Business Brain – The Entrepreneurs’ Podcast

Dave and Shannon open Casual Friday with a Shopify nod, then spotlight listener David’s “vibe-coded” Replit app for high-school sports. His web iPad tool tracks scoring, fouls, streaks, and biggest leads, exports structured summaries to an AI project, and let him publish recaps before leaving the gym. The hosts urge productizing it as a simple SaaS for local media and parents, noting how low-code iteration unlocks niche, high-value workflows. Listener Ian contributes a prompt to reduce ambiguity in text communications—analyze likely interpretations, confirm intent, then offer two clearer rewrites—which sparks a broader discussion about using AI to keep customer-service tone friendly over SMS. Shannon then explains how he used ChatGPT for tax prep: export a Gmail “receipts” label via Google Takeout, auto-extract 2024 transactions, categorize them, cross-check with credit-card summaries (dedupe, find misses), and organize 1099s/K-1s for his accountant—plus a “what am I wasting money on?” audit to cut subscriptions. They close by inviting listeners to send their own AI workflows to feedback@businessbrain.show. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #693 for Casual FridAI, October 17, 2025 October 17th: National Clean Your Virtual Desktop Day 00:01:16 David-Replit vibe-coded me an app I wanted! 00:08:00 Ian-FridAI-Here’s a prompt to help reduce communication ambiguity PROMPT: Analyze my text for possible interpretations. Rank them by likelihood based on how most readers would understand the wording. Ask me to confirm which meaning I intend. Then, provide two alternative rewrites that eliminate ambiguity while preserving my tone: [paste text here] 00:10:00 Beware of customer service handling via text. You have to go over the top to be friendly.  00:13:40 SPONSOR: Shopify – For anyone to sell anywhere, sign up for a one-dollar-per month trial period at Shopify.com/BusinessBrain and upgrade your selling today! 00:15:17 Shannon: ChatGPT Did My Taxes Google Takeout Is this a prison decision or a penalty decision Upload your credit card statement to ChatGPT and ask it, “what am I wasting my money on? Be harsh. Tough love.” 00:23:55 Business Brain 693 Outtro 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 – ChatGPT Did My Taxes?! Business Brain 693 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon kick off episode 692 with a Shopify sponsor read and dive into listener-submitted interview questions. Jeff’s favorite prompt—“How many gas stations are in the U.S.?”—is used to evaluate problem-solving under pressure, not factual recall. Shannon riffs on the persuasive power of specific numbers and “making the truth fantastic,” while Dave notes real estimates vary widely. Todd’s “What would you put on a bumper sticker?” uncovers candidates’ core beliefs; the hosts swap their own slogans and talk about how pithy lines often emerge over the years, not on demand. Listener Andrew asks whether his fabrication LLC should bill his rental-property LLC. The hosts recommend billing (or at least tracking) to expose true margins, enable clean property-level P&Ls, support valuations, and strengthen leverage with banks or vendors—while reminding Andrew to confirm structure and tax treatment with a CPA and attorney. They wrap by inviting more questions at feedback@businessbrain.show and signing off with their “charmed life” mantra. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #692 for Wednesday, October 15, 2025 October 15th: National Take Your Parents to Lunch Day 00:01:34 Jeff-More favorite interview questions Make the truth fantastic! 00:07:52 Todd-Interview question…the Bumpersticker! 00:11:52 SPONSOR: Shopify – For anyone to sell anywhere, sign up for a one-dollar-per month trial period at Shopify.com/BusinessBrain and upgrade your selling today! 00:13:30 Andrew-Should I bill myself for work I do? 00:22:21 Business Brain 692 Outtro 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 Dave and Shannon AMA – Business Brain 692 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon kick off episode 691 on National Handbag Day, segueing from Shannon’s experiment that grew into selling 7,000 handbags and nearly $4M in revenue. He explains how handbags taught him the power of emotional selling and confidence-driven purchases. The conversation pivots to ChatGPT “tasks” (automations) that perform timely research and send results—born from Dave’s football-pick workflow—and expands to examples like weekly industry briefings, sponsor invoicing reminders, and Apple Shortcuts/Zapier/IFTTT integrations to reduce friction and beat procrastination by starting work for you. They broaden the lens to AI’s impact on creative industries: gatekeepers vs. discovery, parallels to self-publishing in books and indie music, and the rise of AI actors. Their stance: embrace the new tools, accept pros and cons, and focus on execution and curation. A Masterclass sponsor read reinforces continuous learning. They close by inviting listener feedback and reviews (with a MacBook giveaway) and sign off for the weekend.   