

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

Sep 3, 2025 • 23min
Q&A with Dave and Shannon
Dave and Shannon open episode 680 by diving into listener mail: Mike’s favorite interview question (“How many ways can you use a pencil?”) as a way to break candidates out of scripted answers and spark creativity; reflections on interviewing via internships; a humorous twist on “sell me this pen.” Patrick shares text-expander shortcuts for email signatures; Dave notes built-in iPhone/Mac text replacements, while Shannon says he now relies more on Slack/DMs than email. They joke about a dream where speaking louder makes text larger and note texting’s lack of native follow-up tools.
Mid-episode they read two five-star reviews praising the show’s longevity, actionable advice, and openness, reminding listeners to email feedback@businessbrain.show to enter their MacBook giveaway. More listener feedback introduces “forcing parties” (accountability sessions where people knock out avoided tasks together), which they tie to partner accountability and real-time Zoom coworking. A brief connection delay leads Shannon to discover an AI agent hogging CPU—teasing a Friday discussion. They close by inviting topic suggestions, pointing to businessbrain.show/review, and signing off with their “charmed life” mantra.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #680 for Wednesday, September 3rd, 2025
September 3rd: Global Talent Acquisition Day
The Babybacks Band
00:02:45 Mike-Interview question: How many ways can you use a pencil?
00:05:55 Patrick-Email Signature Management Tip
Keyboard Maestro
TextExpander
00:07:40 Texting vs. Email in Business
00:10:08 SPONSOR: MasterClass. Right now, our listeners get an additional 15% off any annual membership at MasterClass.com/BUSINESSBRAIN
00:11:42 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN
00:13:05 JeffreysBeam-BB Review-5-stars
00:14:25 Rich W Portraits-BB Review-Wow! Great Tips & Advice!
00:16:41 Taylor-Discuss “Forcing Parties”
Bryan O’Connell on Business Brain
CEO Roundtable on Business Brain
00:21:43 Business Brain 680 Outtro
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Aug 29, 2025 • 21min
FridAI Leadership + AI SEO
Dave and Shannon kick off this Casual Friday episode with some lighthearted banter about the difference between chop suey and chow mein before diving into a deeper conversation about AI’s role in leadership. They agree that AI can be a valuable assistant, offering perspective and analysis, but caution that it can also mislead leaders if used as a crutch or if prompts aren’t carefully designed. They emphasize using AI as a tool for growth, not validation, and suggest frameworks like modeling AI responses after respected leaders such as Bob Iger or Bill Campbell to get constructive feedback.
The conversation then shifts into AI SEO, with Shannon sharing how clients have recently found him through ChatGPT. They explore how AI-driven search is transforming marketing by prioritizing conversational queries, authority, and brand trust over traditional keyword strategies. Best practices discussed include creating clusters of related content, structuring content in a Q&A style, and doubling down on personal branding to stand out in AI-generated answers.
The episode is rounded out with sponsor messages from Bitdefender and Jerry, and the hosts reinforce the importance of proactive adaptation in both business and personal branding as the landscape shifts toward AI-first discovery. They close by encouraging listeners to leave reviews and keep building their “charmed lives.”
00:00:00 Business Brain – The Entrepreneurs’ Podcast #679 for Casual FridAI, August 29th, 2025
00:01:10 August 29th: National Chop Suey Day
00:02:54 Can AI Make You a Better Leader?
Maybe!
AI Can help you see things from different perspectives
But don’t use it as a crutch…use it as an unreliable assistant
00:05:38 Can AI be your leadership/management coach?
Be careful with your prompts. You want AI’s answers to be critical, not complementary.
Choose a leader who has had success and that you want to emulate. Tell AI to be your mentor based upon Bob Iger (for example, or Jack Welch, or Bill Campbell)
BusinessBrain.show/Brain – ask our brain!
00:09:57 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN
00:11:25 SPONSOR: Jerry. Car insurance made simple and finally on your side. Drivers who save with Jerry save on average $110 a month! Head to JERRY.ai/BusinessBrain today.
00:13:29 Do you need AI SEO for your business?
(The answer is yes)
Trust signals matter the most: Authority, Credibility, Structured Content
FAQ, How-to, Comparison Posts
Build topical authority with clusters, not keywords
Double down on your brand!
