Small Business Big AI

Kim Lewis Howard
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Small Business Big AI explores how artificial intelligence is transforming the entrepreneurial landscape. Hosted by Kim Lewis Howard, we provide actionable insights and practical strategies for small business owners looking to leverage AI and stay ahead in today’s competitive world.

  1. 5 DAYS AGO

    Your Team is Using AI Right Now and You Have No Idea

    Your team is using AI right now—and you probably have no idea. From Canva to ChatGPT to Zapier, small business employees are quietly automating and creating with AI tools that were never approved, tracked, or reviewed. In this episode, Kim and Hal shine a light on Shadow AI—the silent wave of innovation happening behind your back—and why ignoring it is costing you time, trust, and money. Drawing insights from AI strategist Kristina Agustin (Southern Sky AI) and lessons from the 2025 Fort Lauderdale International Boat Show, they break down what every small business owner needs to know about compliance, leadership, and risk in the AI era. You’ll discover how to:✅ Spot hidden AI tools in your business (and stop data leaks before they start) ✅ Write a “good enough” AI policy in under an hour ✅ Lead innovation without killing creativity Because if you’re not leading AI adoption in your company—you’re being led by it. Ready to Take Action? Subscribe to Small Business Big AI on Spotify, Apple Podcasts, or YouTube.he conversation in our AI Insiders Community for free resources and bonus tools implement the Flashlight Audit in your business? DM us on LinkedIn or Facebook!--- Music Credit: “I Am with You” by Dream Cave; Epidemic Sound via iStock.com Sound Effects: https://pixabay.com/sound-effects/ #SmallBusinessBigAI #ShadowAI #AILeadership #AIPolicy #BusinessInnovation #TechSuperpower #FLIBS2025

    34 min

  2. 28 OCT

    The Trust Machine That Lets You Secure Your Next Seven-Figure Contract.

    Forty-seven days. That’s how long one small business owner waited to get paid for work she’d already delivered. In this final chapter of AI Meets Humanity, Kim and Hal pull back the curtain on what they call “The Trust Machine” — a simple, zero-code system that turns compliance into confidence and contracts into cash flow. Through real-world examples, sharp strategist banter, andlaugh-out-loud moments (yes, Hal still fears blockchain), this episode shows how AI can make trust automatic instead of assumed. You’ll discover: How digital escrow removes friction from every transaction.The Zero-Code Trust System — Rulebook, Oracle, Liquidity Lock.Why transparency is the new marketing, and how to broadcast your credibility without bragging.The Trust Authority Arbitrage Framework — Signal. Certify. Amplify.  If you’ve ever waited weeks for payment, juggled clientfollow-ups, or lost sleep over “pending approval,” this episode is your blueprint for peace of mind. Because in the AI era, trust isn’t a handshake — it’s a system. Ready to Take Action? Subscribe to Small Business Big AI on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityAsk us about the IMPACT Framework course—a strategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us onLinkedIn or Facebook!---  Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/ #SmallBusinessBigAI #AIforBusiness #AutomatedTrust #Compliance #Blockchain #SmartContracts #ZeroCodeAI

