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Andrew Askins Podcasts

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Grief & Pizza

Oki Doki Digital Inc.

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Life and business partners Marie Poulin and Ben Borowski explore the highs and lows at the intersection of business and emotional well-being, chatting with entrepreneurs who lead their ventures with a blend of ambition and humanity.
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Disruptive CEO Nation

Allison Summers

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EXECUTIVE COACH + GLOBAL BUSINESS LEADER ADVISOR. SPEAKER. AUTHOR. GUIDING SMART PEOPLE TO GROW INFLUENCE & CREATE OPPORTUNITIES Over 30 years, I have had the opportunity to work with fantastic organizations, impressive individuals and key industry leaders across six continents. Sitting in the corner office in both corporate and non-profit environments, I’ve attained, delivered and coached success in both the C-Suite and international board rooms. My diverse experience has provided cross-cul ...
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Andrew saw Saturn through a telescope and launched MetaMonster's new UI, but users won't activate! 🔭 Getting 1-2 daily signups with zero engagement while testing Phantom Buster for LinkedIn scraping. Sean presents his Michelin star agency framework and they debate reviving Chart Juice as a ChatGPT app. Plus: why web design agencies might be better …
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Want to be the leader people lean in to hear—without getting louder, longer, or “less you”? This conversation shows you how to turn your ideas into influence and how to say them. Today I’m joined by Dr. Laura Sicola—executive presence mentor, TEDx advisor, and author of Speaking to Influence: Mastering Your Leadership Voice. We dig into the moment …
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If you’ve ever felt stuck running the day-to-day while the future rushes past, this conversation is your permission slip to step outside the building and rethink how your company actually innovates. In this episode, I sit down with innovation strategist and author Alan Gregerman to challenge the way leaders pursue “new.” We unpack his upcoming book…
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Ever wondered how AI can actually make a real impact on your bottom line? In this episode of Disruptive CEO Nation, Ron Green, co-founder of KungFu.AI, shares how he helped a publicly traded company cut their fraud rate, reduce turnaround times to mere seconds, and add $250 million to their market cap with the power of AI. Join me for an enlighteni…
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When life throws chaos at you like typhoons, tech meltdowns, or 87 million live viewers; Anne Marie Anderson’s rule never changes: work the problem. In this week’s energizing conversation, broadcaster and author Anne Marie Anderson joins Allison to explore the mindset behind her book Cultivating Audacity: How to Dismantle Doubt and Take Bold Risks.…
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What does it mean for business leaders to not just keep their heads down—but lift their chins up? In this episode, we explore how CEOs and entrepreneurs can step into authentic leadership that unites, inspires, and drives change. In this thought-provoking conversation, we sit down with Neil Ghosh, President of MGR Professional Services and author o…
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Andrew doubles MetaMonster customers in one week and is launching credit-based free trials! 🚀 Sean's still drowning in Miscreants growth (by the way Miscreants is hiring). Plus: LinkedIn strategy shifts, AI acquisition dynamics, and Sean just figured out what "I have to charge" actually means. Links: Andrew’s Twitter: @AndrewAskins Andrew's website…
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Andrew moved to Atlanta and is going all-in on MetaMonster while Sean drowns in Miscreants sales calls! 🚀 They dive into repositioning struggles, the push vs pull dilemma, and why lead magnets might be the answer. Plus: DEF CON madness, Webflow disasters, and someone made an AI review of MetaMonster. Links: Andrew’s Twitter: @AndrewAskins Andrew's …
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What does it mean to be the kind of leader who doesn’t break even in the face of chaos, uncertainty, and relentless pressure? In this episode of Disruptive CEO Nation, we sit down with Andrew Wittman, PhD– author, speaker, and founder of the Mental Toughness Training Center. With a background ranging from U.S. Marine Corps combat to protecting high…
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What does it really take to lead with empathy in today’s fast-paced world? Today we invited Angie Morgan, a New York Times bestselling author and Marine Corps veteran. She reveals how blending mission-driven leadership with genuine care for your people creates unstoppable teams. In this insightful conversation, Angie dives deep into the evolving wo…