00:19:12 The personal brand is so important
00:20:12 Business Brain 679 Outtro
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Here’s what ChatGPT has to say about AI SEO:
Great question — this is one of the biggest shifts happening right now in marketing. Being “AI-SEO ready” means preparing for a world where people ask AI (ChatGPT, Perplexity, Gemini, etc.) instead of typing keywords into Google. Here’s how to think about it:
1. Understand the New Search Behavior
Conversational queries: Instead of typing “best hiking boots,” users will ask, “What are the best hiking boots for wet trails under $200?”
Direct answers, not links: AI gives summarized, synthesized answers. If your brand isn’t cited as a trusted source, you may get skipped entirely.
Trust signals matter more: AI looks for authority, credibility, and structure in content when choosing what to reference.
2. Structure Content for AI Retrieval
Answer questions clearly: Write in a Q&A style that matches conversational prompts people ask AI. FAQ sections, “how-to” guides, and comparison posts work well.
Use structured data: Schema markup (product info, reviews, author details) gives AI models clean signals to pull from.
Concise summaries: Start articles with clear, 2–3 sentence overviews — AI loves digestible takeaways.
3. Build Topical Authority
Clusters over keywords: Instead of one keyword article, build a cluster of related content around a topic. Example: not just “handbag resale tips,” but a cluster on sourcing, pricing, authenticity, marketplaces, and scaling.
Authoritativeness: AI prefers sites with expertise demonstrated across multiple related articles, not one-off posts.
4. Optimize for Citations (AI Mentions)
Get linked from high-authority sites (news, universities, niche blogs). AI often pulls from these sources.
Original research, stats, and case studies are gold. AI tools surface data points, so if you’re the source, you get visibility.
Unique frameworks/methods (like your “Liquidation Method”) help you stand out. AI is more likely to reference branded systems than generic content.
5. Think Multi-Channel, Not Just Google
AI assistants pull from YouTube, Reddit, forums, and newsletters as much as websites. Posting your content in diverse channels increases discoverability.
Podcasts and transcripts also matter — AI uses them as knowledge sources.
6. Double Down on Brand
As AI search becomes more answer-oriented, the brand is the differentiator. If someone just trusts “Shannon Jean’s Reseller Mastermind” instead of “some blog,” they’ll bypass generic AI answers and go directly to you.
In short:
Prepare by writing conversational, authoritative content clusters, marking them up properly, and publishing in multiple formats (web, audio, video). Then focus on building brand trust so when people do get AI answers, they’re looking for your name in them.Would you like me to create a playbook/checklist you (and your mastermind members) could use to make sure every piece of content is “AI-SEO ready”?
The post FridAI Leadership + AI SEO – Business Brain 679 appeared first on Business Brain - The Entrepreneurs' Podcast.

Aug 27, 2025 • 26min
The 17-37 Rule + Review Culture
Dave opens the episode by sharing about his travels to Dallas for Podcast Movement and then to Toronto with his family, where they finally fulfilled his promise to take his kids to see Oasis. The concert, made even more memorable by pouring rain, became a lesson in shared adversity and living a “charmed life.” This transitions into Shannon discussing his growing $5/month online community for entrepreneurs learning reselling, now at nearly 1,200 members. He experiments with adding a $29 Costco liquidation guide as an upsell during signup, which quickly generated $1,000 in its first week. The two highlight the importance of offering real value and keeping a beginner’s mindset in entrepreneurship.
Sponsors Bitdefender and Jerry are introduced, emphasizing cybersecurity for small businesses and simpler car insurance shopping. Dave stresses the importance of communication and trust in small business tools. The hosts then dive into Airbnb experiences, emphasizing how five-star reviews have been inflated and are no longer informative. They discuss the value of proactive communication with guests, fixing small issues, and even suggest reforming review systems to start at a baseline lower than five stars to provide more meaningful feedback.
They close by encouraging listeners to leave a five-star review for the podcast at businessbrain.show/review, promoting a MacBook giveaway as an incentive, and reinforcing their message of living a charmed entrepreneurial life while learning through curiosity and adaptability.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #678 for Wednesday, August 27th, 2025
August 27th: National Just Because Day
00:03:40 Learning to be a community builder
Adding value for between $17 and $37
00:08:31 “I watched a tutorial”
Kajabi
00:10:39 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN
00:12:07 SPONSOR: Jerry. Car insurance made simple and finally on your side. Drivers who save with Jerry save on average $110 a month! Head to JERRY.ai/BusinessBrain today.