    41 min

  3. 21 OCT

    Care Is the Ultimate KPI: Rethinking Leadership in the AI Era

    Your lead technician just took on 47% more work. Your designer stopped showing up to video calls. Your best customer sent an angry email at 11 PM—not about the service but about feeling invisible. What if these weren't separate problems, but the same signal? In this episode, Kim and Hal explore how empathy has become your most advanced operating system in the age of AI. Spoiler alert: it's not soft. It's your most profitable competitive advantage. Featuring real business owners—a solopreneur, a regional catering leader, and a plumbing crewmanager—we unpack the Three Layers of AI-Driven Empathy and the Five Ds Framework: a practical system for detecting, discussing, designing, documenting, and developing empathetic leadership at any scale. By the end, you'll walk away with proof that small steps lead to big changes. KEY TAKEAWAYS Empathy isn't soft; it's precision. McKinsey research shows empathy-led companies outperform peers by 20% in retention and customer satisfaction.The Three Layers of AI-Driven Empathy: Insight Layer (what AI surfaces), Intention Layer (how you interpret it), and Integration Layer (how you measure outcomes).The Five Ds Framework: Detect patterns → Discuss in one-on-ones → Design interventions → Document changes → Develop culture. A repeatable system that scales from solo teams to 50+ employees.ROI is real: Preventing one employee departure saves $25K–$100K in hard costs. Employees who feel seen are 67% less likely to leave.FRAMEWORKS & TOOLS MENTIONED The Three Layers of AI-Driven Empathy 1.      Insight Layer — What AI surfaces (patterns in tone, timing, workload) 2.      Intention Layer — How you interpret it (context + curiosity before judgment) 3.      Integration Layer — How you measure outcomes (retention, satisfaction, referrals) The Five Ds Framework: Feedback Loops of Care 1.      Detect — Use AI/data to surface signals you'd miss 2.      Discuss — 15-minute one-on-ones with one real question 3.      Design — Customized interventions based on what you learned 4.      Document — Track patterns over time to see what works 5.      Develop — Celebrate wins and spread the culture KEY STATISTICS & RESEARCH McKinsey Global Study: Empathy-led companies outperform peers by 20% in retention and customer satisfaction.Cost of Turnover: Losing a mid-level employee costs 50–200% of their annual salary in hard costs (training, knowledge loss, customer disruption).At $50K salary: One departure = $25K–$100K in true cost.Psychological Safety Impact: Employees who feel seen by their manager are 67% less likely to leave.RESOURCES & FURTHER LEARNING Mentioned In This Episode McKinsey Global Study on Empathy: Research on empathy-led company performanceHumu (HR Platform): Sentiment tracking and manager nudging tools mentionedEmail Sentiment Analysis Tools: Tone detection in communicationPsychology Today: Research on emotions in decision-makingRelated Concepts Psychological Safety (Amy Edmondson)Emotional Intelligence in Leadership (Daniel Goleman)Human-Centered Design (IDEO principles)Recommended Reading/Listening "The Fearless Organization" by Amy Edmondson (psychological safety)"Dare to Lead" by Brené Brown (vulnerability in leadership) Ready to Take Action? Subscribe to Small Business Big AI on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Ask us about the IMPACT Framework course—a strategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us on LinkedIn or Facebook!  ---Music Credit: “I Am with You” by Dream Cave; Epidemic Sound via iStock.com

    48 min

  4. 14 OCT

    Pitch Incoming: How One Honest DM Outperformed 10,000 Automated Messages

    This week, we’re diving into what AI can’t automate — authentic human connection. When an unexpected “Pitch incoming 😎” message caught Kim’s attention, it sparked a bigger conversation: Why do some automated messages make us roll our eyes, while others make us reply? Join Kim and Hal as they break down: The DM that did everything “wrong” — and yet worked brilliantly.Why automation without empathy kills trust.The “Handshake Clause” — how to make sure everysystem ends with a human touch.The H.E.A.R.T. Method — five simple principles that help you scale authenticity alongside efficiency.  You’ll learn how to design your AI systems to sound morelike you, keep your customers’ trust intact, and build automation that scales connection, not just communication. Because in the end, authenticity isn’t soft — it’s strategic.   You’ll Learn: Why transparency is the new trust currency.How to design automation that feels human, not hollow.The 5-part H.E.A.R.T. Method for balancing empathy and efficiency.  The H.E.A.R.T. Method (Quick Reference): H – Honesty: Be upfront about automation. It builds credibility, not risk.E – Empathy: Program your AI to recognize emotion and respond with care.A – Authenticity: Feed your systems your real voice, tone, and phrasing.R – Reciprocity: Automate a gift before a demand. Lead with value.T – Transparency: Keep your human handoffs clear and your audit trail clean.  Ready to Take Action? Subscribe to Small Business Big AI on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityAsk us about the IMPACT Framework course—a strategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed forbusiness owners → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us on LinkedIn or Facebook!  --- Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/

    35 min

  5. 7 OCT

    Stop Hiring AI You Can't Fire

    Small business owners are drowning in AI subscriptions—and most of them are wasting money, time, and customer trust. In this episode of Small Business Big AI, Kim and Hal wrap up their trilogy on AI Agents & The Future of Small Business with a blunt truth: AI tools without strategy are liabilities, not assets. You’ll learn how to stop chasing shiny objects and instead build systems that boost ROI, protect compliance, and turn AI into your business copilot. If you’ve been wondering how to cut through AI hype and actually get results, this episode delivers the clarity you need right now. What You’ll Learn Discover the 3-bullet ROI test that instantly reveals if your AI tool is worth the subscription.Avoid the “Frankenstein CRM” trap of stacking too many tools with no strategy.Build AI job descriptions that hold your tools accountable like real employees.Understand how compliance can shift from being a barrier to becoming your moat.Apply quick challenges to audit your tools this week—keep, kill, or retrain.   Ready to Take Action? Subscribe to Small Business Big AI on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityAsk us about the IMPACT Framework course—a strategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us on LinkedIn or Facebook!  ---  Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/

