AI for Business Podcast
AI for Business is the podcast where founders, creators, and business leaders learn how to actually use AI to grow, scale, and stay competitive. Hosted by Francis Ablola and Brian Hanson co-creators of AI for Business, you’ll get behind-the-scenes access to private interviews, expert conversations, and tactical playbooks from industry leaders using AI to drive real results. Whether you’re a startup owner, agency leader, content creator, or operator, this show breaks down what’s working right now in marketing, operations, product, and growth all powered by AI. New episodes weekly featuring founders, investors, SaaS executives, and creators who are building smarter, faster, and better with AI.
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E21: $300K in Sales with Zero Ad Spend with The Infinite Feed Method with Bernard Ablola
11/14/2025
E21: $300K in Sales with Zero Ad Spend with The Infinite Feed Method with Bernard Ablola
In this high-energy episode, I’m joined by entrepreneur and systems expert Bernard Ablola, who breaks down his powerful “Infinite Feed Method”—a simple, scalable system to generate a year’s worth of lead-generating content on LinkedIn in just 30 minutes per week. We get into the real reasons most people fail on LinkedIn, the emotional side of authentic content, and how to turn your voice into a high-leverage marketing asset. Bernard doesn’t just talk theory—he shares real tools, numbers, and frameworks that are helping his businesses generate millions of views and thousands of leads… all on autopilot. Timeline Summary [0:00] – Introduction [1:04] – Why LinkedIn is the most underrated marketing platform in B2B [2:19] – Posting once a week = top 1% visibility on LinkedIn [3:38] – How Bernard schedules content through 2026 in just 30 minutes/week [5:44] – Why most LinkedIn strategies fail (and how to fix them) [6:34] – The story that changed everything: “I’ve seen your videos…” [8:57] – Subscriber counts don’t matter—here’s what does [10:15] – Breaking down the content system: emotional storytelling + strategic assets [13:28] – How authenticity increased Bernard’s energy (and his results) [15:46] – Jab, jab, jab… then right hook: the content rhythm that converts [17:31] – Why carousels and B-roll videos are a content creator’s secret weapon [20:12] – Bernard’s $300K free ad strategy—using just B-roll and voiceovers [22:54] – The biggest mistake in outsourcing too early [23:24] – “You don’t rise to your goals—you fall to your systems” [24:49] – Building team support as leads scale [25:45] – Capturing ideas on the go using Apple Notes + ChatGPT [27:25] – How to turn one video into ten: Bernard’s content multiplication method [29:22] – Becoming a “local celebrity” with hyper-targeted LinkedIn awareness [30:26] – $180K in sales last month using this content system Five Key Takeaways Consistency beats complexity – Posting once a week can put you in LinkedIn’s top 1%. You don’t need followers—you need a system – Build emotional, authentic content that earns attention. Repurpose like a pro – One video can become 10+ assets with the right structure. Start before you outsource – Find your voice before you hand it off to a team. Content = leverage – The right post can drive sales, build authority, and attract your dream clients—without chasing. Links & Resources Download Bernard’s Infinite Feed Method & Slides – https://bernardablola.com/infinitefeed Smarts Click Systems – https://smartclick.systems LinkedIn: https://www.linkedin.com/in/bernardablola Tools Mentioned: ChatGPT – https://chat.openai.com Descript – https://www.descript.com Vista Social – https://vistasocial.com Canva – https://www.canva.com DuckSoup – https://www.ducksoup.com If this episode inspired you to take content seriously and systemize your growth, be sure to rate, follow, and review AI for Business. And share it with a fellow founder who’s ready to stop chasing and start attracting.
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E20: Using Automation to Buy Back Time For Your Business with Joe Zapian
11/07/2025
E20: Using Automation to Buy Back Time For Your Business with Joe Zapian
In this episode of AI for Business, I sit down with Joe Zapian, founder of Smarts Click Systems and the man behind hundreds of automations that are changing how entrepreneurs reclaim their time. Joe’s journey is as wild as it is inspiring—he’s held 32 jobs (including firefighter and skydiver), lived out of a Lincoln Town Car, and now works with clients like Daymond John to help them streamline everything. Joe breaks down his CLEAR Framework—Clarify, List, Evaluate, Automate, Refine—and explains how anyone, regardless of tech skills, can start using automation to eliminate the work they hate. We also talk about where automation doesn’t belong, how to avoid “shiny object syndrome,” and why clarity always comes before complexity. Timeline Summary [0:00] – Introduction [1:03] – Joe’s story: From car seats to C-suites [2:34] – 32 jobs later: What Joe learned by refusing to settle [3:55] – What automation actually means (it’s not just tech) [5:19] – Defining your business in one sentence: Why clarity matters [6:45] – The CLEAR Framework: Joe’s system for sustainable automation [8:27] – APIs, iPaaS, and app connections—made simple [10:14] – Not everything should be automated: Where humans still win [11:59] – “Intentional obsolescence” and building for change [13:40] – Automation as a path to freedom, not just efficiency [15:22] – Joe’s personal transformation and what success looks like now [17:04] – Final advice: How to quit the work you hate—starting tonight Five Key Takeaways Automation = freedom – It’s not about code; it’s about control over your time. Clarity comes first – If you can’t define what you do in one sentence, you’re not ready to automate. Start simple, scale smart – The best automations solve tiny, repeatable problems. You are the bottleneck – Reclaim your time by removing yourself from unnecessary steps. Don’t automate just to automate – Some systems are better left human. Links & Resources Smarts Click Systems – https://smartclick.systems/aiforb Automate 90 with Joe – https://automate90.com Follow Joe on Instagram – https://instagram.com/joezapian If this episode helped you see what’s possible with automation, rate, follow, and review AI for Business. And share it with a business owner who’s doing too much of what they hate—and ready for a smarter way forward.
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E19: How to Reprogram Your Mind and Move with Purpose
10/31/2025
E19: How to Reprogram Your Mind and Move with Purpose
In this power-packed episode, I sit down with transformation expert Patrick Precourt to tackle one of the biggest barriers to growth: our own belief systems. Patrick brings the heat as he unpacks the psychology of change, the hidden costs of inaction, and how AI can be a catalyst for lasting personal and professional transformation. This isn’t just motivational fluff—it’s a call to action. You’ll hear how limiting beliefs are formed, how they show up in our businesses, and the simple framework to replace them with empowering truths. Whether you’ve ever thought “I’m too old,” “It’s too late,” or “I don’t have what it takes,” this episode gives you the exact process to rewrite that internal narrative and build momentum with the help of AI. Timeline Summary [0:00] – Introduction [1:09] – Why most of us quit on our goals—and how to stop [1:48] – The three-step belief reset process: Awareness, New Belief, Action [2:23] – Why we can’t outperform our belief system [4:36] – Understanding mindset as a symptom of beliefs [6:04] – The “Be, Do, Have” model of transformation [6:22] – Why taking action is the only way to make new beliefs real [8:20] – Common limiting beliefs around AI (and how to rewrite them) [10:44] – Reframing time: you don’t manage time—you manage choices [13:47] – The real reason we don’t finish what we start [15:02] – Transformation vs. change: why most goals don’t stick [17:13] – The cost of staying the same is often the opposite of what you want [18:50] – Your new IQ: the speed of implementation [20:26] – The power of acting with courage—even when you’re scared [21:52] – Victim mindset vs. growth mindset in business [23:01] – 5 core belief blockers: fear, self-doubt, stress, isolation & more [27:02] – Breaking the cycle of distraction, decision fatigue, and anxiety [30:06] – The uncomfortable truth: comfort is the enemy of growth Five Key Takeaways: Beliefs dictate behavior – You’ll never outperform the identity staring back at you in the mirror. Mindset is a symptom – If you want a new mindset, you must first rewrite the beliefs it’s built on. AI amplifies, not replaces – It bridges the gap between your wisdom and your next level of execution. Time is a choice – You don’t lack time—you’re choosing where to put your energy. Transformation is identity shift – Real change happens when you become someone new, not just act differently. Links & Resources Connect with Patrick Precourt – https://patrickprecourt.com AI for Business – https://aiforbusiness.com If this episode lit a fire under you, be sure to follow, rate, and review AI for Business—and share it with someone who’s ready to drop the old story and build something bigger.
