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Small Business Big AI

Small Business Big AI
Author: Kim Lewis Howard
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© 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.
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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 & ReferencesDan 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.comSound Effects: https://pixabay.com/sound-effects/
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 TakeawaysComfort 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 CasesQuickBooks — 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 purposeReady 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.comSound Effects: https://pixabay.com/sound-effects/
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 LearnHow 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 adoptionIn 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.comSound Effects: https://pixabay.com/sound-effects/
The deal room is where businesses rise… or collapse.Whether you’re buying a company, signing a lease, or just negotiating with a vendor, the stakes are high — and the old ways of due diligence aren’t enough.In this episode of Small Business Big AI, Kim shares her real-world story of scouting office space for her new AAA agency — and how AI helped her see the red flags before locking into a deal. Joined by strategist Hal, they break down the Predict → Generate → Automate playbookand the Red Flag Radar (Compliance • Customers • Cash), showing how to use AI as a spotlight to expose hidden risks, protect your margins, and make better business decisions.This isn’t about replacing human judgment — it’s aboutamplifying it. And with the tidal wave of Baby Boomer business exits underway, the winners will be those who walk into the deal room with clarity, not chaos.You’ll Learn1. How AI transforms due diligence for acquisitions, leases, and vendor deals.2. The Predict → Generate → Automate playbook for smarter business strategy.3. How to build a simple Red Flag Radar (Compliance, Customers, Cash) to avoid costly mistakes.Ready to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us onLinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. ---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Google changed the rules. SEO is shifting. Here’s howsmall businesses can win before the big brands even catch up.What You’ll Learn in This Episode:Google’s new AI-powered search isn’t just changingvisibility—it’s redistributing it. And small business owners who understand the shift can turn panic into positioning.In this episode of Small Business Big AI, Kim and Hal break down:Why AI Overviews are eating clicks and what that means for your trafficHow to shift from SEO-only strategy to a DiscoveryPortfolioWhy your Google Business Profile is more powerful than everHow to turn one customer win into three surfaces of visibility (Shorts, email, and GBP messaging)The role of AI in amplifying your voice—not replacing itWhether you're a solopreneur, consultant, agency owner,or local brand, this episode will give you a playbook to stay visible, connect faster, and hedge against disruption. Featured Strategy Concepts:“Discovery Portfolio” Framework: Reach, Relationship, RetentionFirst-Mover Advantage in the AI search eraFrom Clicks to Conversations: Redefining what a lead looks likeWhy AI favors authority + authenticity—and how to signal both Tools + Mentions:Google AI OverviewsGoogle Business Profile (GBP)YouTube Shorts / Google ShortsNano Banana + Gemini image toolsIMPACT Framework (Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join ourPrivate Community)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.comSound Effects: https://pixabay.com/sound-effects/
Feeling invisible in a noisy marketplace? You’re not alone. Millions of small businesses are competing for the same customers, but here’s the secret: survival isn’t about going bigger—it’s about getting sharper.In this episode of Small Business Big AI, Kim and Hal reveal how AI helps you stop fighting over scraps in the crowded ocean and start owning your own pond—a hyper-niche where you become the go-to authority.What You’ll Learn in This Episode:The Goldilocks Niche Framework: How to find the market that’s “just right” for your business.AI as Your Insurance Policy: Using AI to spot trends, track conversations, and pivot before the big brands even notice.Micro-Influencers = Mayors of Small Towns: Why they’re more powerful (and cost-effective) than celebrity endorsements.From Idea to Validation: How to test your business concept with AI before spending a single dollar.Why This Matters Now:With tariffs, inflation, and economic uncertainty puttingnearly 40% of small businesses at risk, playing it safe by being “generic” is the fastest road to failure. In today’s market, niching down is survival—and AI is the compass that helps you navigate. Challenge of the Week:Jump into a social media community in your industry. Use AI (even a smart ChatGPT prompt) to uncover one recurring frustration no one is solving. That’s your first step toward finding your pond.Listen If You’re:A small business owner tired of being invisible online.A solopreneur overwhelmed by “do it all” advice.An entrepreneur ready to turn AI into a competitive edge, not another tech headache.