    23 min

  6. 30 SEPT

    AI Agents in Action: The New Business Model Playbook

    Shiny apps are everywhere. But small businesses don’t need more noise—they need results. In Part 2 of our 3-part series, AI That Actually Works for Small Business, Kim and Hal take you inside the new business model playbook: Agents that actually do the work.Predictive analytics that tell you what’s next.Curated, verifiable hires you can trust. Kim shares her own in-progress story of opening a new insurance agency in the AI era, weaving in lessons from blockchain at the University of Oxford and the hard knocks of hiring gone wrong. With humor, banter, and real-world examples, this episode goes deeper—showing how AI isn’t just about doing things faster, but building a business that thinks, learns,and runs itself. You’ll Learn: How to build AI agents that deliver outcomes, not distractions.Why predictive analytics is the new customer-expectation baseline.How to hire smarter with curated candidates + verifiable credentials. Links & References Dan Martell: I Tested 500+ AI Tools, These 10 Will Make You RichHeroHire.ai — curated, guaranteed hiring partnerVelocity Network — blockchain credential verificationReady to Take Action? Subscribe to Small Business Big AI on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityAsk us about the IMPACT Framework course—a strategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us on LinkedIn or Facebook!---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/

    32 min

  7. 23 SEPT

    Zero to AI in One Click: Unlock the Tools You Already Own

    Feeling behind in the AI race? You’re not alone. In this episode, Kim and Hal pull back the curtain on a truth most business owners miss: you’re already paying for AI—you just haven’t turned it on yet. Whether you’re a solopreneur drowning in admin, a seasoned agency owner juggling compliance, or a local service shop trying to keep up with customer requests—this episode shows you how to unlock the AI already built into the tools you use every day. From QuickBooks to Calendly, from CRM follow-ups to LinkedIn hiring filters—Kim and Hal walk you through real-world, low-barrier examples of what it looks like to go from stuck to scaling… in just one click. And in their signature “Coffee Table Conversation,” they share a laugh-out-loud story of using AI to hunt for commercial real estate—with a security guard and a suspicious parking lot moment included. This isn’t about hype... It’s about help.And it starts with one click. Key Takeaways Comfort is expensive — while you wait, your competitors are clicking fasterOlivia, Karla, and Mike: 3 relatable entrepreneurs using embedded AI to winMultimodal prompt example: How Kim used AI + IMPACT Framework to bypass real estate gatekeepersHiring in the AI era: Why resumes aren’t enough and what to ask insteadOne Action Challenge: Open a tool you already pay for, find the AI feature—and activate itMentioned Tools & Use Cases QuickBooks — invoice matching, payment trackingCalendly — automated follow-up workflowsCRM Platforms — AI email templates and remindersLinkedIn — AI screening for culture-fit candidatesGoogle Gemini / Microsoft Copilot — image-based research + public record lookupIMPACT Framework — your step-by-step guide to prompt with purpose Ready to Take Action? Subscribe to Small Business Big AI on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityAsk us about the IMPACT Framework course—a strategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us on LinkedIn or Facebook!---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/

    32 min

  8. 16 SEPT

    Anniversary Special: 3 Plays, 2 Traps, 1 Decision to Scale Like a Technology-Enabled Superpower

    One year. 53 episodes. And today, we reveal Your Year-TwoBlueprint for Small Business Success: 3 plays to scale smarter, 2 traps to avoid, and 1 decision you’ll want to make in the next 7 days—so you can build a true superpower. You’ll Learn How to choose the right growth play for year twoWhich two common traps sink small businesses—andhow to sidestep themThe single decision you must make this week tofast-track your AI adoption In this milestone anniversary episode, Kim and Hal look back at the biggest lessons of year one and reveal the Year-Two Blueprint: the 3 plays to win, 2 traps to avoid, and 1 decision that will shape your next 7 days. If you’re a solopreneur buried under a CVS-length to-do list—this year proved that AI can help you reclaim hours and reduce burnout. If you’re a growth-focused entrepreneur—this year showed that AI isn’t just about efficiency, but about building resilient, predictable, future-proof systems. Along the way, you’ll hear Hal’s strategist take (“leverage beats hustle every time”), Kim’s rally cry, and even a blooper to celebrate how far this community has come. This isn’t about chasing shiny apps. It’s about designingyour operating system for growth.   Ready to Take Action? Subscribe to Small Business Big AI on Spotify oryour preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights.Join the AI Insiders Community for Exclusive Tips &Resources → Request to Join our Private CommunityAsk us about the IMPACT Framework course—astrategic way to communicate effectively with the AI → Email Howard & Howard Holdings, Inc.Ask us about the Small Business Transformation Model(SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc.Have a question or an AI success story? DM us on LinkedIn or Facebook!  --- Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/

    30 min
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About

Small Business Big AI explores how artificial intelligence is transforming the entrepreneurial landscape. Hosted by Kim Lewis Howard, we provide actionable insights and practical strategies for small business owners looking to leverage AI and stay ahead in today’s competitive world.

Information

  • Creator
    Kim Lewis Howard
  • Years Active
    2024 - 2025
  • Episodes
    61
  • Rating
    Clean
  • Copyright
    © Kim Lewis Howard
  • Show Website
    Small Business Big AI

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