Business Brain – The Entrepreneurs’ Podcast

Shannon Jean & Dave Hamilton
  • 5.0 (66)
  • Entrepreneurship
  • Updated Weekly

Two long-time small-business owners, Dave Hamilton and Shannon Jean, come to you each week to talk through the trials, success, pitfalls and tips it takes to successfully run a small business in today’s world. Hear real-world folks talk about real-world problems, letting you know not only what it takes to get it done but that you’re not alone in doing it!

  1. 12h ago

    FridAI - AI Browsers Test Your Website + Markdown

    In this episode of Business Brain, we dig into the tools that make us better operators, starting with Markdown, the plain-text format John Gruber built to be human-readable and computer-friendly, and now the format our AI overlords love because it burns fewer tokens and runs faster. We share a free live-preview tool at markdownlivepreview.com and Dave’s go-to Mac app, then get real about software pricing: consumers overwhelmingly want to buy outright while enterprises prefer subscriptions, and why recurring revenue is what keeps the small developers we love in business. Then we get into the FridAI meat: using agentic browsers like Comet to stress-test our own websites the way a customer would. How many clicks to find your contact form, file a warranty claim, or unsubscribe? We ask AI to surface the friction points, audit our SEO and AI engine optimization, and flag security holes, because an unpublished private API is not a private one. We even threw out one of our own user interfaces for a chat interface and watched engagement jump 10x. Test every customer touchpoint, keep the friction out, and keep living that Charmed Life. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #773 for Casual FridAI, July 24, 2026 July 24th: Tell an Old Joke Day 00:01:32 MarkDownLivePreview.com Marked (macOS app) 00:08:43 Scribe. Don’t get caught being the only person who knows how something works. For a limited time, book a demo at https://scribe.how/brain and mention BRAIN for your first month of Scribe Capture free. 00:10:34 SPONSOR: FanVue. Are you ready to start your own creator journey and make it big? Visit https://www.fanvue.com/ today and launch your career! 00:11:48 For the apps you use: subscription vs. buy it outright? 00:13:19 Using an Agentic Browser to Test Your Website Comet Browser from Perplexity Things to look for: How easy is it for my customers to contact me? Go find [x] FAQ and tell me how easy it was. Pretend you have [x] question. Tell me how to solve it. How effective is my SEO? How effective is my AIEO? Have it review your site for security holes Business Brain 773 Outtro This Episode’s Big Takeway: Use AI to Test all the customer touch points of your business Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post FridAI – AI Browsers Test Your Website + Markdown – Business Brain 773 appeared first on Business Brain - The Entrepreneurs' Podcast.

    FridAI - AI Browsers Test Your Website + Markdown

  2. 2d ago

    Reselling, Unfair Advantage, People want to Buy from People

    In this episode of Business Brain, we welcome a special third brain to the table for World Brain Day as Lisa joins Shannon and Dave with real questions about turning household clutter into a reselling business. We walk through the exact path we’d take: start by selling what you already own, research your market before spending a dime using eBay’s free product research, and register on every platform early so your accounts have time to warm up. From first-edition Stephen King books to collectible dolls, we get into where to sell, how to price with sold-listing data, and why the profit is always made when you buy, not when you sell. We dig into the reselling gold that never shows up in the how-to guides: buy with math and sell with emotion, work every deal backward from what it sells for, and lean into the one unfair advantage nobody can copy. People buy from people, so a credibility statement and a noble cause in your listing turn “eBay user 559678” into a real human someone wants to support. We cover sourcing from B-Stock, GovDeals, and BidSpotter, using Claude to crunch manifests, and setting a hard bidding ceiling and walking away. Small wins compound, personalization wins the sale, and that’s how we keep living the Charmed Life.We turn clutter into cash: reselling research, pricing with math, and why people buy from people on Business Brain. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #772 for Wednesday, July 22, 2026 July 22nd: World Brain Day 00:01:34 With a new business, learn the system Start with small wins! 00:04:35 Learn what your market is? Use eBay Product Research Learn from them. Add video if your market uses that! BStock.com Shannon Jean’s Reseller Mastermind 00:10:11 For your listings Your credibility statement. One or two sentences at the beginning of your listing. A quick blurb that helps you stand out. What’s your noble cause? (trying to get out of debt, lifelong learner, paying for a new car) People buy from people. 00:12:25 Scribe. Don’t get caught being the only person who knows how something works. For a limited time, book a demo at https://scribe.how/brain and mention BRAIN for your first month of Scribe Capture free. 00:14:18 SPONSOR: FanVue. Are you ready to start your own creator journey and make it big? Visit https://www.fanvue.com/ today and launch your career! 00:15:31 What sites to use…beyond eBay? Poshmark (mainly fashion, plus others) Facebook Marketplace Vinted Depop Tools: Comet Browser Claude Create your social accounts 00:18:17 All the profit is made when you buy. You never want to buy ANYthing until you KNOW what you can sell it for Buy with math and sell with emotion 00:22:15 Where do we buy? BStock.com GovDeals BidSpotter 00:26:20 Do Your Research! Work the deal backwards 00:28:25 Auction or Buy It Now? 00:30:18 This Episode’s Big Takeway: People Buy From People. Bring Your Personality. 00:31:22 Business Brain 772 Outtro Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post Reselling, Unfair Advantage, People want to Buy from People – Business Brain 772 appeared first on Business Brain - The Entrepreneurs' Podcast.