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E18: How We Run a Lean, Scalable Team with AI
10/24/2025
E18: How We Run a Lean, Scalable Team with AI
In this special panel episode of AI for Business, I bring together the powerhouse behind the scenes—our very own AI 4 Business Crew. We break down exactly how we run our business using AI: from content creation to systems, automations, and client fulfillment. If you’ve ever wondered what it looks like to replace entire departments with lean, AI-assisted workflows, this episode shows you the blueprint. You’ll hear from my operations lead, community manager, creative team, and sales strategist as we dive into real tools, real wins, and the lessons we’ve learned building in public. Whether you’re a solopreneur or scaling a team, you’ll walk away with actionable strategies to save time, make better decisions, and grow without adding more people to payroll. Timeline Summary [0:00] – Introduction [1:04] – What it really means to “replace departments” with AI [2:33] – Our #1 value: speed of implementation beats perfection [4:01] – How we built the AI 4 Business Crew from scratch [6:18] – The onboarding process and how new hires train with AI [8:20] – Why we treat AI like a teammate, not just a tool [10:43] – Sales strategies that blend automation with authentic connection [12:58] – Community building and engagement powered by ChatGPT [15:11] – How we use AI for support, customer service, and FAQ content [17:32] – Workflow automations that replace tedious daily tasks [19:08] – SOPs and how AI keeps our documentation alive and evolving [21:00] – The mindset shift from “doing it all” to “delegating to AI” [23:47] – Scaling without burnout: what’s working and what we’d do differently [25:12] – The biggest AI wins we’ve had as a team this quarter [27:40] – Final advice for founders, freelancers, and creators embracing AI Five Key Takeaways AI is your first hire – Start treating AI tools like team members and watch your productivity explode. Speed wins – Perfection is a luxury; getting things out fast is what drives momentum and results. Train your team with prompts – The fastest way to scale talent is by giving them AI-powered playbooks. Build systems, not silos – Use AI to document, automate, and continuously improve your workflows. You don’t need a big team—you need a smart one – AI lets small teams punch way above their weight class. Links & Resources AI for Business – https://aiforbusiness.com ChatGPT – https://chat.openai.com Claude by Anthropic – https://claude.ai Descript – https://descript.com Notion – https://notion.so Make (formerly Integromat) – https://make.com Zapier – https://zapier.com If this episode helped you reimagine what’s possible for your business with AI, be sure to follow, rate, and review AI for Business. And share it with someone who’s ready to build smarter—not just bigger.
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E17: How I Use AI to Market Smarter, Not Harder featuring Chris Moore
10/17/2025
E17: How I Use AI to Market Smarter, Not Harder featuring Chris Moore
In this episode, I take the mic to share something I rarely talk about in depth—how AI has completely transformed the way I approach marketing, business growth, and even burnout. From running over 25 businesses to guiding 40,000+ students, I’ve learned that pressure is part of the game—but AI has become my secret weapon to stay in flow, innovate on demand, and most importantly, scale without breaking. You’ll hear how I built what I call the “Enhanced Conversion Machine,” using a blend of my own knowledge, frameworks from marketing legends like Todd Brown and Alex Hormozi, and my own AI-powered “second brains.” Whether you’re a real estate investor, run a local towing company, or sell direct-to-consumer products like concealed carry handbags, this system can give you a full-funnel marketing strategy—often in under an hour. I even do two live demos right on the spot. Don’t miss this one. Episode Highlights: [0:00] - Introduction [2:16] - Discovering that AI’s biggest value isn’t in doing more—it’s in doing less thinking [3:03] - Using flow state to overcome burnout and unlock daily creativity [4:02] - Why the most powerful word in marketing is “relevance”—not “trust” [5:12] - How the brain’s Reticular Activating System plays into attention and conversion [7:13] - Why generic ChatGPT isn’t enough—and how custom GPTs gave me the edge [8:13] - Feeding legendary marketers’ content into AI to create smarter marketing engines [9:46] - The danger of fragmented marketing and how the Google 7-11-4 rule reveals why most businesses fail to convert [11:34] - Building marketing systems that answer objections and educate before selling [12:15] - What the Enhanced Conversion Machine is—and how it changes the game [14:36] - A live marketing strategy breakdown for a local towing company [25:22] - A second live demo for a boutique business selling concealed carry handbags [34:43] - Email marketing strategies for small business owners who never send emails [44:23] - Founder story emails that emotionally connect with your audience [46:12] - User-Generated Content (UGC) ad scripts that build instant trust and drive clicks [48:11] - Why most leads aren’t ready to buy—and how long-term nurture wins the sale Key Takeaways: Relevance is the true driver of conversions. Forget know-like-trust—what matters is solving the right problem at the right time. Marketing doesn’t have to be manual. By using AI, you can architect campaigns instead of executing every detail. Your prompts shape your results. To get powerful output from AI, you need better input—trained with real thought leadership. Most businesses use fragmented marketing. The Enhanced Conversion Machine solves this by building every step of the customer journey in one system. Lead nurturing is non-negotiable. Most of your potential buyers aren’t ready today—but with the right email sequence and strategy, they will be. Links & Resources: Chris Moore’s company: Concealed by Jenco: PDF research tool: If this episode sparked an idea or gave you a new lens on marketing with AI, take a moment to rate and review the AI for Business podcast. And if you know someone running a business who could use smarter systems, share this episode with them!