🎧 Tune in now and learn how to own your pond, build trust fast, and thrive in a tightening economy.Subscribe & ReviewIf this episode sparked an idea, share it with another entrepreneur who needs it. Don’t forget to hit subscribe and drop a quick review—it helps more small business owners discover how to build their own technology-enabled superpower. Ready to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us onLinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. ---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Tariffs are spiking, supplier prices are jumping, and small business owners are feeling the squeeze. In this episode of Small Business Big AI, Kim and Hal bring Olivia, our solopreneur persona, to the Coffee Table to face a real scenario: what happens when supplier costs jump 30%overnight?You’ll discover how AI isn’t just about working faster —it’s about making your business safer. From spotting storms early, to modeling the financial impact, to acting with clarity, this episode delivers a practical AI playbook for surviving and thriving when margins are under fire.What You’ll Learn:How to use AI tools to detect supplier price hikes before they hit your bottom line.Ways AI can model “what-if” scenarios in seconds(no spreadsheets required).How AI can suggest safer, smarter moves — fromsuppliers to promotions.Why small steps with AI lead to big shifts in business resilience.Don’t just hustle harder. Learn how to think better with AI as your business safety net.Subscribe & Share: Don't miss out on future episodes of Small Business Big AI. Subscribe on Spotify or your preferred platform, leave a review, and share this episode with a fellow entrepreneur who could benefit from AI insights. Ready to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us onLinkedIn or Facebook!Ask us about the IMPACT Framework—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
If you think “someday” is the right time to start your business, think again—someday is here. In this high-voltage episode of Small Business Big AI, Kim and Hal break down why this is the most opportunity-rich moment in modern history for entrepreneurs… and why waiting could cost you everything.From tearing down the old barriers to entry, to automating the busywork that drains your energy, to tapping into high-level expertise once reserved for Fortune 500 giants—this isn’t just about starting a business. It’s about joining a movement. A movement where small, smart, and strategic beats big and bloated every time.By the end, you’ll know how to start turning your ideas into action—fast—so you can step into your technology-enabled superpower and claim your spot in the entrepreneurial revolution. What You’ll Learn in This Episode:The perfect storm that’s making entrepreneurship more accessible—and more profitable—than ever.How AI and automation are bulldozing the old barriers to entry.The most common (and costly) mistakes small business owners are making with AI right now.Why automation of the mundane is the secret weapon for reclaiming your time and energy.How to access big company expertise without the big company budget.The mindset shift that lets you scale without scaling your headaches.Your one-week challenge to join the movement and start building your technology-enabled superpower. Links & Resources Mentioned in This Episode:Connect with Kim on LinkedIn: www.linkedin.com/in/kim-lewis-howard Follow Hal on LinkedIn: www.linkedin.com/in/halhowardHashtag your challenge wins: #SmallBusinessBigAITools to explore for this week’s challenge:o ChatGPT — Content creation, research, automation ideas.o Zapier — Workflow automation for repetitive tasks.o Canva — Fast, AI-powered design.o Otter.ai — Automated transcription & meeting notes. Episode CTA:Your challenge this week: Pick one repetitive task in your business and automate it using AI. When you do, DM Kim on LinkedIn or tag it with #SmallBusinessBigAI. Your win could inspire another entrepreneur to step into their technology-enabled superpower.