    Reselling, Unfair Advantage, People want to Buy from People

  3. Jul 17

    FridAI - Cowork vs Chat and $10k to Claude

    In this episode of Business Brain, we get into when to stop using chat and move to Cowork. Chat is a great place to start — it’s just not where we should live. Dave’s signals: more than five back-and-forths, or constantly pasting in screenshots, log files, and PDFs. That’s the tell. Point Cowork at the folder instead and stop copying and pasting. His trick is to ask the chat directly whether it’s time to move, and to have it write the handoff prompt for the Cowork session, since Cowork doesn’t inherit the full context. Flip the default: assume you’re going to Cowork, then convince yourself why you should stay in chat. We also untangle chats vs. projects vs. Cowork vs. Claude Code — and the one real reason to stay put, which is cloud sync across devices. Then Dave walks us through a wild experiment: handing $10K of found money to Claude to run as a 90-day trading portfolio. He planned it in chat with Fable, executed in Cowork with Opus, and let it pick platforms with API and MCP access — Kraken for crypto, Alpaca for securities. It insisted on a seven-day paper trading run first, keys live in a 1Password vault instead of the session, and there’s a kill switch on his phone. No options, so the floor is zero. Whatever happens, it’s tuition. Real story: Claude didn’t earn the money — it just got him far enough through the process to actually collect it. Get out of the chat, and keep living that Charmed Life. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #771 for Casual FridAI, July 17, 2026 00:00:15 July 17th: National Tattoo Day 00:01:26 Defaulting to Claude Cowork instead of Claude Chat 00:10:26 SPONSOR: FanVue. Are you ready to start your own creator journey and make it big? Visit https://www.fanvue.com/ today and launch your career! 00:11:43 SPONSOR: Shopify: Own your customer relationships. Own your revenue. Start with a free trial at Shopify.com/BusinessBrain. 00:12:58 Letting Claude invest the money it earned 00:20:06 Business Brain 771 Outtro This Episode’s Big Takeway: Get out of the chat! Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post FridAI – Cowork vs Chat and $10k to Claude – Business Brain 771 appeared first on Business Brain - The Entrepreneurs' Podcast.

    FridAI - Cowork vs Chat and $10k to Claude

  4. Jul 15

    The Exponential Timeline + Negotiating Signals

    In this episode of Business Brain, we dig into the exponential timeline — the long, flat stretch every business grinds through before anything looks like growth. We break it down as chutes and ladders: you climb, you slide back, you climb higher. The problem is most of us quit before the hockey stick ever arrives, because the middle part sucks and the feedback loop goes quiet. But that horizontal grind is where the knowledge, the network, and the team stack up. We also talk about recognizing the ladder when you’re standing at its base — bad stuff barges in uninvited, good stuff knocks politely, so throw the door open when it does. Then we get into reading negotiating signals. There’s the jackass negotiator who says “your prices are too high,” and the collaborative one who tells you exactly what the number needs to be. When someone tells you who they are, believe them — and match the energy accordingly. We cover the understated jackass-back move that reframes the whole conversation, why you compete on value instead of price, how scarcity and confidence do real work for you, qualifying leads by asking the budget question straight out, and chasing the no to save everyone’s time. Add value instead of cutting price, stick around long enough for the opportunity to find you, and keep living that Charmed Life. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #770 for Wednesday, July 15, 2026 00:0:14 July 15th: National Give Something Away Day 00:02:13 Exponential Timeline Growth is rarely linear Chutes and Ladders 00:10:14 SPONSOR: FanVue. Are you ready to start your own creator journey and make it big? Visit https://www.fanvue.com/ today and launch your career! 00:11:33 SPONSOR: Shopify: Stop waiting for permission to build something. Your next revenue stream starts free at Shopify.com/BusinessBrain. 00:12:48 Learn what kind of negotiator you’re working with Don’t collaborate with the jackass Leverage scarcity Chase the “no” This Episode’s Big Takeway: Stick around long enough to take advantage of the eventual opportunities 00:22:08 Business Brain 770 Outtro Check out Business Brain Blueprints Tell Your Friends! Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post The Exponential Timeline + Negotiating Signals – Business Brain 770 appeared first on Business Brain - The Entrepreneurs' Podcast.