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E16: The AI-Powered Print-on-Demand Playbook for Creators and Entrepreneurs with Rachel Rofe
10/10/2025
E16: The AI-Powered Print-on-Demand Playbook for Creators and Entrepreneurs with Rachel Rofe
In this episode of AI for Business, I’m joined by the brilliant Rachel Rofé—serial entrepreneur, print-on-demand pioneer, and master of monetizing simple ideas. Rachel shares how she’s used AI to breathe new life into her passive income streams and teaches exactly how anyone—even total beginners—can use this strategy to make money without inventory, customer service headaches, or burnout. She walks us through how to generate low-risk, high-reward products using AI tools like ChatGPT and Canva, how to find winning niches, and why the “riches are in the niches.” Whether you’re looking for a side hustle, a new business model, or a creative outlet that actually pays, this is a must-listen. Timeline Summary [0:00] – Introduction [1:06] – Rachel’s journey from corporate to 100+ employee business to lifestyle freedom [2:49] – How embracing AI reversed her declining sales curve [4:13] – The mug that started it all (and how it turned into $300/month) [6:02] – “Every design is a buy button”: Scaling with simple product ideas [7:14] – Why print-on-demand is the perfect low-stress business model [9:03] – Netflix and mugs: How Rachel made $518 in minutes from a Gilmore Girls joke [11:14] – Addressing the saturation myth and how to stand out with long-tail keywords [12:29] – The $103B print-on-demand industry and where the real opportunity is [13:17] – How much you can actually make per product (and why that’s enough) [14:07] – Transferable skills: How this model benefits entrepreneurs across industries [16:03] – Niche selection strategies and Rachel’s free 100+ page design list [17:10] – Formulas, prompts, and using ChatGPT to explode product variations [20:01] – Creating visual assets with AI tools like Canva, LoveArt, and more [24:44] – Leveraging trending topics and political moments for viral designs [27:03] – Bulk creation and Rachel’s Canva video walkthrough [28:22] – How to find early buyers using TikTok, Pinterest, Etsy, and even Gen Z [29:13] – Optimizing your product titles and descriptions with GPT for SEO [32:12] – Unique products to try beyond mugs: teddy bears, shot glasses, cutting boards [32:53] – Final inspiration: Add this model to your existing business or side hustle Five Key Takeaways Start simple and scale – You don’t need a huge catalog to get started; one good idea can snowball. Riches are in the niches – Target specific, underserved audiences with personalized products. AI = idea multiplier – Use tools like ChatGPT to break through creative blocks and automate design. Test fast, fail fast, scale what works – Low risk means you can test a lot and double down on winners. This model transfers – Whether you want passive income or to build product lines into your brand, the skills are gold. If this episode sparked some ideas or showed you how AI can make your next income stream easier, I’d love it if you’d share it with a friend. And don’t forget to follow, rate, and review AI for Business—it helps us reach even more entrepreneurs like you.
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E15: Crafting High Converting Video Ads with AI with Kevin Anson
10/03/2025
E15: Crafting High Converting Video Ads with AI with Kevin Anson
In this episode of AI for Business, I sit down with Kevin Anson—video producer, entrepreneur, and content marketing pro—to talk about the mindset, systems, and creativity behind building an AI-assisted business. Kevin has created over 10,000 marketing videos for top brands, and today he shares how he’s using AI to multiply output, reduce cost, and deliver quality content faster than ever. We explore how to overcome perfectionism in content creation, why storytelling still wins, and how AI tools like ChatGPT, Opus, and Descript are helping creators save time without sacrificing authenticity. Kevin also reveals the behind-the-scenes process of scaling his video business and why speed of implementation is now the most valuable skill in marketing. Timeline Summary [0:00] – Introduction [1:06] – Kevin’s early days creating videos for brands like ClickFunnels and Nike [3:11] – The mindset shift from editing videos to building a business [4:44] – How AI is making it easier for creators to produce content consistently [6:28] – Letting go of perfection and why done is better than perfect [7:50] – Tools Kevin uses: ChatGPT, Opus, Descript, and more [10:23] – How to turn long-form content into high-converting short-form clips [12:02] – The power of storytelling and how to make marketing feel less robotic [14:18] – Scaling a team and hiring for creative alignment, not just skills [16:35] – Why video content builds faster trust than written copy [18:08] – Handling burnout and staying creative as an entrepreneur [19:40] – The “let it go” principle that changed Kevin’s productivity [22:07] – Kevin’s advice for creators getting started with AI tools [24:11] – Speed of implementation and how to build momentum fast Five Key Takeaways Done beats perfect – Publishing consistently matters more than tweaking endlessly. AI expands your creative team – Tools like ChatGPT and Opus allow creators to scale without sacrificing quality. Storytelling still wins – Even with all the tech, human connection is what drives engagement and conversion. Delegate the technical, keep the creative – You don’t need to do everything—just the parts that need you. Speed is a skill – The faster you can go from idea to execution, the more you’ll outpace your competition. Links & Resources – Kevin’s official site – AI-powered short-form video creation – Video editing and transcription tool – For scripting and repurposing content – Learn how to scale content creation with AI If this episode helped shift your mindset or simplify your process, share it with a creator or entrepreneur who’s ready to work smarter with AI. And don’t forget to rate, review, and follow AI for Business to stay ahead of what’s next.
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E14: Mastering AI Without Losing Your Voice, Value, or Vision
09/26/2025
E14: Mastering AI Without Losing Your Voice, Value, or Vision
In this keynote episode of AI for Business, I kick off our live three-day event with an honest look at what AI is really doing to the workforce—and how to make sure you’re not left behind. This isn’t about fear; it’s about opportunity. I break down how AI is not replacing people, it’s replacing tasks—and the people who learn how to use it will rise above the rest. You’ll hear stories from behind the scenes: how I created this entire keynote presentation in minutes using AI, why systems matter more than tools, and the three pillars of becoming irreplaceable in the age of AI. I also walk you through a powerful “million dollar notebook” exercise to help you maximize your time and focus at any event. This session is packed with mindset shifts, implementation tips, and a roadmap to stay ahead of the curve. Timeline Summary [0:00] – The fear of job loss and what the AI “godfather” is actually saying [1:12] – What Jeff Bezos, The New York Times, and experts are predicting about AI [2:17] – The pants story and why presenting isn’t about perfection [3:42] – A live celebration for a new baby in the AI for Business family [4:44] – Why this community feels like a reunion and what makes it different [5:07] – The AI danger zone: you’re ahead of the curve by being here [6:22] – Real-life stories of AI curiosity—from the dentist chair to the doctor’s office [7:17] – You’re not being replaced—your tasks are. Here’s how to adapt [9:36] – The AI arms race and why you need to stay ahead with tools and knowledge [10:56] – Becoming an AI expert: the sweet spot between learning and mastery [11:20] – Pillar #1: Systems, not tools—why process beats platforms [13:02] – Pillar #2: Context is king—how to train AI to sound like you [13:53] – Pillar #3: Speed of implementation is your biggest advantage [15:25] – The widening gap between leaders and followers in the AI era [15:52] – Community over competition—why collaboration is your edge [16:34] – Your million dollar notebook: 3 questions that can unlock your breakthrough [19:33] – What to expect over the next 3 days: real training, real tools, real results [20:26] – Closing thoughts and how to use your lunch break to build your network Five Key Takeaways AI doesn’t replace people—it replaces tasks – Learn to use it, and you’ll multiply your value. Systems beat tools every time – It’s not about the latest platform, it’s about building repeatable outcomes. Context is everything – Train AI to know your voice, your business, and your goals. Speed is your superpower – Done is better than perfect, and fast action creates first-mover advantage. Community accelerates success – You don’t have to do this alone. Collaboration is the shortcut. Links & Resources – Tools, training, and community , , [PsyDance] – AI video tools mentioned If this episode opened your eyes or gave you clarity, make sure to subscribe, share, and leave a review. And don’t forget—this is just the beginning. Let’s keep building together.
