The AI Santa: How Jonathan Mast Empowers Entrepreneurs with Smart Tools for Revenue Growth & Success
Release Date: 07/30/2025
Small Business Stories
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...
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S5:E30 Tired of agencies that overpromise, underdeliver, and burn your cash? Meet Brandon Willington, the straight-talking founder of WHERE U? [https://whereu.com.au/], who teaches small business owners how to generate their own leads—fast. And profitably. All without losing their minds. From humble beginnings as a broke DJ in Perth to spending $4,000+ a day on ads, Brandon has cracked the code on simple, scalable marketing. He calls it “Chadvertising” no fancy funnels, no endless A/B tests, just basic things done well. If you’ve ever been burned by a marketing agency (or a couple of...
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S5:E29 In this eye-opening episode of Small Biz Stories, Dr. LL sits down with Jeff Greenfield, serial entrepreneur and CEO of Provalytics, to unpack why most small business owners are tracking the wrong marketing metrics - and what to do instead. With decades of experience in attribution modeling, Jeff reveals why clicks lie, cookies are crumbling, and why you’re probably misjudging your Meta ads. If you've ever wondered why your Google Ads "work" but your Meta ones "don’t," this episode will blow your mind. And flip your funnel. Whether you're spending $500 or $5M a month, Jeff explains...
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S5:E28 If “AI” still feels like magic tricks and missed ROI, this episode will flip the switch. Dr. LL sat down with Jim Weldon (Founder/CEO, Prospect.ai) (one of the sharpest systems thinkers she has ever interviewed) to map a practical path to cash with agentic AI. Here’s what you’ll walk away with: ✴️A meta-model you can explain to your team in 60 seconds so everyone finally understands where AI value lives. ✴️A 2-week innovation cadence you can copy-paste into your org and no enterprise budget required. ✴️The lane strategy for seasoned operators vs. young ideators so...
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S5:E27 In this episode of Small Biz Stories, host Dr. Loralyn Mears chats with Laurie Genevish, founder of My Ideal College, who helps teens and entrepreneurs cut through the noise, plan their next chapter, and make confident decisions about their future. From college prep to career pivots, Laurie shares candid lessons on goal-setting, entrepreneurship, and the art of saying no to distractions. Timestamps & Key Takeaways: [5:00] – “No one has the same path.” Laurie explains why comparison is toxic for both teens and entrepreneurs. [8:00] – The planning mindset: How quarterly...
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S5:E26 In this punchy, practical episode of Small Biz Stories with Dr. LL, John Horn, CEO of StubGroup (a Google Premier Partner - note that very, very few companies have this distinction and honor!!), breaks down how small businesses can turn Google Ads into reliable profit instead of a money pit. From the Search Terms Report to negative keywords, smart budget math, and review mechanics, John gives you a field guide you can use today. KEY TIMESTAMPS [06:03–07:34] Cut wasted spend fast: Use the Search Terms Report and add negative keywords (e.g., “Dollar Tree” for a tree service) to...
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S5:325 In this episode of Small Business Stories, host Dr. LL sits down with Emil Abedian, CEO of Council CPAs and newly minted author of Council to Council. Emil shares candid lessons from 15+ years in entrepreneurship, scaling from a solo CPA to a trusted partner for law firms nationwide. 🚨 Most entrepreneurs make this $100,000 mistake. They treat their business like a job instead of an investment. My guest on Small Business Stories, Emil Abedian, learned this lesson the hard way — grinding through 80-hour weeks, doing everything for everyone, and nearly burning out. Then he made the...
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S5:E24 In this soul-shifting episode of Small Biz Stories, host Dr. LL sits down with Sofia Rozhko, a powerhouse mindset and visibility coach who helps high-achieving women and visionary entrepreneurs show up as their most authentic selves. With roots in Ukraine and a global impact, Sofia reveals the inner transformation needed to unlock business success from rewriting your self-worth to crafting an aligned personal brand. She shares how she turned years of survival into a thriving practice, and why your energy and mindset (not your tactics) determine your outcomes. If you’ve ever felt...
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