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What if your biggest business breakthroughs aren’t just about strategy or hard skills but about building real, meaningful connections? In this thought-provoking episode, Noah Askin, a professor and leadership expert at UC Irvine, explores the powerful intersection of culture, vulnerability, and connection in the business world. Through a detailed d…
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What happens when a former automotive executive pivots into e-commerce logistics and builds one of the fastest-scaling fulfillment companies in the world? You’ll find out in this revealing conversation with Abel Horvath. In this episode of Disruptive CEO Nation, Abel Horvath, Founder and CEO of Fulfillment Hub USA joins the conversation. Starting o…
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It’s the 300th episode of Disruptive CEO Nation, and Allison Summers is flipping the script! Join her as she’s interviewed by Seth Greene, CEO of Market Domination LLC, for a special celebration filled with powerful leadership insights, behind-the-scenes stories, and a look at the incredible journey that led to this milestone. You won’t want to mis…
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This week, Josip Rupena, Founder and CEO of Milo, reveals how his company is revolutionizing access to credit by letting clients use their crypto— without cashing it out. If you're curious about real-world crypto applications, borderless lending, and leading through regulatory headwinds, this is the episode you’ve been waiting for. Drawing on exper…
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From Hollywood stuntman to tech founder saving lives—Kenny Kelley’s journey is anything but ordinary. In this powerful episode, he shares how a motorcycle accident led him to create a game-changing safety tech company that’s revolutionizing workplace protection. We sat down with Kenny Kelley, founder and CEO of Silent Beacon, a personal safety tech…
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We've got a special guest on the pod today! Louis from Sparkloop joins to share how they evolved from referrals to recommendations and sold to Kit! 🚀 Meanwhile Andrew gets Louis's take on MetaMonster's positioning struggles and they debate how and why the SaaS landscape is changing. Plus: the most detailed rom-com ranking you've ever heard, featuri…
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What does that mean for leadership in today’s skeptical world? Communications expert Jenni Field joins us to explore how credibility, integrity, and intentional leadership are the cornerstones of organizational trust– and how to build them before it’s too late. In this powerful episode of Disruptive CEO Nation, founder of Redefining Communications …
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Sean survives on 1.5 hours of sleep while juggling Black Hat submissions and client launches! 😴 Andrew discovers a new MetaMonster content strategy and shows off the new grid UI that's generating page titles and scoring them for engagement. Plus: should you delegate your therapy homework to Claude (hint: no), auth provider decision paralysis, and w…
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Pre-Black Hat crunch time hits Miscreants hard as brand audits pile up and Webflow goes down for half a day. Andrew's new MetaMonster grid shows AI's bipolar nature - brilliant one moment, baffling the next. 🤖 Plus: positioning challenges, category creation in the AI era, and why Poboy the cat makes a terrible hide-and-seek player. Links: Andrew’s …
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What if addiction recovery was treated with the same compassion, personalization, and whole-person care as any other chronic condition? We sit down with William McKinney, CEO of Eleanor Health, to discuss a revolutionary approach to addiction recovery that goes far beyond medication. Eleanor Health is transforming how we treat substance use disorde…
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Fresh from a techno festival, Andrew's planning an escape to Lion's Head National Park in Canada while working through therapy insights about procrastination. 🏕️ Plus he's thinking about how to reposition MetaMonster away from tools that might be seen as cheap. Meanwhile Sean's juggling multiple client launches and working on mapping the security o…
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What if your company’s unsellable inventory could become a lifeline for nonprofits instead of ending up in a landfill? In this episode of Disruptive CEO Nation, host Allison K. Summers talks with Disney Petit, founder and CEO of LiquiDonate, a groundbreaking platform turning excess retail goods and customer returns into powerful tools for social im…
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In this conversation, Alex Hillman shares his journey from web developer to co-founder of Indy Hall, one of the first co-working spaces in the United States, exploring how community building, meaningful relationships, and iterative learning have shaped his entrepreneurial path. Links Indy Hall 10k Independents Creators & Guests Marie Poulin - Host …
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Andrew and Sean talk about hiring tools, positioning MetaMonster, and Andrew's struggles to increase his publishing velocity. Meanwhile, Sean is slammed with inbound after RSA, is putting project management systems in place for Margins, and just got a pool table! Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/…