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E13: How AI Can Make Your Sales People Unstoppable & Build A Sales Machine
09/19/2025
E13: How AI Can Make Your Sales People Unstoppable & Build A Sales Machine
In this episode of AI for Business, I sit down with Doug Dvorak on the Best Seller Podcast to unpack how AI isn’t just a tool—it’s a force multiplier in sales. We talk through how artificial intelligence is completely transforming prospecting, lead qualification, and follow-up—allowing teams to focus on what they do best: closing deals. I share my journey from call center sales to building an AI-driven brand, and explain why AI is not replacing great salespeople—it’s making them unstoppable. If you’re tired of wasting time on low-quality leads or feel like you’re stuck doing repetitive tasks that drain your energy, this episode will show you how to turn your sales system into a well-oiled machine. Timeline Summary [0:00] – Introduction [1:05] – My background in sales, call centers, and the quest for better systems [2:18] – Why AI is the ultimate “loophole” for efficiency in sales and business [4:01] – How AI qualifies leads—reviving dead lists and teeing up closers [5:00] – Bots that sound better than people: why AI beats reps in DMs and text [6:42] – The rise of emotional voice AI and what’s next for sales conversations [9:00] – Lead generation breakthroughs: scraping, outreach, and automation [11:11] – TaskMagic and tools that mimic your workflow to create new systems [12:30] – Using conversation intelligence platforms like Gong and Chorus [15:20] – Tracking competitors and pricing with tools like Kompyte [16:44] – AI lets managers scale sales teams 2–3x without losing control [18:09] – Biggest challenge: mindset shift and getting buy-in from sales teams [21:38] – A case study: reactivating 300K cold leads with AI bots [24:10] – 50% higher webinar confirmations using AI follow-ups [26:03] – Tools that help with scripts, sequences, and cross-platform messaging [28:30] – Personalized AI video messages at scale (BeHuman, Travis AI) [30:18] – How to avoid the “shiny object syndrome” with AI tools [31:09] – Start with the biggest gap in your company—and solve that first [32:01] – Debunking the biggest myths around AI and sales [34:15] – What’s coming: AGI, brain chips, and the speed of innovation [35:33] – The final wake-up call: don’t let your competition outpace you Five Key Takeaways AI is a multiplier, not a replacement – It handles the tasks you hate, so you can close more with less effort. Lead revival is real – AI bots can have thousands of real-time conversations to re-engage cold leads and book more calls. Voice and text AI are leveling up fast – Emotion, tone, and context make AI feel human—and sometimes even outperform reps. Start small, but strategic – Implement AI where your biggest business bottleneck is, not where it’s most exciting. This isn’t a trend—it’s a revolution – Sales organizations that embrace AI now will dominate those that don’t. Links & Resources – Explore our tools and training – Create AI workflows from screen recordings , , – Outreach automations – Competitive intelligence and battlecards , – Conversation intelligence platforms , – Personalized AI video messaging – Ringless voicemails with AI – Background noise removal for remote calls – My go-to AI writing assistant If you enjoyed this episode, please follow, rate, and review the AI for Business podcast—and share it with a team member or friend who’s ready to close more with less hustle.
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E12: The $30K Ad Test That Changed My Career & How AI Makes It Obsolete
09/12/2025
E12: The $30K Ad Test That Changed My Career & How AI Makes It Obsolete
In this high-energy episode of AI for Business, I join Brad Weimert on his podcast to talk about what really drives conversions in today’s AI-powered marketing world. We get real about what’s changed—and what hasn’t—when it comes to crafting messages that resonate with your audience. I share how I went from testing newspaper ads in the early 2000s to now building sophisticated, scalable copy systems using tools like ChatGPT and Claude. We also dig into the deeper side of entrepreneurship, from handling stress as a high performer to how hiring the right people can unlock massive growth. If you’re a marketer, founder, or operator trying to break through plateaus and bring clarity to your messaging, this episode will give you the tools and the mindset to get it done faster—with fewer mistakes. Timeline Summary [0:00] – Introduction [1:14] – How I got my start in marketing through newspaper and radio ads [4:21] – Why today’s AI tools let you test messaging 100x faster than before [7:39] – What never changes in marketing, even with all the tech [10:43] – From freelancer to CEO: The systems I built to scale myself [15:28] – Why most founders struggle to articulate what they actually sell [20:05] – My “$30K ad test” lesson and how it shaped my copywriting [24:40] – Hiring lessons: finding thinkers, not just doers [29:15] – Handling stress and staying sharp in high-performance environments [35:12] – How I use Claude for content and ChatGPT for prompts [41:08] – The overlooked power of research in creating sales copy [45:23] – Why empathy is still the ultimate conversion strategy [51:00] – Scaling fast without burning out or losing your message Five Key Takeaways Old-school principles still win – Empathy, clarity, and testing remain at the heart of great marketing. AI is a speed enhancer, not a replacement – Tools like Claude and ChatGPT help you move faster, but only if you know your customer. Hiring right changes everything – Surrounding yourself with curious, critical thinkers allows your business to scale without losing quality. Stress is a signal – It’s not just about working hard—it’s about aligning your work with your capacity and values. Research drives results – Market data, not guesswork, is what fuels winning copy and scalable offers. Links & Resources – My AI training and resource hub – My go-to tool for writing and outlining – Prompt generation and copy variation – For more interviews with high-performance entrepreneurs If this episode helped you sharpen your marketing game, be sure to rate, follow, and review AI for Business. And don’t forget to share it with a friend or team member who’s ready to scale their business smarter—with AI.
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E11: Why Empathy Beats Algorithms: The Real Secret to Copy That Converts
09/05/2025
E11: Why Empathy Beats Algorithms: The Real Secret to Copy That Converts
In this powerful episode of AI for Business, I sit down with Darby Rollins for a behind-the-scenes preview of my presentation for the upcoming Scale With AI Summit. We talk about one of the most underutilized but essential elements in marketing: empathy. I share how this emotional superpower, when combined with modern AI tools like Claude and ChatGPT, can help you connect with your audience, write better copy, and drive real business results. We dive into my journey from the days of direct mail and radio ads to leading AI-powered campaigns today. I also share the turning point that taught me to never skip audience research, and how you can shortcut years of copywriting experience into usable, profitable content with the right process. If you’ve ever struggled with messaging that just doesn’t land—or if you’re looking to turn raw ideas into revenue—this episode is for you. Timeline Summary [0:00] – Introduction [1:15] – The shift from traditional marketing to AI-enhanced copy and testing [2:44] – How AI helps shortcut 20 years of direct response experience [4:02] – What empathy really means in the context of copywriting [5:10] – Why “understanding your audience” is more than just a buzzword [7:02] – A humbling story about learning from Gary Halbert, the hard way [8:02] – How to speak to problems your customers don’t know how to explain [9:46] – The one outcome you’ll walk away with from the Scale With AI Summit [10:34] – Why Claude is my go-to AI writing tool and how I use it for research [11:15] – Using market data from real comments to write high-impact copy [12:00] – The synergy between empathy-based copy and market research tools [12:40] – How AI helps you speak in your customer’s language—and sell more [13:30] – Final thoughts and how to join us at the live summit Five Key Takeaways Empathy is the missing link – Great copy doesn’t just sound good; it resonates because it feels personal and relevant. Old school meets new tech – My background in direct mail sharpened my instincts—AI now helps speed that process 10x. Research before you write – Knowing your market on an emotional level is what separates mediocre marketing from greatness. Use AI to echo your audience’s voice – Claude and ChatGPT can mirror customer language when you feed them the right data. You don’t need decades of experience—just the right framework – I’ll show you how to use the same process I teach my team to create content that converts. Enjoyed this episode? Please rate, follow, and share AI for Business with someone who’s ready to unlock the power of empathy-driven, AI-supported marketing. Your support helps us grow and continue to bring you next-level content.
