Listen
Search conversations that help operators make clearer decisions about AI, systems, leadership, workflows, ownership, and business architecture.
Recent episodes
Somewhere this week a machine picked up a phone and called a business. It asked if they were open. It asked what something costs. It made a decision on behalf of the person who sent it, and then it hung up. There was no missed…
Episode page
$12,000 to build. $350,000 a year saved. One workflow. For one hundred episodes it has been Kim and Hal at thecoffee table. On episode one hundred one, Kim brings in guest: Brandon Hurter, founder and CEO of Pivot180 AI, a…
Episode page
Ninety-nine episodes of telling business owners to build theengine. Then we got on a plane. Kim and Hal spent three days in Venice Beach, California with a group of engineers and mathematicians who build AI-native operating…
Episode page
If your clients discovered that artificial intelligence did 80 percent of the work you charged them for... would they still pay you? Kim asked Hal for the honest answer. She got it: “Some of them wouldn't.” And clients are already…
Episode page
Right now, all over the internet, people are celebrating.Canceling software. Screenshotting the receipts. Posting them like trophies — while the headline floats overhead: “$285 billion in software value... gone.” Everybody thinks…
Episode page
AI didn’t delete the work. It relocated it — andthe new address is inside your head. 95% of AI projects fail. Not because the modelis dumb — because nobody did the capture work first. Enterprises went from 11% to 56% in two…
Episode page
You think you own your business. You log into the CRM, youexport the spreadsheet, you watch the follower count climb — and it feels like ownership. In this Coffee Table Conversation, Kim and Hal make the case that most of it is…
Episode page
You bought the AI to get your life back. So why did it quietly book your weekend? There’s finally a number on it. The Glean Work AI Index (June 2026) found AI gives the average operator about 11 hours a week back — and then takes…
Episode page
Every small business owner is asking the same question rightnow: “Which AI tool should I be using?” Kim Lewis Howard says it’s the wrong question. And she has a better one. In this episode, Kim and Hal make the case that the…
Episode page
What happens when your next customer never calls, never fills out the form, never reads your About page — becausetheir AI agent does it for them? In Episode 93, Kim Lewis Howard and Hal Howard close the Systemized or Squeezed…
Episode page
The businesses pulling ahead aren't bigger. They're leaner. Here's the blueprint. In Episode 92, Kim Lewis Howard and Hal Howard draw the line between reactive lean and designed lean — and showwhat a business actually looks like…
Episode page
Your best clients don’t know how you do it. They just know it works. That gap—between what clients experience and what it actually takes to deliver that experience—is where themost durable competitive advantages are being built…
Episode pageComplete archive
Search the full archive or narrow it by year and topic. Every result opens a permanent, citeable episode page.
Showing all 102 episodes.
Somewhere this week a machine picked up a phone and called a business. It asked if they were open. It asked what something costs. It made a decision on behalf of the person who sent it, and then it hung up. There was no missed…
$12,000 to build. $350,000 a year saved. One workflow. For one hundred episodes it has been Kim and Hal at thecoffee table. On episode one hundred one, Kim brings in guest: Brandon Hurter, founder and CEO of Pivot180 AI, a…
Ninety-nine episodes of telling business owners to build theengine. Then we got on a plane. Kim and Hal spent three days in Venice Beach, California with a group of engineers and mathematicians who build AI-native operating…
If your clients discovered that artificial intelligence did 80 percent of the work you charged them for... would they still pay you? Kim asked Hal for the honest answer. She got it: “Some of them wouldn't.” And clients are already…
Right now, all over the internet, people are celebrating.Canceling software. Screenshotting the receipts. Posting them like trophies — while the headline floats overhead: “$285 billion in software value... gone.” Everybody thinks…
AI didn’t delete the work. It relocated it — andthe new address is inside your head. 95% of AI projects fail. Not because the modelis dumb — because nobody did the capture work first. Enterprises went from 11% to 56% in two…
You think you own your business. You log into the CRM, youexport the spreadsheet, you watch the follower count climb — and it feels like ownership. In this Coffee Table Conversation, Kim and Hal make the case that most of it is…
You bought the AI to get your life back. So why did it quietly book your weekend? There’s finally a number on it. The Glean Work AI Index (June 2026) found AI gives the average operator about 11 hours a week back — and then takes…
Every small business owner is asking the same question rightnow: “Which AI tool should I be using?” Kim Lewis Howard says it’s the wrong question. And she has a better one. In this episode, Kim and Hal make the case that the…