00:14:12 The Flaws of Stars-Based Review Culture
Quick Tip: Stay at your AirBnB regularly to fix all the little things
00:20:48 Vacation Rental Success and Failure Stories
00:23:29 Review Inflation
00:26:03 Business Brain 678 Outtro <https://businessbrain.show/>
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Aug 22, 2025 • 18min
FridAI - Operators and Agents
In this Casual Friday episode of Business Brain, Dave Hamilton opens with a heartfelt parenting story sparked by National Tooth Fairy Day, tying it into a broader business lesson. He shares how his daughter realized the truth about Santa, and he used it as an opportunity to empower her with belief by choice—not enforcement. Dave and Shannon explore how this same dynamic applies in business: leaders initially carry the energy and vision, but over time, it’s crucial to pass that belief to team members and allow them to choose to buy into the mission. Shannon emphasizes how belief and purpose in work must eventually come from within the team, not just from the founder’s enthusiasm.
The conversation then shifts into a discussion of AI agents and operators. While both hosts are avid users of ChatGPT and consider it incredibly valuable, they express skepticism around AI agents, noting that most current implementations feel unfinished or unreliable for business-critical tasks. Dave mentions his positive experience using GitHub Copilot for coding, while Shannon describes ChatGPT as a daily-use tool that saves thousands of dollars. Both are eager to hear from listeners who have had success with AI agents and encourage feedback, hoping to one day integrate them meaningfully into their workflows.
The episode also includes sponsor spots for Bitdefender and Constant Contact, with Dave highlighting Bitdefender’s scam protection for small businesses and Constant Contact’s all-in-one marketing automation features. The hosts wrap up the show with appreciation for their audience and a reminder to keep living the “charmed life.”
00:00:00 Business Brain – The Entrepreneurs’ Podcast #677 for Casual FridAI, August 22nd, 2025
00:01:11 August 22nd: National Tooth Fairy Day
What is your noble cause?
00:07:21 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN
00:08:50 SPONSOR: Constant Contact makes marketing easier and more effective for small businesses like yours. Try Constant Contact free for 30 days at ConstantContact.com
00:10:36 Operators and Agents and…Progress?
Github CoPilot
00:16:57 Business Brain 677 Outtro
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Aug 20, 2025 • 22min
Full Family Buy-In and Sports Guy
In this episode of Business Brain, Dave and Shannon kick off with a humorous and enthusiastic celebration of National Bacon Lovers Day, sharing stories about smoked bacon, pig candy, and even a mug full of bacon. The conversation then shifts to a meaningful discussion about the importance of gaining buy-in from your family when pursuing entrepreneurship. They stress that support from spouses, kids, and even extended family members is crucial for long-term success and mental stability as an entrepreneur. Shannon shares that he often encourages clients to include their spouse in business discussions to ensure alignment and eliminate negative pushback.
They expand the conversation by emphasizing how buy-in isn’t just important at home—it’s also critical within your team. Specifically, Dave highlights how the families of employees can influence retention, so building a workplace that employees proudly talk about at home makes a significant impact. The hosts then pivot to a fun yet practical idea about hiring socially aware team members (like a sports expert) to help connect with clients and customers through shared interests like sports. They end the episode with favorite interview questions that help identify personality and passion, encouraging listeners to send in their own to enter a MacBook giveaway, all while reinforcing the show’s theme of living a “charmed life.”
00:00:00 Business Brain – The Entrepreneurs’ Podcast #676 for Wednesday, August 20th, 2025
00:01:00 August 20th: National Bacon Lover’s Day
Millionaire Bacon at Sweet Maple on the menu
00:03:19 The Importance of having full family buy in (for you, yes, and also for your team/employees)
Everyone is a customer
00:11:21 SPONSOR: Bitdefender. Keep your small business safe with Bitdefender Ultimate Small Business Security. Save 30% when you go to bitdefender.com/BRAIN
00:12:52 SPONSOR: Constant Contact makes marketing easier and more effective for small businesses like yours. Try Constant Contact free for 30 days at ConstantContact.com
00:14:38 What do you do if you’re not a sports person?