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E10: Turning ChatGPT into Your Ultimate Marketing Assistant
08/29/2025
E10: Turning ChatGPT into Your Ultimate Marketing Assistant
In this special edition of AI for Business, I had the privilege of joining Darby Rollins live at the Genius University Summit for a deep dive into AI-driven marketing that actually connects. We go beyond buzzwords to unpack the exact research strategies, audience-building frameworks, and prompt engineering techniques that I’ve used to generate over $50 million in online sales—and teach to my clients and community. During this session, I walk you through how to build an AI-powered marketing research machine using tools like ChatGPT and Claude, so you can speak directly to your audience’s true pain points and desires. Plus, I share the story of how I was humbled in front of my marketing hero Gary Halbert and how that moment transformed the way I do research, write copy, and build offers. Whether you’re launching your first product or scaling to 8-figures, this episode is packed with practical strategies and tools you can implement right away. Timeline Summary [0:00] - Introduction [1:06] - Reflecting on 20 years in marketing and the evolution of direct response [6:12] - How being an introvert pushed me into mastering copywriting [10:41] - A tough lesson from Gary Halbert that changed how I approach research [12:22] - Why empathy is the true superpower of successful marketers [16:19] - The modern shortcut to old-school research: mining reviews, Reddit, and more [20:21] - Favorite tools for scraping and organizing customer insights [24:09] - How to prompt ChatGPT like a seasoned researcher [29:13] - The ChatGPT vs Claude debate: when to use each for best results [36:01] - Creating a style guide that mirrors your audience’s language and tone [43:10] - Writing a high-converting sales letter with the help of AI [47:14] - Generating product ideas based on real audience feedback [54:17] - Turning webinars and sales calls into powerful written content [55:42] - Training virtual assistants to follow this system—even without copy experience Five Key Takeaways Empathy drives conversions – The best marketers don’t just know their product; they deeply understand their audience’s pain, desires, and language. AI should be your assistant, not your crutch – ChatGPT and Claude can streamline research and content creation, but the quality depends on the inputs you provide. Real voices come from real data – Use Amazon reviews, Reddit threads, and YouTube comments to understand exactly how your audience speaks and what they care about. Create style guides based on audience tone – A persona-driven style guide helps keep your messaging consistent, relatable, and effective across all content. Prompts are the new skillset – Learning to engineer great prompts is what separates average AI users from high-performing marketers. If you got value from this episode, don’t forget to rate, follow, share, and review AI for Business. Your support helps us keep delivering powerful strategies and practical tools you can use to grow your business faster with AI. Let me know if you’d like this version tailored for a blog post or email newsletter.
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E9: How to Win Big with AI Tools, Prompts, and Strategies That Work
08/01/2025
E9: How to Win Big with AI Tools, Prompts, and Strategies That Work
In this high-energy, live-recorded episode from the AI for Business Summit in Orlando, I’m joined by my longtime friend and business partner Brian as we dig into the latest AI tools and strategies that are transforming how entrepreneurs operate, market, and scale their businesses. Whether you’re a seasoned pro or just starting to explore AI, this session is packed with insights, live demos, and real-world use cases designed to show you exactly how to stay ahead. We cover everything from building fully functional apps without writing a single line of code, to generating sales proposals in minutes, to using AI as your personal voice assistant, therapist, and business coach. You’ll hear how to unlock new revenue streams, automate tedious tasks, and harness AI as your creative sidekick. This is the era of the button pusher, and in this episode, we show you exactly how to push the right ones. Timeline Summary: [0:00] - Introduction [0:58] - Live intro from the AI for Business Summit in Orlando [2:03] - Agent browsers like Menace are changing the game in real-time AI capabilities [3:27] - How I built a full presentation with AI in minutes using Menace and our super prompt system [4:17] - Meet Yolanda: My ChatGPT voice assistant who knows my life story and helps me stay focused [10:11] - Live roleplay: Selling AI services using voice-to-text features in ChatGPT [14:35] - Real-time language translation with AI during client conversations [18:05] - Inside the AI for Business app: explore 10+ tools from business plans to brand voice creation [22:01] - Generating branded images, ads, and logos with text-to-image prompts [26:35] - Creating unforgettable AI ads with Vo3 and pattern-interrupt content strategies [36:07] - No-code app creation with Lovable: building an entire lead gen app live on stage [43:13] - Understanding MVPs and testing ideas fast with app builders [45:09] - Turning a single prompt into a viral marketing tool with the Super Prompt Generator [50:00] - Publishing your new app and connecting it to a custom domain in minutes Five Key Takeaways: You don’t need to be a tech expert to harness AI. With the right tools, anyone can create content, build apps, and automate workflows. AI voice assistants are more than productivity hacks. They can learn your habits, recall past conversations, and help you navigate life and business challenges. No-code tools like Lovable can build full-stack apps—including websites, quizzes, and lead magnets—faster and cheaper than ever before. AI-generated video ads and branded images are now accessible to everyone, making pattern-interrupt marketing a powerful strategy for social media. Prompts are everything. The quality of your AI results depends on the prompts you give. Use our Super Prompt Generator to stand out like a pro. If you got value from this episode, please rate, follow, and review the AI for Business podcast. It helps us reach more entrepreneurs like you who are ready to scale with AI.