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What if your child could actually learn to manage money—not just play pretend with it? Teaching kids about money has traditionally involved games, fake dollars, and hypothetical situations. But what if the key to lasting financial habits was giving them real financial experiences? In this eye-opening episode, we talk to the CEO of Stockpile, a fina…
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Whoops! Our last recording got botched halfway through and only Andrew's audio was saved. So we recapped what we talked about in the last podcast and got into some new stuff in today's episode. Sean is back from his busiest RSA yet and growing Miscreants like crazy! In fact, they're growing so fast that Andrew is hiring a full-time product designer…
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What do you get when you cross a behavioral psychologist with significant experience in the business world? You get the insightful mind and wisdom of Richard Reid. Richard knows that commanding attention and influence while leading through change is more difficult than ever. He shares that the mind and thought processes of an employee today have mo…
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I love discovering founders who are using technology to democratize access to services that have traditionally been out of reach for many people. That's why I was so excited to speak with Alexander Harmsen, the founder and CEO of Global Predictions. Alexander created PortfolioPilot, an AI-powered financial advisor that helps individuals take contro…
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Jessica Abel shares her extensive journey as a creative, starting as a cartoonist and evolving into a business coach for creatives. She discusses her experiences in the comics industry, the challenges of making a living as an artist, and the importance of teaching business fundamentals to aspiring artists. The conversation highlights the need for c…
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A few years ago we had the pleasure of speaking with Jonathan Ogurchak about the success of his company STACK. Now we have invited him back to see how the business has progressed and learn about his new venture, Zeal Specialty Pharmacy. As a pharmacist, Jonathan observed significant inefficiencies and a need to modernize processes. This set him on …
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Andrew is in Atlanta visiting friends and continuing to think about how to best integrate more AI features into MetaMonster to make the product stickier. Sean had his first demo of Margins and... everything broke! But that's okay! Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/ MetaMonster: https://metamonster…
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We always say your best business partner can be in the most surprising places. Today, we discuss why holding a global mindset and helping new companies with their first funding boost, regardless of location, makes for a healthier business ecosystem. Jenny Fielding, the co-founder and managing partner of Everywhere Ventures, is a big believer in the…
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Andrew and Sean have a bet to see who can write the best cold email copy for MetaMonster, and early results are in. Sean has a name and domain for his new product - Margins and is letting the Miscreants team handle the branding. Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/ MetaMonster: https://metamonster.a…
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What if you could look into a crystal ball and see exactly what your family’s long-term care needs will be in the future? In this episode, I had the pleasure of speaking with Lily Vittayarukskul, the brilliant CEO and co-founder of Waterlily, an AI-powered platform that uses over 500 million data points to help families plan for the financial and e…
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Andrew just launched MetaMonster! Andrew and Sean dig into how the launch is going so far (spoiler alert: not great), whether the product is overpriced, and what to try next. Then the guys talk about the demo for Sean's new product and what to name it. Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/ MetaMonste…
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In this episode Sean is finally ready to reveal the new product Miscreants is building! Meanwhile Andrew's robotics team is getting dangerously close to qualifying for the World Championships, and the guys debate marketing new products. This episode was originally supposed to go out a couple weeks ago, but we're playing with our publishing schedule…
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In this episode, I am happy to introduce you to a great mind from my circle here in Chicago. Lisa Guillot, a best-selling author and expert in personal branding, offers a transformative perspective on the significance of a clear vision framework for achieving success. With a rich background in design and branding, Lisa specializes in helping leader…
