategi…
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Zen Cryar Debrucke – Founder of Fear Free Human Anytime you’re feeling worry, fear, anxiety, overwhelm, doubt, guilt, frustration, irritation – procrastination is actually not a character flaw. It’s guidance. Zen Cryar DeBrucke went from high school dropout to getting my Bachelors degree in Foreign Policy, from UC Davis, to founding one of the firs…
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Nick Foy – Founder of Silverdale Technology Now, 75% of all ERP implementations fail to meet their original objective. If you’ve only got a one in four chance of being successful at something, why would you even bother? Nick Foy is the Founder, CEO, and Chief Evangelist of Silverdale Technology, which provides access to world-class processes, syste…
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Ashraf Amin – Founder of Conquest Distributors, Founder of Volo Technologies Group, Founder of Toronto Talks What if an AI could be more than just a tool? What if it could be a co-creator in helping make sense of the world? Ashraf Amin is a Canadian entrepreneur, fintech founder, and creator of Toronto Talks—a bold new podcast co-hosted by an AI na…
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Amy Jacobson – EI and Human Behaviour Specialist and Author of The Emotional Intelligence Advantage: Mastering change and difficult conversations Your IQ will get your foot in the door, but your emotional intelligence… this is what gets you promoted. Amy Jacobson is an EI and human behaviour specialist based in Perth, offering emotional intelligenc…
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Melinda Emerson – Small Business Expert, Digital Marketing Strategist, Keynote Speaker, and Bestselling Author of Fix Your Business: A 90-Day Plan to Get Back Your Life and Remove Chaos From Your Business The reason I do what I do is because my mission is to end small business failure. That is my mission. That is what drives me. Melinda F. Emerson,…
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If we could rewind the clock and start our ecom journeys over, what would we actually change? While far from experts, we've both been in the game for several years now, with the battle scars to prove it. In this episode, we dive into what we'd do differently if we could start it all again: from product and marketing choices to financial decisions a…
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Mike O’Neal – President of MosquitoNix The whole thing about franchising is to mitigate business risk. You have processes, and at the end of the day, we just want to make sure owners are on the right track. Mike O’Neal has worked across various departments at MosquitoNix for over a decade. He brings a contagious level of motivation to his role and …
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Dr. Neal Baer, MD, MA, MEd – Author of The Promise and Peril of CRISPR Tell the story as best you can, emotionally, not the science behind it, but the emotion behind it, like if you’re doing something that saved someone’s life, tell me who died and why you’re doing this now. Dr. Baer most recently was Executive Producer and Showrunner for the third…
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Gregory Shepard – Former CTO of eBay, Founder and CEO of StartupScience.io and Author of The Startup Lifecycle: The Definitive Guide to Building a Startup from Idea to Exit Every year, I choose one thing that I think is impossible, and I go after it. From a challenging background as a “bullied, scrawny, autistic kid” growing up paycheck to paycheck…
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Bryce North – Founder of Don’t Be A Little Pitch and PR Pro If you can’t promote yourself, then why do I think you can promote me? If you can’t help yourself get exposure and seem influential, why do I think you can help my business? Bryce North is a serial entrepreneur with years of experience building, scaling, and running startups. He has built …
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Paige Wiese – Founder and CEO of Tree Ring Digital The moment I stopped chasing every client and started focusing on serving the right clients, my business didn’t just grow – it transformed. Paige Wiese is the founder and CEO of Tree Ring Digital, a top-ranked Denver-based marketing agency that develops high performance websites and digital marketi…
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Emily Kasriel – Deep Listening Expert, Visiting Senior Research Fellow, King’s College London and Author of Deep Listening: Transform Your Relationships with Family, Friends, and Foes―Transformational Communication, Listening, and Empathy Through an 8-Step Method There’s such an epidemic of loneliness in our society… we all need to be heard. It’s a…
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Rabbi Stephen B. Roberts – Author of A Truth versus The Truth: How Religious People Embrace or Resist the Modern World: A Guide to Recognizing and Talking About Faith in Everyday Life It is important for us to look at our own gifts, and if God has given you a good business gift, particularly as an entrepreneur, run with it. Own the gifts that God h…
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Bunim Laskin – Founder and CEO of Swimply I started knocking on doors. I went on Google Earth to see who had pools and who didn’t. I knocked on 80 doors, to be exact, and got four people to agree to let me rent out their pools. On a hot day in 2018, as the oldest of 12 children, Bunim Laskin convinced his neighbor to let us use her pool for a fee. …
