
The AI Santa: How Jonathan Mast Empowers Entrepreneurs with Smart Tools for Revenue Growth & Success
S5: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
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