What happens when your next customer never calls, never fills out the form, never reads your About page — becausetheir AI agent does it for them? In Episode 93, Kim Lewis Howard and Hal Howard close the Systemized or Squeezed…
The businesses pulling ahead aren't bigger. They're leaner. Here's the blueprint. In Episode 92, Kim Lewis Howard and Hal Howard draw the line between reactive lean and designed lean — and showwhat a business actually looks like…
Your best clients don’t know how you do it. They just know it works. That gap—between what clients experience and what it actually takes to deliver that experience—is where themost durable competitive advantages are being built…
The AI divide is quietly splitting small businesses in half — and most owners are on the wrong side without knowing it. There is a divide forming in small business — and it is not about who is using AI. It is about how. In this…
What do the CEOs of Lowe's, YouTube, and IAC/Expedia all have in common? They listen — not politely, but strategically. In this Coffee Table Conversation, Kim and Hal break down how listening has quietly become the most powerful…
The distance between what you could do in year one and what you can do in year three is not a measure of how hard you worked. It's a measure of how well you designed. The series finale. In this episode of Small Business Big AI…
Everything your system produces has your name on it. Checkis how you stand behind it. A Tuesday phone call. A gracious client. A citation that didn't exist. In this episode of Small Business Big AI, Kim Lewis Howard and Hal Howard…
A $52,000 sale walked out of Hal's dealership because a four-minute follow-up got buried in Wednesday's chaos. Right now, the same thing is happening to thousands of small business owners. Not with trucks, but with leads of every…
Stop trying to teach your team your taste. Build a system that has taste. Seven people on your team. Every one of them using AI. Productivity is up — but the business is starting to sound like seven different companies. In this…
Most entrepreneurs think the secret to getting better results from AI is writing better prompts. But what if the real problem starts before the prompt is even written? In this episode of Small Business Big AI, Kim Lewis Howard and…
Most small businesses are experimenting with AI tools—butvery few have turned them into systems that actually run the business. In this episode of Small Business Big AI, Kim Lewis Howard and Hal Howard explain why the companies…
"Build a million-dollar business with one AI tool." The pitch is everywhere — and Kim and Hal aren't buying it. In this Coffee Table Conversation, they pull apart the one-person business model honestly: what actually works, what's…
The question isn't whether AI is ready for your business; it's whether you're ready to stop being the engine. The Agentic Shift is here — and most small business owners are experiencing it as anxiety, not advantage. In this…
You don't have a prompting problem. You have a design problem. Most small business owners are stuck at Level One — better prompts, faster outputs, same results. In this episode, Kim and Hal break down the AI Thinking Stack: a…
MIT’s 2026 prediction is blunt: AI becomes invisible. It stops being a feature and starts being how work gets done. When that happens—when AI operates continuously in the background, executing business functions without waiting…
The adoption gap is closing fast. 89% of small businesses now use AI in some capacity—and 78% report efficiency gains. So why does most of it feel like it’s not working? Because the competitive edge in 2026 isn’t about whether you…
Agentic AI is no longer a future scenario. It’s the operational reality of 2026. The market is projected to hit $45 billion by2030, and Gartner predicts 40% of enterprise applications will have embedded agents by year’s end. But…
The shift isn't learning AI—it's building a business where AI can actually contribute. Every founder eventually hits the "2 AM ceiling"—the realization that they’ve built a business that can’t runwithout their constant judgment…
The most important AI skill isn't prompting—it's the sameskill you use with your best employee who doesn't read minds. You’ve seen the ads: "Master the perfect prompt for $497.” But prompting is just a surface-level fix for a much…
AI was supposed to make work easier. For many experienced business owners, it’s doing the opposite. In this episode, Kim Lewis Howard and Hal Howard unpack a frustration they’re seeing everywhere—but almost no one isnaming…
📅 January 27 — Live on LinkedIn Join Kim and Hal live on LinkedIn at 2:00 PM EST as they’re joined by Rob Belfield and Jon Stevens to discuss why most businesses struggle to move from advice to implementation—and what an operating…
Upcoming Event 📅 January 27 —Live on LinkedIn Kim and Hal go live with Rob Belfield and Jon Stevens to dig into the real questions operators are wrestling with right now—no panels, no polish, no platitudes. --- This event is for…
In this episode of Small Business Big AI, Kim and Hal tackle the invisible force holding small business owners back: thePermission Trap — the tendency to wait for someone else’s approval, clarity, or “perfect timing” before moving…