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E8: How We Built a Multi-Million Dollar AI Business from a Facebook Group with Francis Ablola & Brian Hanson
07/25/2025
E8: How We Built a Multi-Million Dollar AI Business from a Facebook Group with Francis Ablola & Brian Hanson
In this behind-the-scenes episode, I sit down with my long-time business partner Brian Hansen to share the real, raw story of how AI for Business came to life. We take you back to our early days—hosting free meetups at local libraries and jamming 90 people into a hotel room to becoming founders of one of the fastest-growing AI education platforms in the world. We open up about the wins, the losses, and the pivotal moments that shaped our journey—from selling used car parts online to building multi-seven-figure businesses in real estate and digital education. You’ll hear how we used nothing but credit cards, a Facebook group, and obsession to launch AI for Business, and how we continue to pivot, build, and stay ahead in this fast-moving space. Episode Timeline & Highlights [0:00] - How a casual happy hour turned into a deep dive into our origin story [2:01] - From library meetups to selling out our first seminar—before we even had a product [4:45] - Leveraging partnerships to build an audience fast [5:34] - Brian’s nervous but unforgettable first time on stage [8:17] - Launching our first mastermind and building a loyal community [9:34] - Why imperfect action trumps perfection every time [12:06] - Creating a lifestyle business that generated hundreds of thousands in profit [14:33] - How a massive company shutdown forced us to rebuild from scratch [17:21] - Real lessons from losing seven figures during the pandemic [20:01] - Why AI presented the ultimate shortcut—and how we seized it [23:53] - Building AI for Business with no external funding or borrowed resources [29:04] - The unique opportunity to become an AI expert in your niche [34:44] - Why events and real-world relationships matter more than ever [41:09] - How the right people and partnerships built the foundation for everything 5 Key Takeaways Start Before You’re Ready – We launched AI for Business without a logo, team, or clear roadmap—just a Facebook group and a commitment to help. Imperfect Action Wins – Our first event wasn’t polished, but it sold out. Taking action before everything feels perfect is key to momentum. Relationships are Everything – From our first business partnerships to speaking opportunities 15 years later, relationships have fueled every major leap. You Don’t Need Expertise—Yet – AI is a wide-open field. If you combine it with your niche, you can become the go-to expert faster than you think. Resilience is Built in the Struggles – Whether it was losing revenue during COVID or getting burned by partners, each setback made us stronger and more focused. If you got value from this episode, I’d love for you to follow the show, leave a review, and share it with a friend or teammate who’s ready to build something big. Your support means everything.
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E7: Building ClickUp from a $0 Budget to a $4B Valuation with Chris Cunningham
07/18/2025
E7: Building ClickUp from a $0 Budget to a $4B Valuation with Chris Cunningham
In this power-packed episode of our Happy Hour series, I sit down with Chris Cunningham, co-founder of ClickUp, the $4 billion AI-powered project management platform. Chris takes us behind the scenes of ClickUp’s explosive growth and shares his no-nonsense strategies for scaling, networking, and leveraging AI to build massive business impact. From grassroots marketing to raising over $500M in funding, this conversation is loaded with entrepreneurial gold. We talk about what it means to lead with value, how Chris overcame a debilitating fear of public speaking, and why he believes in showing up and shipping—even if things aren’t perfect. Whether you’re building a startup, scaling an agency, or just trying to keep your business organized, Chris delivers both inspiration and practical advice to help you move faster and smarter. Episode Highlights [0:00] - Introduction [1:10] - Meet Chris Cunningham, ClickUp co-founder and master connector [2:07] - Joe’s automation genius: Why he’s the best ClickUp + Zapier trainer [3:28] - Why AI is opportunity, not threat—if you’re willing to learn [5:04] - What makes ClickUp the all-in-one productivity tool [6:12] - Competing with giants: How ClickUp disrupted a saturated market [8:05] - Raising $535M: ClickUp’s unique edge that won over investors [9:10] - Funny + bold: How ClickUp’s marketing crushed the SaaS playbook [11:10] - The scrappy moves that gave ClickUp early traction [12:33] - The AppGator tool that turned bad reviews into sales leads [13:27] - What it really takes to push through fear and doubt as an entrepreneur [15:15] - Why resilience, not perfection, is the true key to success [16:07] - The power of giving first and building real relationships [18:09] - The single most overlooked way to get your ideas noticed [20:18] - How Chris turned public speaking from fear into a superpower [22:03] - Tips on building an irresistible brand personality in your content [24:40] - Using short-form content to build long-term business relationships [27:55] - Why most people fail to get their ideas seen—and how to fix it [30:14] - Chris’s thoughts on ClickUp’s biggest missed opportunities [33:02] - The long-term play of community and audience building [36:18] - What Chris is excited about in the AI space right now [38:47] - Behind-the-scenes of running an AI-first business [41:10] - Chris’s playbook for startup founders in today’s tech landscape [44:55] - The one behavior shift Chris recommends to every entrepreneur [47:20] - Why the “ship fast, iterate faster” mentality still wins [49:45] - How to keep your energy and optimism high—even in chaos 5 Key Takeaways Be Scrappy and Ship Fast: ClickUp’s early growth came from prioritizing action over perfection. They pushed updates weekly and welcomed feedback—even when the product had bugs. Leverage AI with Intentionality: Embrace AI as a partner in productivity. Chris urges us to learn the tools rather than fear them—especially when platforms like ClickUp are integrating it daily. Build to Serve, Not to Take: Chris credits his success to focusing on adding value to others before asking for anything in return. That mindset built a powerful, loyal network. Content is Leverage: Whether you’re creating videos that get 200 views or speaking on a stage, consistent visibility in communities can open massive doors. Overcome Fear by Outworking It: From stuttering in childhood to commanding rooms of thousands, Chris proves that fear is beatable—with enough time, practice, and grit. Links & Resources Connect with Chris: chris@clickup.com Enjoyed this episode? Please rate, follow, and leave a review! Share this with someone who’s ready to stop waiting and start building. Let’s grow together.
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E6: The Real ROI of AI & Building Systems That Save Time & Boost Revenue with Joe Zapiain
07/11/2025
E6: The Real ROI of AI & Building Systems That Save Time & Boost Revenue with Joe Zapiain
In this episode, I sit down with Joe Zapiain one of the world’s most sought-after automation specialists to explore the real power of AI and automation in today’s business landscape. Joe isn’t just about zaps and bots he’s about building systems that free people from the grind and empower them to focus on what they love. From working with Shark Tank’s Daymond John to helping a cloak company explode from zero to millions overnight, Joe’s stories are as actionable as they are jaw-dropping. We unpack the difference between flashy automations and the real pain points that quietly hold businesses back, and how solving those can lead to massive gains. Joe also gets candid about what excites him most in the AI world, what truly worries him, and the practical systems every entrepreneur should be thinking about now. Timeline Summary: [0:00] - Introduction [1:45] - Joe’s approach to automation: focus on freedom, not just profits [4:50] - What it’s like building systems for Daymond John’s companies [6:20] - The subtle automations that create the biggest wins [9:56] - How a viral TikTok cloak video led to a multimillion-dollar business [13:00] - Scaling a three-person team to handle massive order volume [18:00] - Automating customer support: returns, complaints, and sales follow-up [20:30] - Why brick-and-mortar businesses might be the real winners in the AI era [23:53] - Joe’s step-by-step client process: blueprint, implementation, ongoing evolution [27:00] - The darker side of AI: how Joe protects his own kids and sees risk growing [34:00] - From McLarens to Zapier: Joe’s unexpected journey into automation [38:00] - Why Joe prefers Zapier over other tools and his blunt take on Asana [42:00] - Real estate, email GPS, and overlooked opportunities in admin workflows [46:00] - Top 3 automation tools Joe uses in nearly every client setup 5 Key Takeaways: Automation is about quality of life – Joe’s core mission is helping business owners get their time back, not just chasing revenue. The biggest wins come from the smallest pain points – Simple automations like reminders or filtering emails can radically shift a business. Validation before creation – Joe shares how his client Chris Claflin validated his entire cloak business with one video before producing anything. Being ‘AI fluent’ is now a job requirement – Knowing how to use tools like Zapier and ChatGPT is no longer optional in modern business. Human connection is the new premium – As AI rises, genuine human interaction and in-person experiences are becoming more valuable than ever. Links & Resources: Joe Zapiain: ClickUp: Zapier: Enjoyed the episode? Don’t forget to follow, rate, and review the podcast. It helps more people discover these insights—and if you found it helpful, share it with someone who needs to hear it!