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Two entrepreneurs. Same resources. Same goals. Verydifferent results.In the final episode of our Mindset & Messaging mini-series, Kim and Hal expose the pivotal mindset shift separating thebusiness owners who scale from the ones who stall. If you’ve been burned out, buried in busywork, or hesitant to fully embrace AI—this episode is your rally cry.Because this isn’t about tech skills. It’s about identity.In this high-impact finale, you’ll discover:Why grit is no longer your greatest asset (and what is)The difference between “chief doer” and “business architect”What it really means to be a technology-enabledentrepreneur in 2025How to build leverage that leads to freedom—notmore complexityThe 4-part framework to scale without burnout This episode will challenge you. Inspire you. And most importantly—it will equip you to lead your business into the AI-powered future with clarity and confidence.Resources & Links:Share the movement on LinkedIn: “I’m building a technology-enabled superpower. Are you?”Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us onLinkedIn or Facebook!Ask us about the IMPACT Framework course—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. If you loved this episode: Leave a review, share it with your fellow business owners, and tag Kim to let her know you’ve joined the movement. Because the future of your business is bigger than you think. And the steps you take today will shape the legacy you build tomorrow.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Feeling behind on AI? You’re not alone—and you’re notfailing.In this episode of Small Business Big AI, Kim and Hal dive deep into the real reason so many small business owners hesitate to adopt AI… and spoiler alert: it's not the tech.It’s fear.It’s identity.It’s the deep emotional friction that comes with changing the way you work, lead, and show up.Through the relatable story of “Mark”—a seasoned business owner stuck in outdated systems—you’ll uncover the silent ways hesitation is sabotaging growth and how micro-actions can build the courage to move forward.You'll learn:Why AI hesitation has nothing to do with intelligence or ambitionThe 3-part “Fear-to-Action Blueprint” to shift from stuck to scalableHow to become a technology-enabled superpowerwithout losing your personal touchThe truth about what separates AI-literate leaders from the rest (hint: it’s not coding skills)This isn’t about tools. It’s about transformation—starting with a single, brave step.Challenge of the WeekFind one task you’ve been doing manually—out of habit orfear—and hand it to AI this week. Then tag us or DM Kim with your story using #AIBraveMove on LinkedIn, X, or Facebook.We’ll share a few of our favorite breakthroughs in next week’s episode! Subscribe + ShareIf this episode gave you clarity, courage, or just a goodlaugh (looking at you, pirate voice AI), subscribe and leave a review. Your feedback helps us empower more small business owners like you to thrive in the AI era.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Welcome to Small Business Big AI! In this powerful third episode of our Mindset & Messaging summer series, Kim and Hal dive deep into the mindset shift every small business owner needs to survive and thrive in the AI era.Are you still stuck wearing the “chief doer” hat — grinding, hustling, and managing every detail? It’s time to trade it forthe “chief architect” hat and start leading like a transformer. This episode exposes the 7 hidden technician traps that cause most AI projects to stall or fail — and shares how to avoid them with city-planner precision. What you’ll learn in this episode:The real reason 70% of AI pilot projects never make a dime — and how to avoid this costly pitfall.Why data quicksand can sink your AI efforts before they even start — plus practical tips to clean up your data and get solid footing.How chasing shiny demos leads to Proof-of-Concept Purgatory — and why budgeting rollout at launch is your secret weapon.The Talent Illusion: Why weekend YouTube tutorials won’t cut it and how to onboard AI talent withoutbreaking the bank.The costly Trust Gap—what happens when AI mishaps destroy customer confidence and how transparency can save your reputation.How to build governance and cyber defenses tailored for small businesses without drowning in red tape.The financial trap of vendor lock-in and cloud costs — and strategies to keep your AI infrastructure flexible and affordable.The critical Credibility Cliff—why one PR blunder can topple your entire AI skyline, and how to prepare for rapid recovery.Why you can’t afford to miss this episodeIf you’re still firefighting, buried in data chaos, or chasing the latest shiny AI tools without a clear plan—this episode is yourwake-up call. Kim and Hal bring the tough truths, practical solutions, and real-world stories (including Jordan’s journey) to help you build an AI strategy that’s scalable, sustainable, and profitable.Resources & Links MentionedLearn more about Kim’s signature IMPACT Framework and how it can guide your AI journey: DM us on LinkedIn or Facebook!Book a 15-minute AI strategy session with Hal — limited availability to help you blueprint your next quarter: DM us on LinkedIn or Facebook!YouGov U.S. National Trust in AI Survey, 2025eloitte “Gen-AI Risk Landscape” Report, 2025---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