00:00:00 Business Brain – The Entrepreneurs’ Podcast #691 for Casual FridAI, October 10, 2025 00:01:00 October 10th: National Handbag Day 00:01:52 ChatGPT Tasks to stay on top of your projects IFTTT Zapier Apple Shortcuts Morning Briefings – then create the LinkedIn post to present me as a thoughtleader in the industry Reminders for focus And more… 00:09:04 SPONSOR: MasterClass. Right now, our listeners get an additional 15% off any annual membership at MasterClass.com/BUSINESSBRAIN 00:10:54 More automations 00:13:32 AI and the dying, legacy movie industry Sora Video Creator Self-publishing with Vellum 00:15:32 The changes in the music industry…What’s next? Solving the music discovery engine 00:21:04 Business Brain 691 Outtro 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: ChatGPT Tasks + AI in the Movies – Business Brain 691 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon open episode 690 on National Fluffernutter Day with playful banter before diving into the core theme: “execution is the moat, not information.” They argue that oversharing isn’t risky because ideas are plentiful; what matters is doing the work. Dave recalls advice from a VC contact that asking for NDAs is a rookie move—investors back people who will execute, not just ideas. Sharing publicly sharpens thinking, invites useful critique, and reinforces learning, while daily incremental action is what separates success from stagnation. They weave in a Masterclass sponsor segment as an example of learning that fuels better execution. They then highlight customer service as a universal responsibility. Dave shares two contrasting experiences in the same week: the USPS quickly resolved a stuck tracking issue for an eBay iPhone shipment by updating the delivery scan, leading to released funds; a UPS driver showed uncommon courtesy in traffic, modeling brand-aware behavior. The takeaway: every business—and every employee—is in customer service because any touchpoint shapes the brand. They invite listeners to share how they train teams to represent the company well and sign off, encouraging everyone to keep living that “charmed life.” 00:00:00 Business Brain – The Entrepreneurs’ Podcast #690 for Wednesday, October 8, 2025 00:00:56 October 8th: National Fluffernutter Day 00:02:13 Aren’t you worried about over-sharing your secrets? “Execution is the moat, not information.” 00:09:49 SPONSOR: MasterClass. Right now, our listeners get an additional 15% off any annual membership at MasterClass.com/BUSINESSBRAIN 00:12:00 USPS delivers excellent customer service! 00:15:50 …and so does UPS Every employee is in the customer service department 00:19:50 Business Brain 690 Outtro 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 Execution > Information – Business Brain 690 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon kick off Casual FridAI by sharing practical body language tactics for Zoom and sales calls: stand to boost energy, avoid crossed arms, gesture intentionally (without smacking the mic), and hide self-view to reduce fatigue. They invite listener tips and note small cues—posture, face-touching, taking up space—shape how others read you. They then demo Limitless AI (formerly Rewind): a pendant + Mac/phone apps that capture conversations, generate searchable “Life Logs,” set voice reminders, and answer questions like “what commitments did I make today?” Use cases span entrepreneurs, ADHD support, journalism, medical visits, and elder care. They outline pricing (bundle ~$399 for pendant + 1 year unlimited; pendant alone ~$199 with plans; free 20 hrs/month; Pro ~100 hrs; Unlimited billed yearly/monthly), discuss etiquette and privacy (always ask before recording), and Dave signs up to test the free Mac app. They wrap with calls for feedback and reviews. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #689 for Casual FridAI, October 3, 2025 00:00:55 October 3rd: National Body Language Day feedback@businessbrain.show 00:05:42 Reviewing the Limitless AI Pendant From the Rewind folks Getting us closer to Jane from Ender’s Game 00:17:05 Business Brain 689 Outtro 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 Limitless – Business Brain 689 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon kick off Business Brain ep. 688 on World Sake Day by riffing on a San Diego beach rental and the power of being a customer of your competitors—and your own business. They share lessons from buying and selling: Dave used paid podcast ads to learn the market and build relationships, and both discuss selling cars and iPhones with smart baselines (Carvana, Gazelle) to stay in control. They swap tactics for negotiating with dealers, anchoring offers, stacking incentives, and using time constraints to avoid the showroom grind. The conversation pivots to deal-making on both the buy and sell side: start by selling unused items at home, set floors for pricing, and use content to win attention. Examples include a listener who turned $1 in book pallets into $5,000 and another who flips free couches with time-lapse cleaning videos that “stop the scroll.” They wrap with a time-management tip—book 15–20 minute discovery calls you can extend—and a call for reviews. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #688 for Wednesday, October 1, 2025 October 1st: World Sake Day 00:00:48 Being a customer for your competitors’ businesses Nobody wants to do shower limbo 00:04:44 Getting people’s attention by paying them money 00:06:30 Safety Nets when Making Deals and Selling Your Own Stuff Cars, Phones, and anything else you sell Carvana, KBB, Carmax, Bring a Trailer, Driveway.com eBay, Gazelle 00:14:07 Stay in control of your time 00:18:29 Back to safety nets when selling Use time-lapse videos to show you cleaning up the item you’re selling 00:24:00 Business Brain 688 Outtro 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 Making Deals – Business Brain 688 appeared first on Business Brain - The Entrepreneurs' Podcast.