    The Exponential Timeline + Negotiating Signals

  5. Jul 10

    FridAI - Free $10K + AI Insanity

    In this episode of Business Brain, Shannon Jean and Dave Hamilton kick off Casual FridAI with a $10,000 surprise. Dave got an unsolicited email about a domain he’d owned for 21 years and never used — exactly the kind of message he’d normally ignore. This time he fed it to Claude, treated AI as a confidential collaborator, and worked through how to value a domain with zero cash flow and how to play the negotiation. He came in high at $15K, settled at $10K through escrow, and netted every dollar. The takeaway for you: stop using AI just to do the work and start using it to think alongside you. That everyday, back-and-forth collaboration mode is where the real money hides. From there, the guys dig into why the AI industry feels flat-out insane. Palantir’s Alex Karp argues enterprises are paying to feed frontier models their own IP, only to get outcompeted by the very tools they’re training — you can’t rent intelligence from the same place that rents it to your competitors. Where does that leave you? Betting on on-device AI and owning your software instead of renting it. If you’re still paying for a CRM a year from now, you may be throwing money away, because there’s never been a better time to build your own. Put these moves to work and you’ll be living the Charmed Life. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #769 for Casual FridAI, July 10, 2026 July 10th: National Piña Colada Day 00:01:03 I made ten grand by surprise Escrow.com 00:10:38 SPONSOR: Shopify: Stop waiting for permission to build something. Your next revenue stream starts free at Shopify.com/BusinessBrain. 00:12:03 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to https://bitdefender.com/BRAIN 00:13:37 Plantir CEO Alex Karp says AI Industry is Effing Insane You can’t rent intelligence from the same place that rents it to your competitors FileMaker and AI Business Brain 769 Outtro This Episode’s Big Takeway: There’s never been a better time to own and build your own business software Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post FridAI – Free $10K + AI Insanity. Business Brain 769 appeared first on Business Brain - The Entrepreneurs' Podcast.

    FridAI - Free $10K + AI Insanity

  6. Jul 8

    What Have You Failed at This Week?

    In this episode of Business Brain, you’ll rethink everything you assumed about failure. Shannon and Dave dig into why America’s culture of embracing failure, from bankruptcy protection to at-will employment, fuels entrepreneurship in a way most other countries can’t match. You’ll hear how low switching costs mean low experimentation costs, why VCs invest in founders instead of ideas, and why a business failure here doesn’t follow you for life the way it does elsewhere. The big idea: failure isn’t a punishment, it’s tuition, and outliving it is what keeps your charmed life on track. Then the conversation takes a sharp turn into the awkward economics of small talk. You’ll laugh at Dave’s confession that he’d pay extra for a silent haircut, and you’ll dig into the introvert-extrovert divide, the rise of silent salons, and even a pitch-black Vegas restaurant where waiters wear night vision goggles. Whether you’re the type who bonds with your barber over rental properties or the type who just wants to sit in silence, you’ll walk away with a sharper sense of how comfort, connection, and customer experience shape the businesses you build and support. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #768 for Wednesday, July 8, 2026 July 8th: National Blueberry Day 00:02:17 How we perceive failure in the USA We are surrounded by opportunities Mistakes are tuition Bankruptcy and business failures can be outlived Failure is baked into venture capital business The power of at-will employment The pivot is revered 00:12:28 SPONSOR: Shopify: Stop waiting for permission to build something. Your next revenue stream starts free at Shopify.com/BusinessBrain. 00:13:53 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to https://bitdefender.com/BRAIN 00:15:25 Can I pay extra for the silent haircut? 00:19:55 Blackout, the dark restaurant in Las Vegas 00:23:05 Business Brain 768 Outtro This Episode’s Big Takeway: Business Failures Can Be Outlived Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post What Have You Failed at This Week? Business Brain 768 appeared first on Business Brain - The Entrepreneurs' Podcast.

    What Have You Failed at This Week?