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E5: Building a Viral Real Estate Brand & AI Secrets with Dolmar & Keisha Cross
07/04/2025
E5: Building a Viral Real Estate Brand & AI Secrets with Dolmar & Keisha Cross
In this episode of the AI for Business Podcast, Brian and I are thrilled to welcome Dolmar and Keisha Cross, stars of A&E’s Zombie House Flipping: Tampa and our brilliant business partners. This lively happy hour conversation dives into how they’ve harnessed AI to build their social media brand, dominate the real estate market, and even land a spot on national TV. We explore how AI can humanize your content, the power of going viral on social, and how strategic relationships can open unexpected doors—like starring in a reality show. Plus, Dolmar shares his raw, inspiring journey from broke college student and balloon artist to multi-million-dollar real estate mogul, while Keisha reveals how she ghostwrites for bestselling authors and how AI is transforming her creative process. Join us for laughs, behind-the-scenes stories, and practical tips on using AI to accelerate your brand, whether you’re a content creator, business owner, or investor. And don’t miss the details about our upcoming Orlando event—it’s already almost sold out! Timeline Summary [0:00] - Kicking off happy hour: meet Dolmar & Keisha Cross from Zombie House Flipping. [2:16] - Updates on our Orlando event—VIP seats sold out, pushing for more availability. [5:44] - Brian introduces Dolmar & Keisha’s impressive backgrounds in real estate and course creation. [9:00] - Keisha shares how she uses AI to craft authentic, human-sounding ghostwritten content. [12:18] - Behind-the-scenes bloopers from filming the show, including Dolmar’s voiceover mishaps. [15:00] - Francis demonstrates creating an AI clone video using 11Labs and HeyGen in five minutes. [20:10] - Dolmar’s journey from balloon artist to a real estate entrepreneur closing over 1,000 deals. [23:31] - How investing in mentorship turned Dolmar’s early failures into a 7-figure breakthrough. [27:00] - Rebuilding the business after COVID by leveraging Instagram, leading to $10M in revenue in 18 months. [31:00] - Strategies for going viral with relatable couples content, including a video with 48 million views. [35:00] - Using AI to script creative content ideas for social media videos filmed in renovated houses. [40:10] - Plans for creating educational videos giving behind-the-scenes flipping tips while raising private capital. [47:13] - Keisha announces she’ll speak on stage for the first time ever at our Orlando event to teach AI-powered course creation. [49:00] - The power of adding value in masterminds and communities, and how relationships led to landing a reality TV show. Links & Resources Dolmar & Keisha’s Instagram: AI Tools Mentioned: and 5 Key Takeaways Humanizing AI Content – AI can create content quickly, but adding emotional nuance is critical to making it connect with real people. Relationships Drive Opportunities – Joining and giving value in masterminds can lead to game-changing introductions and opportunities, like starring on TV. Power of Relatable Content – Short, funny videos rooted in everyday experiences can go viral and attract thousands of followers. Mentorship Multiplies Success – Investing in the right mentors can transform early failures into long-term success and accelerate your path. AI Can Save Time and Scale Branding – Tools like 11Labs and HeyGen make it easy to create videos, clone voices, and generate ideas faster than ever. Closing Remark Thanks for tuning in to this episode of the AI For Business Podcast! If you enjoyed learning how Dolmar and Keisha use AI to grow their brand and business, don’t forget to rate, follow, and review the show. Share this episode with someone who wants to harness AI to transform their business—see you in the next one!
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E4: Mastering Positioning & Captivating Storytelling with 4 Time Emmy-Nominated Producer Brad Holcman
06/27/2025
E4: Mastering Positioning & Captivating Storytelling with 4 Time Emmy-Nominated Producer Brad Holcman
In this episode, we’re joined by Brad Holcman—a four-time Emmy-nominated producer known for hit shows like Duck Dynasty, Intervention, and Zombie House Flipping. Brad pulls back the curtain on the world of unscripted television, sharing his journey from A&E executive to entrepreneur and mentor, and what it really takes to create compelling content that resonates. Whether you’re a content creator, business owner, or just obsessed with storytelling, this conversation is packed with gold. Brad dives deep into the essence of storytelling—why transformation is so addictive, how to craft a memorable hook, and why your unique voice is the most valuable asset you have. He opens up about redefining success, learning to pivot in his career, and the surprising power of podcasts and AI in today’s digital world. Episode Timeline & Highlights [0:00] - Introduction [2:22] - Brad’s journey from TV executive to storytelling entrepreneur [4:04] - Why transformation stories captivate audiences—from homes to human lives [7:32] - What makes someone “TV ready” and how real relationships create hit shows [10:56] - Lessons from Duck Dynasty and the power of authenticity on screen [13:06] - The personal and professional impact of Intervention and getting Emmy-nominated [18:52] - Balancing authenticity and entertainment in reality TV [30:34] - What W-2 professionals need to know about owning their personal brand [34:11] - Why everyone has a story—and how to uncover and share yours [39:02] - The hidden power of podcasting to build trust and scale your business [44:04] - Letting go of a dream: Brad’s pivot from running a network to empowering others [50:24] - The future of creativity: Brad’s take on AI and what it means for content creators Links & Resources Zombie House Flipping on A&E 60 Days In on Netflix Real Advisors AI & Business community Brad Holcman’s daily storytelling insights on YouTube If you enjoyed this episode, please rate and review the podcast, share it with a friend, and follow to stay updated on future episodes. Thanks for listening!