It's 2026. The middle is gone. And if you're still standing there, you're about to get crushed. This is the uncomfortable truth most business owners don't want to hear: AI didn't make business harder—it exposed just how much of…
In this New Year’s Eve episode of Small Business Big AI, Kim Lewis Howard and Hal Howard break down the real storybehind the 2025 layoffs—and why 2026 is quietly creating one of the biggest opportunities we’ve seen in years. This…
What if losing your Big 4 job wasn’t the end of your career… but the moment you finally took control of it? In this episode, we follow Becky, a former Big 4 consultant who went from 60-hour weeks and partner politics to running a…
The $25,000 Binder That Changed Nothing It's 11 PM on a Tuesday. Mike sits alone in his convertedstorage room office, staring at a leather-bound binder with gold embossed lettering: "Five-Year Strategic Growth Plan." He paid…
The consulting world is experiencing a seismic shift, andthousands of Big 4 professionals are being quietly swept into what Kim and Hal call The Great Displacement. In this episode, we break down the real economic and AI-driven…
Is your small business ready for AI—or are you aboutto scale chaos? In this episode, Kim and Hal break down the AI Audit—astrategic 3-question framework that every legacy business must ask before implementing automation, AI tools…
I built an employee yesterday. In 45 seconds. For free. It's scanning commercial real estate in Florida right now. It knows zoning laws, traffic patterns, and lease rates better than any broker I've hired. And I didn't write a…
Ever rolled out an AI tool… and everything seemed tocollapse in real time? Emails firing at the wrong customers. Tasks assigned to the wrong people. Ghost automations waking up at 6:47 AM. Team members confused. You stepping in as…
Are you drowning in AI tools but seeing zero ROI? You're not alone. Every week brings a new "game-changing" AI tool, another LinkedIn post telling you you're falling behind, and more pressure to adopt before your competitors do…
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…
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” —…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
Ever feel like you're stuck doing intern-level tasks in your own business? In this unforgettable, story-driven episode, Kim walks you through a real-life transformation—from administrative chaos and chargeback panic to clarity and…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
Are you still throwing money at Google Ads and hoping forleads? It’s time to stop guessing and start outsmarting. In this episode of Small Business Big AI, host Kim (with co-host Hal) exposes how AI gives small businesses a…
Are you tired of feeling invisible online — no matter how hard you work? You’re not alone. In today's overcrowded digital world, even the best small businesses are getting overlooked, ignored, and buried by the algorithms. In this…
What if the one thing you already know could become the foundation of your next revenue stream? In this week’s episode of Small Business Big AI, we're taking you from lurking on LinkedIn to leading as an AI-powered creator. If…
LinkedIn isn’t just a place to list your job history—it’s one of the most powerful (and underused) growth tools in your small business toolkit. In this episode, Kim and Hal break down the LinkedIn Launchpad, a proven strategy to…
Laid off? Burned out? Tired of waiting for job security to return? In this episode of Small Business Big AI, Kim and Hal reveal how economic chaos + AI innovation = the biggest small business opportunity of our lifetime. You’ll…
Feeling overwhelmed by AI? Like you’re supposed to beusing it—but no one ever explained how? You’re not alone. In this powerful episode of Small Business Big AI, Kim breaks down the one framework every non-technical entrepreneur…
Still spending hours chasing leads, writing content, andanswering the same five customer questions? That’s not hustle—that’s burnout. In this episode, Kim and Hal break down how small business owners can start using AI as a real…
Is your business stuck in the funding maze—constant rejections, ghosting investors, or mountains of paperwork? You're not alone, and there's a better way. In today's game-changing episode of Small Business Big AI, your host Kim…
Regulations are shifting. Costs are rising. Markets are more volatile than ever. 100 executive orders in just three weeks have sent shockwaves through the small business landscape, and if you’re not paying attention, you’re…
Are you feeling the squeeze? Competitors are slashing prices, customers are going silent, and you’re working 70-hour weeks just to stay afloat. If you're a small business owner, entrepreneur, or solopreneur, you already know—2025…
Personalization is no longer a luxury—it’s the expectation. Customers demand experiences tailored to their preferences, and businesses that fail to deliver? They lose customers. But here’s the challenge: How can small businesses…
AI is no longer a futuristic concept—it’s the biggest business revolution happening right now. And here’s the truth: small businesses that embrace AI today will dominate their industries tomorrow. Those who hesitate? They’ll be…