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Justin Buonomo – Founder, Owner & CEO of Journey To Financial Freedom We won that competition, so we got about 350,000 in non dilutive funding, plus all nine major banks in the UK had to work with us by law for three years. Justin Buonomo is the CEO and Founder of Journey to Financial Freedom, a coaching company that helps faith-driven individuals …
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Amber Duncan – Founder of Life After Debt If you can solve a universal problem, you’re going to have a million dollar company. That’s just the way I see the world. Life After Debt is led by Amber Duncan, a serial entrepreneur who has seen the bottom, struggled (like so many), and turned that struggle into a passion project – helping others and meet…
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Chad Wade – Chief at UNS Wholesale and UpnSmokeOnline, Content Creator at Chad Wade TV and Author of Street Smart: How to Start a Million-Dollar Business and Run It like a Weed Empire We ended up growing into five stores within two years, because we were doing something everybody else wasn’t. We were telling them the truth about what prices really …
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Diana Stepner – Author of Next-Gen Product Management: Future Proof Your Career AI is able to accelerate that. It’s able to, you know, provide a lot of capacity and capabilities to two to three people. So whereas before, you might have needed more individuals to start a company, now you can do so quite quickly with a smaller number of folks. Diana …
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Nicolas Breedlove – Visionary Entrepreneur and CEO of NVB Playgrounds and Author of Biography of Play: A CEO’s Perspective of Running through Seasons of Disruption in an Unfamiliar Industry of Commercial Playground Equipment I don’t necessarily know that it’s 100% needed to be passionate about what you’re selling as much as it is about why you’re s…
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Today I sit down with Willoughby Britton and Jared Lindahl, the interdisciplinary team from Brown University that is responsible for the “Varieties of Contemplative Experience” study on the challenges and adverse effects of meditation. We talk about the design, findings, and outcomes of the study, and how it opened up a new field of interdisciplina…
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Kasim Aslam – Co-Founder @ Pareto Talent One person in a thousand-person organization does about 25% of the total work, which is insane, but it ends up being true. Kasim Aslam is the Co-Founder of Pareto Talent, one of the top recruiting agencies in the world. He founded and sold Solutions 8, a leading Google Ads agency. He was the first traffic co…
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Jack went all in on bid caps—and in this episode, we break down what’s actually happening inside the ad account. Are they finally working? David and Jack dig into the data, what’s changed, and what this could mean for other scrappy brands testing Meta ads. 📢 Enjoyed the episode? Thanks for listening! Leave a review on your favorite podcast platform…
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Ari Meisel – Founder of Less Doing. A productivity expert focused on optimizing operations and helping entrepreneurs work more efficiently Anytime you hear yourself using the word ‘every’—every time I do a new radio show, every time I bring on a new client, every time I send a newsletter —that word ‘every’ should be a trigger and a flag in your min…
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Luciana Nuñez – Executive Coach at The Preston Associates and Author of Coaching Power: Leading With Coaching to Create Individual, Team, and Organizational Outperformance The leader that has the real power is the leader that asks the right questions. And that’s very much a coaching skill that we have. Luciana Nuñez is an Executive Coach with over …
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Anthony Nitsos – Founder and Lead Guru at SaaS Gurus People are going to value your product more based on how much you’re going to charge them for it. Anthony Nitsos is CEO and Founder of SaaS Gurus, is a seasoned financial strategist with a unique background in human medicine and finance. Since establishing SaaS Gurus in January 2020, he’s devoted…
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Gary Engels – CEO of MyGig If you want to understand how an animal behaves, don’t go to the zoo. Go to the jungle… Talk to your customers. Why did they start using your product or service? Gary Engels is a seasoned entrepreneur, leadership architect, and tactical strategist with a powerful track record of building businesses that drive both income …
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In this episode, we break down the apps we can’t live without—the ones that quietly power our stores and would leave us scrambling if they vanished. From managing finances to boosting conversions and staying sane operationally, we’re sharing our real MVPs. If you're feeling app fatigue and wondering what’s actually worth the cost, this one’s for yo…
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