The AI era isn’t coming. It’s here—and it’s already rewriting the rules of business. So, the question isn’t if you should adopt AI—it’s how fast your competitors already have. In this episode, Kim and Hal cut through the noise to reveal what’s actually happening behind the scenes for small business owners in today’s AI-driven marketplace. ✅ Feeling overwhelmed by AI hype?✅ Wondering how to stay competitive without losing your soul?✅ Curious how real small businesses are using AI right now to gain an edge?This episode is for you.In This Episode:Why “AI won’t take your job, but someone using it will” isn’t just a clever line—it’s a hard truthA hilarious (and disturbingly accurate) cameo from our Sassy AI co-host 👀What Gary Vee says about search, disruption, and the real edge: human spiritHow vibe coding is unlocking custom tool creation—no dev team required300 million jobs disrupted? What that really means for solopreneurs and foundersThe 3 future-proof skills every entrepreneur must develop in 2025Introducing the Small Business Transformation Model (SBTM)How to stop chasing shiny tools and start using AI strategicallyPLUS: 3 rapid-fire power moves to test AI in your business this week Featured Framework: SBTMThe Small Business Transformation Model isn’t just another acronym—it’s your new AI-powered playbook. From mindset shifts to automation audits, this 5-step model helps small business owners build systems that scale.✳️ Want a guided walkthrough? Email Howard & Howard Holdings, Inc. Mentioned:Gary Vaynerchuk on AI search and intuitionMarc Andreessen’s “Vibe Coding” and the end of technical gatekeepingGoldman Sachs report on job displacement & AIPrompt engineering & the rise of AI communication rolesCurrent trends: layoffs, college enrollment drop, skilled trades boom 🎓 NEW: Learn to Talk to AI Like a ProWant to master prompt engineering without needing acomputer science degree? Enroll in Kim’s signature course: "From Overwhelmed to Empowered" Learn the IMPACT Framework and how to use AI to reclaim your time, sharpen your strategy, and grow your business. 👉 Request to Join our Private Community Love the Show? Here’s How to Support:Have a question or an AI success story? DM us on LinkedIn or Facebook!Share this episode with a fellow entrepreneur; Tag us @SmallBusinessBigAI on LinkedIn; DM Kim your #1 AI challenge and she just might feature your question in an upcoming episode Episode Quote to Share:“AI won’t replace you. But someone using AI—strategically, intentionally, creatively—absolutely will.”---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Feeling overwhelmed by your business—but too busy tofix it? This episode is your wake-up call.In today’s can't-miss conversation, Kim and Hal take on one of the most glorified lies in entrepreneurship: that hustle alone is the secret to success. Spoiler alert—it’s not. In the age of AI, grit without leverage leads to one destination: burnout.You’ll hear:Why “working harder” is no longer enough—and what smart business owners are doing insteadThe hidden dangers of hustle culture (and how it turns entrepreneurs into bottlenecks)The true cost of being “too busy” to implement AIA raw, relatable story of one small business owner stuck in survival modeHow to spot the moment your grind starts working against youThe first two steps of the IMPACT Framework for transforming burnout into breakthroughWhy your identity as a hustler may be the #1 thing holding your business backSimple, practical ways to start using AI today—without getting overwhelmed Whether you’re a solopreneur juggling a dozen roles or asmall business owner scaling fast, this episode will challenge how you work—and inspire a smarter, more scalable future.Who This Episode Is For:Entrepreneurs feeling exhausted, stuck, or overwhelmedFounders and consultants still doing everything manuallySmall business owners curious about AI but unsure where to startAnyone clinging to the grind—and secretly wondering if there’s another way Ready to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us on LinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. Listen Now If You’re Ready To:✅ Stop confusing 'busyness' with business✅ Reclaim your time, energy, and strategic focus✅ Turn burnout into breakthrough✅ Finally use AI to scale—without losing control---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/Loved this episode? Share it with a fellow founder who’s stuck in hustle mode.
