The AI Santa: How Jonathan Mast Empowers Entrepreneurs with Smart Tools for Revenue Growth & Success
Release Date: 07/30/2025
Small Business Stories
S5:E40 If people don’t trust you, they won’t buy from you. If they don’t remember you, they won’t find you again. In this episode of Small Biz Stories, Robert Kennedy III breaks down how storytelling, video, and authentic communication help small businesses move from invisible to influential. 👤Guest: Robert Kennedy III CEO, Kinetic Communications Storytelling, video, and communication strategist ⚠️Core Problems Discussed Business owners relying on data instead of connection Fear of visibility and vulnerability on camera Confusing “stage” with “stadium” ...
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S5:E39 When education and society feels tense, the leaders who make the biggest difference aren’t the loudest -- they’re the clearest. In this episode, Edgar Palacios shares what it means to build belonging, representation, and opportunity for Latino students and why that work improves outcomes for everyone. Edgar is the founder of RevED (Revolución Educativa) & is a positive force in Latino education anchored in community leadership. What we cover (practical takeaways): 🔹Why “being seen and heard” is reciprocal and what belonging really requires 🔹What schools miss when they...
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E5:S38 Most small businesses don’t have a marketing problem: they have an audience clarity problem. In this episode of Small Biz Stories, Dr. LL sits down with Nathan Yeung, founder of Find Your Audience, to break down why perfectionism, feature overload, and poor framing keep brands invisible and how to fix it. 🔹 What You’ll Learn Nathan shares practical insights on: Why 80% execution beats 99% perfection every time How consumer psychology influences buying decisions (even when customers can’t articulate their needs) Why pricing, framing, and choice matter more than...
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S5:E37 Small business owners: your phone experience is part of your brand. In this episode, Jessica Volker (Business Development Director at Responsive Answering Service) sits down with Dr. LL and breaks down why “scripted and offshore” support is driving customers crazy. She shares how human-first answering, smart automation, and better processes can protect your reputation and capture more leads. Top takeaways and timestamps: ⏱️3:56 — Why overly scripted customer service destroys trust (and how to sound human again) ⏱️5:36 — The answering service evolution: from “take a...
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S5:E36 In this episode of Small Biz Stories, Dr. LL sits down with Cary Prejean, founder of Strategic Business Advisors, to unpack a bold but proven claim: most business owners are the biggest bottleneck to their own growth. With decades of experience helping companies scale profitably, Cary explains why micromanagement kills morale, how lack of systems traps founders in the day-to-day, and what it actually takes to double profits — sometimes in as little as 9 months. This conversation goes deep into leadership psychology, trust, processes, and the mindset shifts required to move from...
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S5:E35 In this episode of Small Biz Stories, Dr. LL sits down with Iri Greco, co-founder of Brakethrough Media, to talk about why stock photos are killing your brand – and what to do instead. Iri shares how she builds authentic, human-centered photo 📸 and video 🎥 for small and mid-size brands, why the future of marketing is less content but more meaning, and how solopreneurs can get high-quality visuals without monthly photo shoots. You’ll hear how she turned a nonlinear career (chef to food stylist to producer to media founder) into a visual storytelling studio that survived the...
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S5:E34 In this episode of Small Biz Stories, Dr. LL sits down with the brilliant, intuitive, plant-loving fractional CFO Natalia Zacharin, a woman (and DEBT-SLAYER) who sees patterns in numbers the way gardeners see growth in spring. What starts as a conversation about debt and bookkeeping unfolds into a deeply relatable discussion on emotional decision-making, confidence, financial empowerment, and learning to trust yourself as a founder. Natalia shares why so many entrepreneurs unintentionally bleed cash, how EIDL loans became both a lifeline and a trap, and the real reason checking your...