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Andrew and Sean are trying different AI tools to vibe code/write more. Andrew's considering other features for the MetaMonster roadmap and his next steps with consulting. Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/ MetaMonster: https://metamonster.ai/ Sean’s Twitter: @seanqsun Miscreants: http://miscreants…
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From buying property while in his Harvard dorm to starting a business with his wife, Derrick has made it his life's mission to improve the process for and access to real estate investing. Derrick Barker, the co-founder and CEO of Nectar, is at the forefront of transforming the real estate finance landscape through innovative technology solutions. B…
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In this episode Sean recaps his first ever trip to MicroConf, spoiler: he loved it. Meanwhile Andrew has a new favorite brick and mortar business, and has a date for the MetaMonster launch! Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/ MetaMonster: https://metamonster.ai/ Sean’s Twitter: @seanqsun Miscreants…
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As the complexity and demands of technology continue to rise in our business lives, CEOs need to explore all available avenues of how to identify and attract top talent. This is where nearshoring comes in. Nearshoring is a valuable vehicle to augment existing teams, support rapid scaling, or bring new knowledge into an organization quickly. To lear…
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Sandra J. Horton is a well-known author and speaker who offers valuable insights and practical strategies for today's organizational challenges. As a systemic leadership sustainability strategist, she penned "Activate Success: Tips, Tools and Insights to be a Leaders in Your Niche," a book packed with 27 activators to help leaders excel in diverse …
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In this episode, we dive deep with Rob Hardy, a writer whose "devotional pursuit of a more beautiful internet" has led him to craft powerful manifestos that challenge the status quo. Rob shares his journey from filmmaker to manifesto writer, including the emotional roller coaster of entrepreneurship and his transformative experience writing "The So…
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Andrew and Sean talk about the high robotics team Andrew mentors, choosing to delay the MetaMonster launch, hiring updates from Miscreants, and muse on the pros and cons of adding a custom prompts feature to MetaMonster. Links: Andrew’s Twitter: @AndrewAskins Andrew's website: https://www.andrewaskins.com/ MetaMonster: https://metamonster.ai/ Sean’…
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Imagine if, within 9 years of starting a company, you could grow to have 34 million people a month interacting on your platform. And that is the story you will hear today from Adrián Ridner. Driven by a mission to provide life-changing and accessible education, Study.com is one of the largest online learning platforms for K-12 through college and b…
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In this episode, we're talking to founder Andrew Askins about his experience growing an agency, getting acqui-hired, and then getting fired. We talk about company culture, the unique challenges of being a founder, and what it's like to bootstrap a software business. Links AndrewAskins.com MetaMonster.ai Takeaways Selling a business creates unexpect…
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Consumers are spending more money than ever on health supplement products, and yet, most people are confused, frustrated, and unsure of what is truthful and what works. Enter Caroline Carralero, a founder on a mission to help solve the metabolic health crisis and bring clarity to this corner of self-care healthcare. While Caroline started Daily Nou…
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Andrew is slowly crawling towards a beta release for MetaMonster, he's almost done with the signup/checkout flow and then has a few more things he wants to check off the list before launch. Sean has been playing with Lovable again, and has built a proof of concept for a Webflow changelog he wants for Miscreants (and is thinking about selling). The …
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Have you ever thought about your communication fingerprints as a leader? Or the gap between what you say and what your teams hear? Well, we thought it would be interesting to talk with Oscar Trimboli, a renowned thought leader and expert on the transformative power of listening in effective leadership. Drawing from his extensive background, includi…
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We know this has happened to you. You go to pick up a prescription and are floored by the price. Or even worse, you have had a loved one diagnosed with a rare disease only to find limited treatment options. The pharmaceutical industry needs drastic change, and Dr. Jo Varshney is all in on making that happen. As Founder and CEO, VeriSIM Life, Jo lea…
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