Are you future-proofing your business—or just hopingfor the best?In the final chapter of our 3-part Human-AI Harmony Revenue Playbook, Kim and Hal expose the hard truth most entrepreneurs are avoiding: AI isn’t coming—it’s already here. And it’s about to decide who grows... and who gets left behind.In this episode, we go beyond AI tools and into strategy—showing you how to build an “always-on” innovation engine that keeps your business ahead of market shifts, customer trends, and the competition. You’ll learn why small businesses that wait for the “perfect moment” are quietly becoming obsolete—and how to become the technology-enabled superpower your industry didn’t see coming.In this episode, you’ll discover:What it really takes to future-proof your business in the AI eraThe 3-phase AI Innovation Loop: Insights → Experimentation → OptimizationHow to identify and eliminate “innovation bottlenecks” in your businessReal-world trends showing how AI is reshaping small business across industriesWhy inertia—not competition—is your biggest threat right nowHow to leverage AI for franchise growth, solopreneur agility, or service-based scalingA mic-drop reality check from our AI Assistant: “Stop asking if AI is for you. Start asking how you’ll use it to win.”Perfect for:Small business owners, solopreneurs, franchise founders, consultants, and creators who want to:✅ Stay relevant in an AI-driven economy✅ Turn overwhelm into strategy✅ Build a resilient business that adapts and scales with confidence Listen if you’re wondering:“Is my business falling behind with AI?”“Where do I even start if I’m not a tech person?”“What are others in my industry already doing with AI tools?”“How can I get an edge without hiring a whole data team?”Action Step from Kim & Hal:This week, identify one recurring bottleneck in your business—and spend 30 minutes exploring how AI could automate or simplify it. Small moves. Big momentum.Ready to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us onLinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. 🎵 Available on Apple Podcasts, Spotify, YouTube, and all major platforms.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Are you spending all your energy chasing new customerswhile quietly losing the ones who already said yes? This week on Small Business Big AI, we’re exposing the hidden profit lever too many entrepreneurs ignore: retention.Spoiler: It’s not about sending another “we miss you” email. It’s about building unforgettable customer experiences—and AI is the secret weapon.Whether you’re a solopreneur trying to keep up or a growing team juggling a million tasks, this episode gives you the exact playbook to:✅ Predict customer churn before it happens✅ Deliver “Surprise & Delight” moments that feel personal, not automated✅ Use Segment-of-One marketing to make every customer feel like your VIP✅ Create a retention flywheel that compounds loyalty into long-term revenueIn this episode, you’ll hear:How AI can trigger perfectly-timed outreach that builds trust—not just clicksThe spicy truth from our AI Assistant on why you’re “leaking value”Simple steps even a one-person business can take to start using AI right nowWho should listen:Small business owners and founders feeling stretched thinEntrepreneurs ready to scale without losing their soulCoaches, consultants, retailers, and service providers looking to create real customer loyaltyAnyone tired of the “growth at all costs” mindsetKey takeaway:“Retention isn’t sexy—but it’ll make you rich. And AI isn’t replacing your human touch—it’s amplifying it.”Challenge of the Week:Review your last 10 customer interactions. What’s one moment you could’ve handled better with AI in your corner? Then choose one tool—CRM, automation, or even a smart prompt—and start building that unforgettable experience. Resources and Mentions in This Episode:AI-powered CRMs (like HubSpot)Custom prompts in ChatGPT to personalize outreachCRM automation features for “Surprise & Delight” campaigns“AI Just Beat Google at Its Own Game: The State Of AI& Tech In 2025” | GaryVee South Park Commons Q&A; https://youtu.be/pKuOAv1UiPA?si=FZlAeovXwxOlDfmXSegment-of-One email triggers based on behavior; “Segment-of-One Marketing” | Boston Consulting Group; https://web-assets.bcg.com/img-src/Segment_of_One_Marketing_Jan1989_tcm9-139613.pdfReady to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us on LinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. ---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