Sports can be a huge part of business
00:18:34 Interview questions
What are YOU a nerd about?
What should I remember about you?
00:21:40 Business Brain 676 Outtro
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Aug 15, 2025 • 16min
The Business Brain is Alive
In this episode of Business Brain, Dave and Shannon share the launch of their new AI-powered tool built using Delphi.ai, which allows listeners to search through over 11 years and 674 episodes of Business Brain content. The tool, which can be accessed at businessbrain.show/brain, offers personalized insights by indexing approximately 4 million words of past episodes. They emphasize that it only pulls from their show’s advice and interviews, making it a focused and reliable resource.
They also discuss the latest updates in ChatGPT-5, noting improved context handling, multimodal capabilities (like integrating text, audio, and video), and enhanced reasoning. Shannon shares a real-world example of using GPT-5 to troubleshoot an AC issue in his son’s car, demonstrating how AI can offer guided problem-solving by progressively asking for more input. They also talk about developments in LLM access restrictions (e.g., Cloudflare’s paywall for crawling), and Shannon’s use of agents and tools like Comet from Perplexity.
The episode closes with thoughts on the evolving AI landscape, the growing number of paid tools, and how each platform competes and leapfrogs each other with new releases. The hosts encourage listeners to try out their new “brain” tool, share feedback, and connect via social media or email to discuss how they’re using AI in their own businesses.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #675 for Casual FridAI, August 15th, 2025
August 15th: National Relaxation Day
00:01:10 Delphi AI Business BrAIn … it’s alive!
00:04:34 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!
00:06:06 SPONSOR: Eversite – Your own in-house web team for just $399/month. No big upfront fees, no long-term contracts—just a gorgeous, pro-managed website without the stress. Visit Eversite.com/bb to get started today!
00:07:29 ChatGPT GPT-5 Features (with Thinking!)
00:10:14 Cloudflare’s LLM Block
00:11:16 Feeding ChatGPT symptoms of a problem…and come up with a solutions
Perplexity Comet
00:14:25 When in doubt, start a new chat!
00:15:32 Business Brain 675 Outtro
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Aug 13, 2025 • 21min
Customer Problems and Burning Bridges
In this episode of Business Brain, Dave Hamilton and Shannon Jean open with lighthearted banter about left-handedness before Shannon shares a major milestone: his $5 Reseller Mastermind has reached over 1,000 members. He explains how the community started almost by accident through X (Twitter) subscriptions, evolved to a Kajabi-based platform for better management, and now allows members to connect, share resources, and learn. The move off social platforms gave Shannon ownership of his audience and reduced his personal workload as members help each other.
The conversation then shifts to Dave’s new business maxim: “Burned bridges kill future deals,” an extension of the classic “time kills all deals.” They discuss the importance of handling business disputes diplomatically to preserve relationships, even when wronged. Shannon offers real-world examples from product sourcing, noting that measured, respectful responses often turn problems into leverage for better future terms. Both stress that vendors, employees, and industry contacts move between companies, so preserving goodwill keeps opportunities open.
The episode wraps with sponsor messages from Shopify and Eversite, reinforcing the importance of reliable tools and systems for entrepreneurs, and a call for listener feedback on the “burned bridges” concept.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #674 for Wednesday, August 13th, 2025
August 13th: Lefthanders Day
00:02:45 Your customers will tell you the problem that they need you to solve
Congrats to Shannon for hitting 1,000 members to his reseller mastermind!
Using Kajabi
Solving the Consultant Trap
00:11:18 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!
00:12:51 SPONSOR: Eversite – Your own in-house web team for just $399/month. No big upfront fees, no long-term contracts—just a gorgeous, pro-managed website without the stress. Visit Eversite.com/bb to get started today!
00:14:17 Time Kills ALL Deals, but… Burned Bridges Kill Future Deals
Beware of backing someone into a corner
Give them an opportunity to save face
00:19:47 Business Brain 674 Outtro
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Aug 8, 2025 • 20min
The Delphi Brain and ChatGPT Teams – Business Brain 673
In episode 673 of Business Brain, recorded on International Beer Day 2025, Dave and Shannon attempt a live experiment: building a “Business Brain” AI using Delphi. Inspired by Chris Koerner’s “ChrisGPT”, they explore connecting their decade-long podcast archive to Delphi, aiming to let listeners query their advice, strategies, and philosophies directly. Although the onboarding process reveals some friction—Delphi treats them as a single person and requires identity verification—they begin the setup and plan to continue refining it offline.