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S5:E33 In this episode of Small Biz Stories, Dr. LL sits down with Stephen Sakach, founder of aiCMO.io, to unpack how small businesses can use AI without losing the human, emotional core of their brand. Stephen has spent years sitting between technology, marketing and leadership — and he’s using that experience to build an “AI CMO” that doesn’t just spit out content, but helps founders think more clearly, act more ethically, and market more effectively. In this conversation, you’ll learn: 00:06:16 – Why more tools isn’t the answer, and how to put boundaries around tech so it...
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In this episode S5:E32 of Small Biz Stories, Dr. LL sits down with Jeremy Bower, founder of Givr Packaging, chemical-engineer-turned-eco-entrepreneur, and one of the most refreshingly honest voices in sustainability. Jeremy doesn’t just sell boxes — he rethinks packaging from the ground up. You’ll hear how his background in paper science (yes, they actually award degrees for this specialty science and Jeremy has one) and sustainability led him to start Givr Packaging, why he fights to protect small businesses from predatory packaging minimums, and the surprising truth: most small...
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S5:E31 In this radiant and deeply human episode of Small Biz Stories, Dr. LL sits down with Dr. Roz, founder of the Love Revolution and creator of the Debt-Free Degree movement. Together, they unpack how love, intention, and emotional presence can transform not only your relationships — but also your leadership, your business, and your day-to-day life. Dr. Roz shares her philosophy of letting others voluntarily evolve (the real meaning behind Let Them), how to lead with compassion even when life is chaotic, and how entrepreneurs can infuse love into their brand, team, and daily choices. This...
info_outlineS5:E18 In this heartwarming and brilliant episode of Small Biz Stories, Dr. LL welcomes Jonathan Mast, affectionately known as “The Whitebeard of AI." He is a generous educator, strategist, and AI expert with a mission to make AI accessible for small business owners. Jonathan reveals the top 3 AI tools every entrepreneur should be using, how to overcome fear and overwhelm with technology, and how to create an AI-powered board of advisors (fictional and real!). He also shares touching and unexpected ways he’s used AI from health advocacy to writing a tear-jerking Mother’s Day letter.
Whether you're AI-curious or already deep in prompt engineering, this episode will inspire you to embrace the future with practical tips, humor, and a Santa-sized dose of generosity.
🧠 Topics Covered:
Must-have AI tools for beginners
Prompting frameworks that work
Overcoming AI fear with confidence
Building your own AI board of advisors
How AI can support emotional intelligence and relationships
🎯 Perfect for: Small business owners, entrepreneurs, solopreneurs, consultants, and coaches.
LEARN MORE ABOUT Jonathan Mast
👉https://jonathanmast.com/
JOIN his AI Entrepreneurs HUB
👉https://tac.whitebeardstrategies.com/communities/groups/ai-entrepreneurs/home
✴️And don't forget to follow us on YouTube @MidlifeSuccess
⏱️ Timestamp Highlights (SEO-Rich Tips): 1:12 – “You don’t need the perfect tool. You just need a tool—and start!”
➡️ Stop chasing perfection—Jonathan breaks down 3 simple tools to start your AI journey: ChatGPT, Perplexity, and Midjourney. 9:00 – “Use this 4-step framework for perfect prompts.”
➡️ Jonathan reveals his prompting method: declare the expert, give context, ask a question, then say: “Ask me any questions you have.” 15:13 – “I built a board of advisors using AI—real, fictional, and even dead people.”
➡️ A mind-blowing technique to simulate advice from Steve Jobs, Tony Stark, and others using generative AI. 23:00 – “The fear of AI is like asking someone out—you overthink it. Just try it.”
➡️ Jonathan likens AI hesitation to dating nerves—his advice? Jump in! It’s not scary, and it won’t bite. 26:22 – “Search ‘white beard AI guy’—you’ll find me.”
➡️ Jonathan’s signature branding: a heart-led leader whose goal is to help you save time, make money, and grow smarter with AI.
🔖#AI #JonathanMast #Entrepreneurship #smallbusiness #podcast