What if you could walk into a sales conversation already knowing your customer’s fears, desires, and unspoken objections?In today’s fast-paced, AI-driven world, most small business owners are still guessing. But the ones who are winning? They're selling with insight—not instinct.In Part 1 of our 3-part “Human-AI Harmony” series, Kim and Hal pull back the curtain on how AI can supercharge your human connection—without sacrificing authenticity. This isn’t automation for automation’s sake. This is about building trust, driving revenue, and transforming your business into what we call a technology-enabled superpower.Whether you're a solo entrepreneur, franchise operator, or seasoned business owner, this episode will change the way you think about sales, psychology, and the future of customer connection. In This Episode, You’ll Learn:How to decode human sales psychology with AI-powered insightThe 3-phase AI-Driven Empathy Map that transforms guesswork into guided connectionWhy using AI isn’t “cheating”—it’s competitive leverageHow to personalize sales at scale without sounding roboticThe #1 mindset shift that separates struggling sellers from top closers Memorable Moments & Quotes:“You’re not being replaced by AI. You’re being outperformed by the business owner who’s using it better.” – Hal“This isn’t just an upgrade. It’s a total system reboot.” – Kim“AI handles the data. You bring the empathy. That’s the future of sales.” – AI Assistant (via ChatGPT 😏) Ready to Take Action?Join the AI Insiders Community for Exclusive Tips & Resources → Request to Join our Private CommunityHave a question or an AI success story? DM us on LinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. Subscribe & Share:If this episode made you rethink your sales strategy (or sparked a few “aha!” moments), don’t keep it to yourself. 👉Subscribe, share with a fellow entrepreneur, and leave a review—it helps more small business owners discover the AI edge they didn’t know they needed.---Tune in next week as we discuss "The 'Unforgettable' Customer Journey: Building Loyalty & LTV with AI's Human Touch"We’ll focus on actionable business models & customer retention.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Is your business growing… but your customer loyalty shrinking? Are you worried AI will make your brand feel robotic, transactional, or cold? In this episode of Small Business Big AI, Kim and Hal reveal how to turn artificial intelligence into your secret weapon for human connection at scale.Discover how small businesses are using AI tools like Google Alerts—not for automation alone, but to listen better, remember smarter, and create moments that make customers feel deeply seen. Inspired by the legacy of Cheers, this episode offers a refreshing take on scaling without losing your soul.Whether you’re a founder, solopreneur, or scaling teamleader, this conversation will show you how to transform tech overwhelm into connection superpowers. What You’ll Learn:What the “AI Cheers Effect” is—and how it changes the loyalty gameHow to use AI to proactively sense disconnection before it costs youThe “listening system” you can build in under 20 minutesHow small AI tweaks (like Google Alerts + smartfilters) drive big relationship ROIWhy scaling intimacy is your unfair advantage in the age of automationWhat Moonshots and All-In Podcast say about AI’s future—and what it means for YOU Episode Highlights:“AI doesn’t replace relationships—it reveals the onesyou’re about to lose.”“You don’t need more tools. You need more touch.”