How do you prepare for the unexpected in business? What if you could see market shifts, supply chain disruptions, and economic downturns before they happen—and have a plan in place to pivot with confidence? In this episode ofSmall…
Struggling to keep up with AI? Want to know how small businesses are using it to grow faster and work smarter? In this episode of Small Business Big AI, we break down the three AI strategies every entrepreneur needs: Predict…
Welcome to Small Business Big AI! In this groundbreaking episode, we dive into America’s AI Gold Rush and explore how small businesses can tap into Stargate, a $500 billion initiative, to revolutionize AI infrastructure and unlock…
Change is inevitable—but for small businesses, it’s also an opportunity. In this episode of Small Business Big AI, Kim dives into the strategies, tools, and mindset shifts you need to thrive in an ever-changing world. With the new…
Did you know that most people abandon their New Year’s resolutions by the second Friday of January? It’s called Quitter’s Day, and while it might feel discouraging, it doesn’t have to define your year—or your business goals. In…
In this episode of Small Business Big AI, host Kim dives deep into the pressing realities of economic uncertainty, exploring how small business owners can not only survive but thrive amid change. From rising inflation and…
As the final seconds of 2024 tick away, we’re not just counting down to midnight—we’re counting down to the future. In this special New Year’s Eve episode of Small Business Big AI, hosts Kim and Hal unpack the nine biggest AI…
This special holiday episode of Small Business Big AI reimagines Charles Dickens’ classic tale with a modern entrepreneurial twist! Join host Kim as she follows Adam Small, a weary business owner, on a transformative journey…
Are you ready to take your business to the next level in 2025 without burning out? In today’s episode, we’re diving into the smart strategies that small business owners and entrepreneurs need to scale sustainably. Forget the…
Download the Free Efficiency Checklist: https://entrepreneursredefined.info/signup-6840-1144-9805 --- In this episode of Small Business Big AI, we dive into two critical elements for small business success in 2025: resilience and…
Download the 2025 Vision-Planning Worksheet to follow along with the guided exercises. --- Are you ready to make 2025 your most successful year yet? In this episode of Small Business, Big AI, we’re helping entrepreneurs and…
In this episode of Small Business Big AI, we take a deep dive into Washington’s ambitious new initiative—the Department of Government Efficiency, also known as DOGE—and unpack what it means for small business owners. From…
In this episode, we’re diving into a revolutionary initiative that’s generating buzz: the Department of Government Efficiency (DOGE). Spearheaded by tech visionary Elon Musk and entrepreneur Vivek Ramaswamy, DOGE could essentially…
Are you a small business owner feeling the pinch of economic uncertainty? Well, in today’s episode, Navigating a Divided Economy, host Kim dives into the powerful strategies small business owners can use to not only survive but…
In this episode of Small Business Big AI, Kim and co-host Hal explore how AI is transforming the boating industry, especially after events like the Fort Lauderdale International Boat Show. Discover how AI-driven insights can help…
For the boat show special offer mentioned in this podcast, contact Hal: Howard & Howard Holdings, Inc. [email protected] 561-657-2800 United Yacht Brokers [email protected] 561-657-0064 Also, feel free to contact Kim on…
In this final part of our 3-part series inspired by Oprah's TV special, AI and the Future of Us, we dive deep into one of the most important questions of our time: What does the future hold for human workers in a world dominated…
In this episode of Small Business, Big AI, host Kim dives into the crucial topic of upskilling and reskilling employees to thrive in an AI-driven world. With AI transforming industries at an unprecedented pace, the future of small…
In this episode of Small Business, Big AI, Kim takes us on a journey of preparing small businesses for the future of AI integration. Inspired by Oprah’s recent TV special, “AI and the Future of Us," Kim breaks down the crucial…
In today's fast-paced business world, providing exceptional customer service isn't just for big companies with deep pockets. In this episode of Small Business Big AI, host Kim dives deep into how small businesses can leverage…
In this episode of Small Business Big AI, Kim tackles the next big challenge for entrepreneurs: Systematizing Your Business with AI. Are you feeling like your business is running you, instead of the other way around? Well, it's…
Episode Summary: In this episode, Kim tackles a topic that resonates deeply with many small business owners: overwhelm. Running a business often feels like juggling multiple roles--CEO, CFO, CMO, and even the person responsible…
In the debut episode of Small Business Big AI, host Kim Lewis Howard dives into the rapidly evolving world of artificial intelligence and what it means for small businesses. AI is no longer a tool just for big tech companies—it’s…
No episodes match those filters. Try a broader search.
Guest pitches
Pitch one focused episode idea, the firsthand evidence behind it, and the practical listener takeaway.