Shannon also shares his experience upgrading to ChatGPT Teams to connect it with his Google Drive. This enables deeper data analysis and collaboration, though he highlights the challenge of separating personal from business accounts. He finds the value worth the cost, particularly with agent access and document indexing. Later in the episode, he discusses experimenting with Grok’s animation tools to bring old photos to life—sharing a humorous example from decades ago—and reflects on how far technology has come in his lifetime.
The hosts also offer practical AI advice, like how measured, emotion-free negotiation can preserve leverage, and Shannon shares a clever tip for bands to maintain venue relationships even when they’re unavailable. Sponsor shout-outs include Mint Mobile and Eversite, both services the hosts personally use, reinforcing the show’s authentic, business-focused recommendations.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #673 for Casual FridAI, August 8th, 2025
August 8th: International Beer Day
00:01:24 Building a Business Brain with Delphi.ai
00:06:54 From ChatGPT when negotiating: “The more professional and measured you are, the more leverage you keep.”
00:10:06 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.
00:11:46 SPONSOR: Eversite – Your own in-house web team for just $399/month. No big upfront fees, no long-term contracts—just a gorgeous, pro-managed website without the stress. Visit Eversite.com/bb to get started today!
00:13:19 Connecting ChatGPT to Google Drive
ChatGPT Teams vs. Plus
00:16:37 Using Grok AI’s Imagine image generation tool
00:19:31 Business Brain 673 Outtro
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Aug 6, 2025 • 26min
To Degree or not Degree
Prefix:
00:00:00 Business Brain – The Entrepreneurs’ Podcast #672 for Wednesday, August 6th, 2025
August 6th: Finish Your Degree Day (also National Root Beer Float Day)
00:01:58 Is it important to finish your degree?
Or is it a stupid rule?
00:09:45 Ross Perot and stupid rules with Home Depot
00:12:46 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.
00:14:25 SPONSOR: Eversite – Your own in-house web team for just $399/month. No big upfront fees, no long-term contracts—just a gorgeous, pro-managed website without the stress. Visit Eversite.com/bb to get started today!
00:15:59 The value of study abroad programs
00:17:07 Being a valuable team member
Prioritizing collaboration
00:24:39 Business Brain 672 Outtro
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Aug 1, 2025 • 25min
FridAI. Gamma + Contract Review
In this episode of Business Brain, Dave and Shannon dive into practical AI tools that help business owners and individuals navigate modern tasks with less stress. A listener shares a clever tip for customizing ChatGPT responses by asking for links with every reply. Shannon introduces Gamma.app, a new AI platform he used to turn a pricing strategy post into a slick visual presentation—perfect for sales decks, proposals, and even one-page websites. The duo discusses how Gamma streamlines the process of turning rough content into polished, editable assets.
Dave then shares a real-world use case: reviewing a wedding venue contract using ChatGPT. Not only did the AI flag one-sided clauses, but it also helped Dave draft a more balanced alternative and even write a respectful, persuasive email to propose changes. The conversation emphasizes using AI not just for analysis, but for thoughtful, collaborative communication that protects your interests without burning bridges. They wrap up the show with a call for listeners to send in their own AI discoveries—because every tool that sharpens your business brain helps you keep living that charmed life.
00:00:00 Business Brain – The Entrepreneurs’ Podcast #671 for Casual FridAI, August 1st, 2025
August 1st: Start Up Day Across America
00:01:09 Jim-QT-Tell ChatGPT/Perplexity/Gemini/Claude to cite 3 sources for every answer
“Every answer should come with at least 3 links to source pages I can click on to read more.”
00:03:11 Gamma AI
Shannon’s Whistle, Workhorse, and Whale Example on Gamma App
00:08:28 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!
00:09:58 SPONSOR: Eversite – Your own in-house web team for just $399/month. No big upfront fees, no long-term contracts—just a gorgeous, pro-managed website without the stress. Visit Eversite.com/bb to get started today!
00:11:46 Reviewing Contracts…and proposing the way to communicate your changes.
00:23:59 Business Brain 671 Outtro
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