“The most powerful AI tool in your business… is still you.” Perfect For:Small business owners scaling customer relationshipsEntrepreneurs overwhelmed by AI hype but hungryfor real strategiesService-based businesses looking to personalize at scaleBrand builders, marketers, and founders aiming to grow without losing trust Resources Mentioned:Google Alerts Set-up Tips → https://support.google.com/websearch/answer/4815696?hl=enExponential Mindset by Peter Diamandis; https://youtu.be/zpw64xIlgJ0?list=TLGGjZSH0_qosLMwMTA2MjAyNQAll-In Podcast – AI Doom vs Boom episode; https://youtu.be/O_AfZ6J0ToE?list=TLGGB_JgYcJODAgwMTA2MjAyNQJoin Our Insider List for AI tools, prompt packs & behind-the-scenes → Request to Join our Private Community Subscribe + ReviewIf this episode helped shift your mindset or sparked newideas, please subscribe, leave a review, and share it withanother entrepreneur who’s navigating AI. Every listen helps us reach more small businesses ready to become technology-enabled superpowers. ---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.com Sound Effects: https://pixabay.com/sound-effects/Jazz Music (Whiskey Bar Restaurant Casino BackgroundIntro Theme) Music by <a href="https://pixabay.com/users/backgroundmusicforvideos-46459014/?utm_source=link-attribution&utm_medium=referral&utm_campaign=music&utm_content=263181">MaksymMalko</a> from <a href="https://pixabay.com//?utm_source=link-attribution&utm_medium=referral&utm_campaign=music&utm_content=263181">Pixabay</a> Chicago Shuffle Blues Music by <a href="https://pixabay.com/users/juliush-3921568/?utm_source=link-attribution&utm_medium=referral&utm_campaign=music&utm_content=3912">JuliusH.</a> from <a href="https://pixabay.com//?utm_source=link-attribution&utm_medium=referral&utm_campaign=music&utm_content=3912">Pixabay</a>
Tired of working late nights and still feeling behind?What if your most reliable employee didn’t sleep, didn’t complain, and didn’t need payroll?In this episode of Small Business Big AI, Kim and Hal reveal how 117,000 solo entrepreneurs hit $1M+ in revenue last year—without hiring full-time staff. Their secret? A team of AI employees that clock in when they clock out.Whether you’re a solopreneur, consultant, service-basedbusiness owner, or launching a new venture (like a hypothetical insurance agency in Florida 😏), this episode hands you the tactical AI playbook for working less and earning more—without getting buried in tech overwhelm.In This Episode, You’ll Discover:✅The truth about the "Second Shift"—and how it's quietly sabotaging your business growth✅Why most social posts flop (and the AI-powered tactic that triples engagement)✅How to stop being invisible online with a 15-minute hyper-local content hack✅The secret to writing outreach messages that actually get replies—without sounding spammy✅How to hire your first 5 AI employees using no-code tools, feedback loops, and smart delegation✅Real stats, real examples, and a blueprint for building a $1M solo enterprise Tools + Prompts Mentioned:🧪 Quick-Win ROI Lab #1:“What five questions do people in [your city] ask when hiring a [your service]?”Follow-up: “Write a 150-word answer to question #1, optimized for local search.”🧪 Quick-Win ROI Lab #2:“Summarize this week’s Reddit and LinkedIn posts about[pain point].”Follow-up: “Give me one myth-buster, one 60-sec tip, and one question post idea.”🧪 Quick-Win ROI Lab #3:“Based on this LinkedIn About section and recent post, what 3 talking points could start a personal outreach message?” Perfect For:Small business owners overwhelmed by AI and digital noiseSolopreneurs who want to scale without hiringCreators, coaches, and consultants seeking smarter client acquisitionEntrepreneurs building asynchronous, freedom-first businessesFounders exploring tools like ChatGPT, Gemini, Claude, Zapier, and Make Resources & Links:OpenAI + Jony Ive Acquisition Explained (video)Microsoft Build 2025 Keynote (video)Google I/O Conference AnnouncementsIMPACT Framework Course – Get AI fluent, fastJoin the Small Business Big AI Community on LinkedIn🎧 Hit Play If You’re Asking:“How do I use AI to save time, not waste it?”“What’s the fastest way to improve visibility and engagement?”“Can I really run a lean, scalable business with no full-time staff?”“How do I hire AI employees without writing a line of code?” Follow + SubscribeLove what you heard? Don’t miss an episode. 👉Tap Follow on Spotify, Apple Podcasts, or your favorite player.Leave a review, share with a friend, and help more small business owners build a smarter future—one AI-powered step at a time.