Episode 687 opens with sponsors Paka Apparel and Shopify, then dives into a practical compare-and-contrast of LLMs. Dave sticks with ChatGPT for history and workflow but says Claude is hands-down best for assisted coding due to reliability, longer context, and faster iteration. Perplexity earns points for research (and a 12-month Pro via PayPal promo); its Comet browser is mentioned. Shannon uses Grok on X to verify posts and add context. They read listener reviews, remind folks about the MacBook giveaway, and plug businessbrain.show/review. The pair share real-world AI wins: Shannon fixes a Polaris Ranger parking brake and re-cables a Comcast router by uploading photos and asking specific questions; Dave troubleshoots a Docker container update mid-session by feeding screenshots and URLs to ChatGPT. They caution listeners to specify versions and verify steps because UI and docs change. The show closes by inviting AI questions to feedback@businessbrain.show and nudging listeners to join the mailing list for links, including the Perplexity Pro offer, while reinforcing the “live your charmed life” theme. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #687 for Casual FridAI, September 26th, 2025 September 26th: Alpaca Day 00:01:10 Comparing the LLMs Get Perplexity Pro free for 1 year (great for research) ChatGPT (especially projects!) Claude (absolutely the best for coding!) Grok AI (great for sussing out the truth in social media) feedback@businessbrain.show Sponsors 00:08:42 SPONSOR: PAKA. Softer than Cashmere and warmer than wool. Visit Go.PAKAapparel.com/BRAIN to grab your PAKA hoodie and free pair of alpaca crew socks. 00:10:31 SPONSOR: Shopify – For anyone to sell anywhere, sign up for a one-dollar-per month trial period at Shopify.com/BusinessBrain and upgrade your selling today! BB Reviews 00:11:59 Mickey Papillon-BB Review-Great show for entrepreneurs and those with the drive to do better 00:12:45 BP-60501-Smart strategies to become a “Charmer” 00:13:57 RHazelrigg-5 Stars 00:15:32 Using screenshots and photos with AI 00:22:11 Business Brain 687 Outtro 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 – Compare and Reviews – Business Brain 687 appeared first on Business Brain - The Entrepreneurs' Podcast.