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E3: The Framework for Storytelling That Converts & How Ai Creates Room for Innovation with Jason Feifer, Editor-in-Chief of Entrepreneur Magazine
06/20/2025
E3: The Framework for Storytelling That Converts & How Ai Creates Room for Innovation with Jason Feifer, Editor-in-Chief of Entrepreneur Magazine
In this episode of the AI for Business podcast, I sit down with Jason Feifer, Editor-in-Chief of Entrepreneur magazine, bestselling author, and advisor to early-stage startups. We recorded this conversation during the AI for Business Virtual Summit, and it’s easily one of the most powerful, insightful interviews we’ve had on how to stand out in an AI-saturated world. Jason shares how entrepreneurs can use strategic storytelling to make their message stick, build authentic connections in a noisy world, and apply AI to improve—not replace—human impact. He also introduces his frameworks like “bricks and mortar” storytelling, the “vertical mindset” of entrepreneurs, and why true success lies in helping people feel seen, heard, and understood. Whether you’re starting your business, scaling a brand, or exploring AI’s role in your work, this conversation is full of tactical wisdom. Episode Timeline Highlights: [0:00] Introduction [3:16] Jason shares how being around entrepreneurs transformed how he thinks about his own career [4:44] The power of vertical thinking vs. horizontal thinking in entrepreneurship [6:21] The “first question” every audience asks—and how storytelling answers it [9:12] Jason’s “bricks and mortar” framework for storytelling that converts [11:34] How AI is breaking what’s already broken—and creating room for innovation [13:06] Why lawyers fear AI (and why that’s a good thing) [15:59] The microwave oven metaphor for using AI effectively in business [17:13] Using AI for subject line testing and market research with CrowdWave [22:28] The “one thing better” mindset for simplifying AI adoption [25:38] Why starting small with AI creates momentum [27:25] The one big focus for entrepreneurs in 2024: human connection [30:03] How building community creates exponential value [31:32] Jason’s advice on building trust through simple, consistent engagement 5 Key Takeaways: Think vertically, not horizontally – Entrepreneurs don’t just create; they build each step as a foundation for the next. Use stories to stand out – Anchor your value in memorable stories that help your audience say, “This is for me.” Let AI complement, not replace – Use AI for efficiency and insight, especially where you previously had no access or time. Start with one thing better – Don’t try to learn it all at once. Master one AI tool or tactic, then build from there. Connection beats content – In a world of endless output, what people crave is real, human connection and community. Links & Resources Mentioned: Jason’s newsletter – https://www.jasonfeifer.com/newsletter CrowdWave (AI-powered market research) – https://www.crowdwave.ai CPG FastTrack (group coaching for early-stage founders) – https://www.cpgfasttrack.com Bookkeeping with AI: Kick – https://www.trykick.com Contact Jason directly – Jason Feifer on LinkedIn or reply to his newsletter Enjoyed this episode? Be sure to rate, follow, and review the podcast. If this conversation helped you think differently, share it with someone building something big with AI!
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E2: Scaling ClickUp into a $4B SaaS Empire with Chris Cunningham Co-Founder of ClickUp
06/20/2025
E2: Scaling ClickUp into a $4B SaaS Empire with Chris Cunningham Co-Founder of ClickUp
In this energizing episode of the AI for Business podcast, you’ll hear my business partner Brian Hansen in a high-impact conversation with Chris Cunningham, Co-Founder and Head of Marketing at ClickUp. Chris shares the raw, behind-the-scenes story of how ClickUp grew into a $4 billion company by thinking differently, moving fast, and staying scrappy. Recorded live during the AI for Business Virtual Summit, this session is packed with powerful insights for entrepreneurs ready to scale with AI and unconventional marketing strategies. Chris dives deep into the steps that took ClickUp from a tiny startup to one of the fastest-growing SaaS companies on the planet. From building their own lead-generation tools, to going viral on social media, to hiring intentionally and integrating AI across their business, he gives you a transparent look at what it really takes to grow fast without funding early on. Episode Timeline Highlights: [0:00] Introduction [1:30] Chris’s backstory and early lessons from a failed startup [4:20] How scrappiness became ClickUp’s competitive edge [6:01] Using negative competitor reviews to generate warm leads [7:03] The strategic customer grab that supercharged their growth [8:25] Hard lessons on hiring the wrong execs—and how to avoid it [10:20] Why standing out with bold, human marketing works [12:44] Social media strategy: how fun content built brand loyalty [14:01] Humanizing the brand like The Office meets Step Brothers [15:12] Taking small, smart marketing bets to unlock virality [18:05] Fundraising advice: when to raise and when to wait [19:17] How ClickUp replaces dozens of tools in one workspace [27:32] The AI advantage: ClickUp’s smart features in action [28:44] Why ignoring AI could put your business at risk 5 Key Takeaways: Be scrappy and creative – You don’t need big budgets to win early; you need hustle and smart tools. Stand out with your voice – Stop mimicking competitors. Be bold, be human, and be different. Leverage AI across the board – Use AI as a team multiplier for automations, messaging, and workflows. Make calculated bets – Test small, prove results, then scale what works. Don’t wait for permission. Build community and consistency – Content that entertains, educates, or connects will build lasting loyalty. Links & Resources Mentioned: ClickUp – https://www.clickup.com CoFounders Lab – https://www.cofounderslab.com Contact Chris Cunningham – chris@clickup.com Chris Cunningham on LinkedIn – https://www.linkedin.com/in/chriscunningham Enjoyed this episode? Be sure to rate, follow, and review the podcast. If this brought you value, share it with a friend or fellow entrepreneur ready to scale with AI!
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E1: Building Billion-Dollar Startups & the Next Frontier of AI in Business with Spencer Rascoff co-founder of Zillow
06/19/2025
E1: Building Billion-Dollar Startups & the Next Frontier of AI in Business with Spencer Rascoff co-founder of Zillow
In this premiere episode of the AI for Business Podcast, I sit down with the legendary entrepreneur Spencer Rascoff, the co-founder of Zillow, Hotwire, and now a driving force behind several high-growth startups. This exclusive session, originally recorded during a private client event, pulls back the curtain on Spencer’s real-world experiences building billion-dollar businesses, navigating crises, and pioneering AI in business operations. Spencer shares unfiltered insights on startup success, building effective teams, the importance of go-to-market strategy, and why founder-market fit can make or break a company. He also breaks down the power of AI-driven productivity tools across industries, his contrarian views on crypto and real estate disruption, and the hardest part of running a multibillion-dollar company that no one talks about. Whether you’re launching your first startup or scaling your tenth, this conversation is packed with golden takeaways. Timeline Summary [0:00] – Introduction [3:11] – Why Spencer tells his Harvard students not to launch startups right away [5:07] – The #1 reason startups fail—and how to avoid it [6:08] – How to uncover great startup ideas using TAM, NPS, and personal insight [10:11] – The real story behind Spencer’s startup “Q” and how it solved a personal pain [12:34] – MVP secrets: why your first product should embarrass you [14:19] – The delicate art of knowing when to pivot—or pull the plug [17:12] – How surviving 14 near-death moments shaped Zillow’s culture [20:16] – Why storytelling and charisma matter more than code [22:05] – How Spencer reinvented his CEO role every 6-12 months [25:01] – The hidden downside of leading a 5,000-person company [27:02] – His servant leadership playbook (and why it works) [30:01] – How to hire early-stage employees who shape startup DNA [32:23] – Spencer’s top time-management hacks, including 15-minute meetings [36:14] – What he sees ahead for real estate—and how to prepare [40:58] – How AI assistants will transform productivity in every industry 5 Key Takeaways Founder-market fit is everything. Your connection to the problem you’re solving can determine your startup’s success. Great products don’t sell themselves. A strong go-to-market strategy should be built alongside your product, not after. AI co-pilots will redefine productivity. From real estate to wellness to legal, vertical-specific AI tools are the next frontier. Resilience is a founder’s superpower. Every great company faces multiple crises—how you navigate them defines your trajectory. Your team is your startup’s trajectory. Early hires set the cultural and strategic tone, so be intentional and inclusive from day one. Links & Resources Spencer Rascoff on LinkedIn: https://www.linkedin.com/in/spencerrascoff/ HeyLibby (AI Assistant for Wellness): https://www.heylibby.ai House Whisperer AI (Real Estate CRM Assistant): Email Spencer at spencer@75andsunny.com for access If you enjoyed this episode, please take a moment to rate, follow, and share the podcast. Your support helps us bring even more exclusive insights like this one. Thanks for tuning in!
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