

Business Brain – The Entrepreneurs’ Podcast
Shannon Jean & Dave Hamilton
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!
Episodes
Mentioned books

Oct 8, 2025 • 21min
Execution > Information
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
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Oct 3, 2025 • 18min
FridAI Limitless
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
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Oct 2, 2025 • 25min
Making Deals
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
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Sep 26, 2025 • 23min
FridAI - Compare and Reviews
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)
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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
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The post FridAI – Compare and Reviews – Business Brain 687 appeared first on Business Brain - The Entrepreneurs' Podcast.

Sep 24, 2025 • 27min
Creating a Community
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
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Sep 19, 2025 • 24min
FridAI - Teaching AI to Win
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
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Sep 17, 2025 • 23min
Change and Time Blocking – Business Brain 684
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
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Sep 12, 2025 • 23min
FridAI - Mundane AI and Less Automation
In this episode of Business Brain, Dave and Shannon introduce a new Casual Friday segment called “The Mund-AI,” where they explore seemingly mundane ways they’re using AI tools like ChatGPT in everyday life. Dave shares how he used ChatGPT to make sense of repeated acquisition emails for his business, asking the AI to analyze patterns and even generate template responses. Shannon highlights using ChatGPT as a complete replacement for search engines, especially for things like troubleshooting YouTube TV limitations or checking fishing regulations—tasks that would have been tedious with traditional search tools. Dave even explains a clever workaround using Tailscale to make streaming services work in multiple locations by routing traffic through a home network exit node.
The hosts emphasize how AI is reshaping simple, daily problem-solving. They share examples like using ChatGPT to identify obscure lighting components or generate podcast interview questions. The theme is clear: what feels mundane to one person might be a lightbulb moment for another—so sharing these use cases is valuable. They encourage listeners to send in their own examples for future episodes.
Toward the end, Shannon introduces a concept inversion: when starting something new, it’s better to avoid automation at first. He shares a story about stagnant Instagram growth despite hiring an agency, only to gain traction after manually asking followers via his newsletter. They discuss how deep involvement early on leads to better understanding, making future automation more effective. The episode closes with a promotion for free Perplexity Pro subscriptions and their usual mix of business tips and charm.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #683 for Casual FridAI, September 12th, 2025
September 12th: National Day of Encouragement
00:01:31 the mundAIne
Explain patterned/targeted spam emails
00:04:54 Tech support for YouTube TV
Get TailScale and setup an Exit Node
00:07:56 Back to the mundAIne
Using ChatGPT as your search engine
Sending ChatGPT a picture of something to explain it
00:11:12 SPONSOR: Mint Mobile – This year, skip breaking a sweat AND breaking the bank. Get this new customer offer and your 3-month Unlimited wireless plan for just $15 per month at MintMobile.com/BusinessBrain today.
00:12:57 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!
00:14:20 Less Automation
Business is about people
00:21:00 Get Perplexity Pro free for 1 year
00:22:22 Business Brain 683 Outtro
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Sep 10, 2025 • 22min
What do you want + The Pot of Gold Myth
Dave and Shannon kick off episode 682 by reframing a core entrepreneurial question: not “define success,” but “what are you building toward?” They discuss lifestyle businesses without stigma, urging founders to articulate what they truly want—more time, flexibility, specific experiences—and to design daily systems that move them toward that vision. Shannon shares his “campfire” story concept as a motivating north star and notes that goals can evolve; you may already have much of what you’re after.
In the second half, Shannon tells the “pot of gold” story from an early warehouse lease, learning to take “chests of gold” off the table along the way. They stress balancing reinvestment with risk reduction, maintaining a reasonable war chest without starving life or business, and seeking outside counsel to counter radical optimism. Dave recalls Howard Stern’s heuristic of not investing personal money if others won’t, as a gut-check on viability. They close by inviting listener feedback on how others think about building, enjoying the journey now, and funding choices.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #682 for Wednesday, September 10th, 2025
September 10th: National TV Dinner Day
00:01:29 Building your keychain to the kingdom
Aron North from Mint Mobile on Business Brain
00:02:18 What are you building towards?
Lifestyle businesses are OK by us!
What do you want? (out of the business you have/are-creating)
…you might already have it.
00:06:56 What do you want to do when you retire have more free time?
You deserve the life you want
00:08:24 What if I don’t create what I wanted?
It’s ok! Systems are better than goals.
And everything can evolve, including your answers to those questions
00:09:58 SPONSOR: Mint Mobile – This year, skip breaking a sweat AND breaking the bank. Get this new customer offer and your 3-month Unlimited wireless plan for just $15 per month at MintMobile.com/BusinessBrain today.
00:11:40 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!
00:13:03 The Pot-of–Gold Myth
Did you get your pot of gold at the end?
There is no pot of gold…but sometimes you can take chests of gold off at times during your career
Don’t wait to take money off the table
Your business’s warchest doesn’t need to be as big as you might think
00:21:11 The Howard Stern lesson: I never invest my own money in my business
00:21:57 Business Brain 682 Outtro
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Sep 5, 2025 • 24min
FridAI - AI Guardrails
Dave and Shannon kick off Casual Friday by troubleshooting a recent recording delay that turned out to be an AI video agent (Opus Clip beta) hammering CPU, noting browser quirks and local processing. They pivot into a broader conversation about the risks of oversharing personal details with AI, the “sycophant” tendency of chatbots, impacts on teens, and the need for parental controls and guardrails. Dave cautions against overreacting to isolated news stories amplified by modern media, while both acknowledge AI can help process thoughts and even ease loneliness—ideally as a temporary aid.
Listener Andy reframes AI as “simulated intelligence,” a tool that should be matched to the job; the hosts agree, emphasizing oversight and recognizing AI’s limits and “stupid loops.” They daydream about near-term household robots and ask listeners what price would make an “AI handyman” a must-buy. Dave’s quick tip: skip guided food tours and have ChatGPT build a self-guided itinerary tailored to your tastes, which saved his family money and improved the experience. They close by inviting listener feedback on the discussion.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #681 for Casual FridAI, September 5th, 2025
September 5th: Bring Your Manners to Work Day
00:01:22 Opus Clips
Agent Opus Beta
00:03:58 The risks of telling AI personal details
Sometimes AI uses information about you in ways that can be uncomfortable or unhealthy
00:06:48 Don’t make decisions based upon the news
00:09:37 Using technology to stave off loneliness
ChatGPT’s Parental Controls are coming
00:11:08 What’s your “I’m in!” price for an AI Handyman?
Shannon: $20K
Dave: $50K
You? feedback@businessbrain.show
00:13:24 SPONSOR: MasterClass. Right now, our listeners get an additional 15% off any annual membership at MasterClass.com/BUSINESSBRAIN
00:14:58 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN
00:16:18 Andy-Is AI Artificial Intelligence or Simulated Intelligence?
00:18:45 Book a food tour with ChatGPT
00:23:27 Business Brain 681 Outtro
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