Episode 686 opens with sponsors Shopify and Paka Apparel, plus a quick birthday nod to Dave. Dave recaps a concert trip to Hampton, VA: a cool, round, indoor Hampton Coliseum with great sound, but a struggling town he wouldn’t visit except for shows. Shannon then details how consistent posting on X led to coaching requests, a $5/month subscriber DM that grew unwieldy, and ultimately the Kajabi-based “$5 Reseller Mastermind.” He built lead magnets and a weekly newsletter (5,500 subs), added paid upgrade programs (Costco, eBay, Poshmark, Facebook Marketplace), and replaced 1:1s—canceling 118 appointments—in favor of bi-weekly group calls with 60–70 attendees. Nearing 1,500 members ($7,500/mo baseline before upsells), he runs $100, 90-minute workshops and emphasizes his core mantra: simple but hard work—“buy with math, sell with emotion.” He shares how community wins and teaching have been deeply fulfilling and says this is just the beginning. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #686 for Wednesday, September 24th, 2025 September 24th: National Punctuation Day 00:02:26 Hampton Coliseum is fun…Hampton, Virginia is the town that time is forgetting 00:03:49 Hey, Shannon, how’s it going? Started with posting on X, found a great community of business peers Shannon found his niche! Hey, Shannon…would you coach me? Lesson learned: do it for free at first, and… Collect Testimonials! Senja.io is the testimonial platform that Shannon used Then used Kit.com to collect emails from things he was giving away Started an X subscription for $5 per month Sponsors 00:10:51 SPONSOR: PAKA. Softer than Cashmere and warmer than wool. Visit Go.PAKAapparel.com/BRAIN to grab your PAKA hoodie and free pair of alpaca crew socks. 00:12:40 SPONSOR: Shopify – For anyone to sell anywhere, sign up for a one-dollar-per month trial period at Shopify.com/BusinessBrain and upgrade your selling today! 00:14:00 But seriously, Shannon, how’s it going? Now that I’m taking their money, I need to give them something! Created a DM group for subscribers on X… Kajabi is a better mastermind: Shannonjean.com/mastermind But Shannon was stuck at Five Bucks Per Month! Don’t upSELL, just offer paid upgrades Canceled 118 appointments and now I do a free group call Added collaboration workshops 00:23:23 Posted 31,000 times on X in 18 months It’s not easy, but it’s simple 00:26:02 Business Brain 686 Outtro 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 Creating a Community – Business Brain 686 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon open a playful Casual FridAI episode for Talk/Meow Like a Pirate Day, then pivot to an NFL pick’em story: Dave joins a family pool and has ChatGPT and Perplexity generate weekly picks, even pitting them against each other and noticing different “motivations” when prompts imply stakes (e.g., deleting a chat). That leads to a discussion about what AIs “value” (usefulness, accuracy, clarity) and how prompt design can shape urgency and quality of output. They pose a provocative question: if AI replaced you tomorrow, what would it do first? Both admit the answer exposes weaknesses—delegation and un-automated workflows. Tips follow: adopt “content-first” social strategy (test freely, repost winners, then spend behind proven posts), and consider recording/screenshotting publishing workflows so an AI agent can learn and automate them. The takeaway: identify the first thing AI would do in your role—and do it today to reclaim time and focus. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #685 for Casual FridAI, September 19th, 2025 September 19th: National Meow Like a Pirate Day 00:01:43 Making AI Want To Win Finding your AI’s motivation 00:09:58 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN 00:11:14 SPONSOR: MasterClass. Right now, our listeners get an additional 15% off any annual membership at MasterClass.com/BUSINESSBRAIN 00:12:46 If AI Replaced You Tomorrow, What Would It Do First? It would look at what I do, and delegate it to the right people who already work for me 00:15:45 Content First… Find your evergreen posts and REPOST THEM 00:17:59 Making AI more agentic for yourself? 00:22:55 Business Brain 685 Outtro 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 – Teaching AI to Win – Business Brain 685 appeared first on Business Brain - The Entrepreneurs' Podcast.

Dave and Shannon open with a light riff on Monte Cristo sandwiches before diving into the theme of embracing change—seasonal shifts, life rhythms, and how entrepreneurs must adapt faster than most. Shannon shares how he normalizes change with employees, vendors, and even in his family’s vacation-rental business, warning against getting stuck in “the way we’ve always done it.” They use Apple as a case study of self-disruption (iPod to iPhone to Watch) and debate school phone restrictions, noting the recent resale spike in iPods as districts limit smartphones. Dave then details a productivity reset: adopting two-hour time blocks dedicated to specific businesses and batching email into three 30-minute windows. The approach helps him avoid “working for whoever emailed last,” stay focused, and surface non-urgent but important work. Shannon, having reclaimed calendar space, plans to lean into time blocking as well. They close by inviting listener tips on time and attention management. 00:00:00 Business Brain – The Entrepreneurs’ Podcast #684 for Wednesday, September 17th, 2025 September 17th: National Monte Christo Day 00:01:53 The Power of Embracing Change Welcoming that end of summer productivity Teaching your employees how to embrace change Change…or Fail! 00:08:53 iPods increasing in value because of schools 00:10:11 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN 00:11:24 SPONSOR: MasterClass. Right now, our listeners get an additional 15% off any annual membership at MasterClass.com/BUSINESSBRAIN 00:13:34 Compartmentalizing your calendar…Time Blocking Scheduling time for email (30 min). Time for each business (120min). 00:22:33 Business Brain 684 Outtro 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 Change and Time Blocking – Business Brain 684 appeared first on Business Brain - The Entrepreneurs' Podcast.