  7. Jul 3

    OpenClaw for iOS + Supercut

    In this episode of Business Brain, we break down Anthropic’s surprise release of Claude Sonnet 5, a leaner, more agentic model built for the daily grind of coding, automation, and multi-step tool use, and why we’re shifting our default from Opus to save tokens without sacrificing quality. We also dig into the new OpenClaw iOS app, which finally gives us voice control and location-sharing baked right into our personal AI agent, and why pairing it with Tailscale unlocks near-magical remote access from anywhere. From outfit suggestions based on real-time location to bigger questions about where local, on-device models are headed, we cover why this shift toward privacy-first AI is picking up serious steam. Then we shift to a tool a listener put on our radar: Supercut, a screen recording app we think might finally dethrone Loom. We walk through why its AI editor, which automatically cuts between screen and face depending on the moment, keeps viewers hooked, and how features like flexible framing, instant captions, and a new MCP integration make it a serious contender for SOPs, tutorials, and team wrap-ups. We also get real about when async video communication helps and when it backfires, plus why we think local LLMs are the next big shift every business owner needs to watch. It’s this constant hunt for smarter tools and sharper workflows that keeps us living the Charmed Life. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #767 for Casual FridAI, July 3, 2026 July 3rd: National Independent Beer Run Day 00:01:04 Anthropic Sonnet 5 is out OpenClaw for iPhone and Android are released 00:09:41 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to https://bitdefender.com/BRAIN 00:11:13 SPONSOR: FanVue. Are you ready to start your own creator journey and make it big? Visit https://www.fanvue.com/ today and launch your career! 00:12:55 Supercut AI 00:22:12 Business Brain 767 Outtro This Episode’s Big Takeway: Get ready to hear more — and learn more — about using local LLMs Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post OpenClaw for iOS + Supercut – Business Brain 767 appeared first on Business Brain - The Entrepreneurs' Podcast.

    OpenClaw for iOS + Supercut

  8. Jul 1

    CS Language and Unnecessary Change

    In this episode of Business Brain, we dig into the power of intentional language and why unnecessary change can quietly wreck a good team. We kick things off with a customer service moment that stuck with us: a tuxedo rental shop promised to call “if we have any questions,” not “if we have any problems,” and that one word swap became a masterclass in framing. We talk about why capturing good ideas the moment we have them (yes, even in our Notes app) beats trusting our memory, and why July is the perfect time to lock in next year’s holiday calendar before anyone has to ask. Then we get into the real meat of it: how do we know if a change is worth making, or if we’re just chasing a shiny object? We break down the two questions we ask before we touch anything — are we solving a real problem, or seizing a real opportunity — and why “we’ve always done it that way” is basically a curse word in our book. We share how a two-week experiment saved us from a costly email misstep, and why walking back a change we can’t support isn’t failure, it’s smart business. It’s this kind of thoughtful, deliberate decision-making that keeps us living the Charmed Life. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #766 for Wednesday, July 1, 2026 July 1st: Canada Day 00:01:26 Customer Service: Language Matters Returning my Tuxedo: “We’ll call you if we have any questions.” vs. “we’ll call you if we have any issues.” 00:05:45 QT: Reminder to create your business’s holiday calendars for 2027 00:07:23 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to https://bitdefender.com/BRAIN 00:08:55 SPONSOR: FanVue. Are you ready to start your own creator journey and make it big? Visit https://www.fanvue.com/ today and launch your career! 00:10:36 Change for the sake of change Beware the alternative of change Find data to use to support/refute your decision 00:16:53 This Episode’s Big Takeway: Clarify your reasons for change, and be mindful of how you roll it out. 00:18:25 Business Brain 766 Outtro Check out Business Brain Blueprints Tell Your Friends! Business Blueprints Review Business Brain Subscribe to the show feedback@businessbrain.show Call/Text: (567) 274-6977 X/Twitter: @ShannonJean & @DaveHamilton, & @BizBrainShow LinkedIn: Shannon Jean, Dave Hamilton, & Business Brain Facebook: Dave Hamilton, Shannon Jean, & Business Brain The post CS Language and Unnecessary Change – Business Brain 766 appeared first on Business Brain - The Entrepreneurs' Podcast.

    CS Language and Unnecessary Change
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5
out of 5
66 Ratings

About

Two long-time small-business owners, Dave Hamilton and Shannon Jean, come to you each week to talk through the trials, success, pitfalls and tips it takes to successfully run a small business in today’s world. Hear real-world folks talk about real-world problems, letting you know not only what it takes to get it done but that you’re not alone in doing it!

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