---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Buy a business. Skip the struggle. In this episode, we reveal why more entrepreneurs are choosing to acquire established businesses instead of building from scratch—and how AI gives you a massive edge every step of the way.Host Kim Lewis Howard and business strategist Hal Howardunpack one of the biggest opportunities of 2025: buying a small business instead of building one from scratch. With millions of Baby Boomer-owned businesses hitting the market and AI leveling the playing field, the smartest move you can make might not be launching—it might be acquiring. Whether you’re a solopreneur, a time-strapped founder, ora corporate escapee ready to own something real—this is your playbook.In This Episode, You’ll Learn:Why over 12 million small businesses are projected to change hands—and how to spot the right one for youThe emotional dynamics most buyers completelyoverlook (and how to win the trust of retiring founders)A 5-step roadmap to buying your first business—without getting burnedHow AI tools can help you with due diligence, SOPs, negotiation, and integrationReal-world insights from Hal’s current deals + acandid story from Kim’s own family business succession 🤖 AI Tools + Tactics Mentioned:Using AI to analyze P&Ls, detect red flags, and speed up financial due diligenceHow ChatGPT, Gemini, or Claude can help draft SOPs, Letters of Intent, and even prep for negotiationsPrompts that save hours—and thousands—in consulting and legal fees Who This Episode Is For:Small business owners looking for their next growth moveSolopreneurs and consultants exploring acquisitionAspiring entrepreneurs ready to skip the “startup struggle”Tech-curious founders eager to turn AI into a strategic edgeAnyone who’s ever thought: “There has to be a smarter way to build wealth.” Let’s Keep the Conversation Going:What kind of business would you buy if you had the right tools and roadmap?DM Kim or Hal on LinkedIn. Or comment here onthe platform.Join the AI Insiders Community for informationregarding the IMPACT masterclass → Request to Join our Private CommunityHave a question or an AI success story? DM us on LinkedIn or Facebook!Ask us about the Small Business Transformation Model (SBTM)—a simple, step-by-step framework designed for business owners → Email Howard & Howard Holdings, Inc. 🎧 Subscribe + Review:If you enjoyed this episode, tap “Follow” on your favorite podcast platform so you never miss a drop of strategic wisdom. And if today’s show shifted your thinking, leave us a review—it helps us reach more entrepreneurs like you. ---Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/
Tired of the daily grind stealing your time and sanity? 😩What if you could tap into a hidden superpower that's quietly transforming even the MOST old-school industries... like insurance?! On this episode of Small Business Big AI, host Kim and strategist Hal reveal the surprisingly simple AI strategies adopted by insurance giants that YOU can use RIGHT NOW to slash chaos, boost cash flow, and seriously upgrade your customer experience.Stop drowning in tedious tasks! We're spilling the secrets on how AI can automate the boring stuff (yes, even for solopreneurs!), make your customers happier, and give you a competitive edge without needing a tech degree or a massive budget.If you're a small business owner, solopreneur, or entrepreneur feeling overwhelmed by tech or just curious how AI actually works in the real world, this episode is your wake-up call! Learn the 4-step AI blueprint built for busy people and the crucial "watch-outs" to avoid costly mistakes.In this episode, you'll discover:Why the INSURANCE industry is your unlikely AI role model. (Seriously, they're crushing it!)How to identify the RIGHT tasks to automate with AI to instantly free up your time (Hint: Start with the stuff you HATE). User-friendly AI tools that are shockingly simple to use – no coding required!How AI can actually make your customer interactions MORE human and personalized.The critical risks of using AI without oversight and how to protect your business (PLUS, a wild insurance liability clause you NEED to know!). Your simple 4-step blueprint to start using AI strategically, even if you think ChatGPT is a rapper.Real-world examples of small businesses getting HUGE wins with basic AI tools. Ready to go from overwhelmed to empowered? Tune in now!Please remember to:Subscribe to Small Business Big AI on your favorite podcast platform! ✅Leave a review – it helps us reach more entrepreneurs like you!Share this episode with a friend who needs to hear this! Let's turn that chaos into cash flow!--- Music Credit: “I Am with You” by Dream Cave; EpidemicSound via iStock.comSound Effects: https://pixabay.com/sound-effects/