Business Brain – The Entrepreneurs’ Podcast - podcast cover

Business Brain – The Entrepreneurs’ Podcast

Shannon Jean & Dave Hamiltonbusinessbrain.show
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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Episodes

FridAI with Delphi, ChatGPT and Perplexity

In this Casual Friday episode of Business Brain, Dave and Shannon dive into a discussion about Delphi.ai, a tool designed to create a persistent, AI-powered version of your knowledge and insights. Shannon shares his plan to test Delphi by uploading transcripts from his coaching sessions to develop an AI assistant […] The post FridAI with Delphi, ChatGPT and Perplexity – Business Brain 661 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 27, 202520 minSeason 11Ep. 661

Overnight Success + Patience is a Currency

In this episode of Business Brain, Dave and Shannon pay tribute to Fred Smith, the founder of FedEx, highlighting his pivotal role in the development of overnight shipping. They share the legendary story of Smith gambling FedEx’s last cash in Las Vegas to make payroll, a gamble that ultimately kept […] The post Overnight Success + Patience is a Currency – Business Brain 660 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 25, 202521 minSeason 11Ep. 660

FridAI – Granola AI + LifeGPT – Business Brain 659

Want to live your Charmed Life? Then start using AI like your personal CFO. In this week’s episode of Business Brain, Shannon and Dave explore how to feed your business and personal finances into tools like ChatGPT to uncover waste, optimize spending, and build smarter systems—without relying on spreadsheets or […] The post FridAI – Granola AI + LifeGPT – Business Brain 659 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 20, 202519 min

You Need Patience More Than Money

You’re building a business—but are you being too impatient? This week on Business Brain, Shannon and Dave dive into why patience often trumps money in the early stages of entrepreneurship. Instead of chasing quick profits, focus on putting in reps, learning the game, and building a system that pays off […] The post You Need Patience More Than Money – Business Brain 658 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 18, 202522 minSeason 11Ep. 568

FridAI - Gmail and Calendar Takeover

In this Business Brain episode, Dave Hamilton celebrates the 20th anniversary of his first podcast, Mac Geek Gab, reflecting on how a direct email to Steve Jobs led to Apple featuring his show on the launch day of their iTunes podcast directory. This moment serves as a springboard for a […] The post FridAI – Gmail and Calendar Takeover – Business Brain 657 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 13, 202519 minSeason 11Ep. 657

I Need Time More Than I Need Money – Business Brain 656

In this episode of Business Brain, Shannon Jean kicks off the discussion by highlighting the importance of experimentation through a simple product called the Brain Press—a tactile fidget toy created by a fellow entrepreneur he follows on X. The segment uses the Brain Press as a springboard to emphasize the […] The post I Need Time More Than I Need Money – Business Brain 656 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 11, 202515 minSeason 11Ep. 656

FridAI - Projects and Strangers

In this Casual Friday episode of Business Brain, Dave and Shannon kick things off with a light-hearted celebration of National Donut Day before diving into a deeper conversation inspired by a post from Dr. Julie Gerner: “If I was a stranger stepping into this person’s life, what would I immediately […] The post FridAI – Projects and Strangers – Business Brain 655 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 06, 202516 minSeason 11Ep. 655

Let them Cancel and Don't Make Excuses

In this episode of Business Brain, Dave Hamilton kicks things off by sharing a standout customer service experience with FMPHost, a FileMaker Pro hosting company. After years of reliable service, Dave moved his FileMaker database to a self-hosted Docker container to save costs and consolidate resources. He praised FMPHost for […] The post Let them Cancel and Don’t Make Excuses – Business Brain 654 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Jun 04, 202523 minSeason 11Ep. 654

FridAI - Priorities and Calendars

In Episode 653 of Business Brain, Dave Hamilton shares a candid story about a business deal that fell apart after 18 months of negotiations. Despite the initial disappointment, Dave felt unexpected relief—realizing that the deal would have meant giving up control of the business and taking on fixed employment terms. […] The post FridAI – Priorities and Calendars – Business Brain 653 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 30, 202525 minSeason 11Ep. 653

Survival Entrepreneurship

In Episode 652 of Business Brain, Shannon Jean shares reflections from a recent trip to St. Lucia, highlighting the stark contrast between poverty and wealth on the island. He emphasizes how entrepreneurship there is a means of survival, with locals creatively hustling to sell everything from handmade goods to rum […] The post Survival Entrepreneurship – Business Brain 652 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 28, 202524 minSeason 11Ep. 652

The Credibility Funnel + FridAI

In Episode 651 of Business Brain, Dave and Shannon dive into the concept of a “credibility funnel”—a precursor or complement to the traditional sales funnel. Shannon emphasizes how today’s AI tools can elevate a business’s professional image, especially through visual storytelling. He shares how he uses Napkin.ai to visualize abstract […] The post The Credibility Funnel + FridAI – Business Brain 651 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 23, 202521 minSeason 11Ep. 651

You Need a 3rd Brain with Michael Greenberg – Business Brain 650

In Episode 650 of Business Brain, Dave and Shannon welcome guest Michael Greenberg from 3rd Brain to explore the essential but often overlooked world of digital operations. Michael explains that before companies dive into AI and automation, they need to establish solid foundations—clear processes, documented operations, and organized data. His […] The post You Need a 3rd Brain with Michael Greenberg – Business Brain 650 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 21, 202523 min

Every Business is in the Content Business + FridAI

In Episode 649 of Business Brain, Dave and Shannon focus on the power of consistency and content creation in modern business. Kicking off with a listener email about the value of handwritten thank-you notes, they stress the importance of thoughtful outreach and relationship-building. From there, they segue into a deeper […] The post Every Business is in the Content Business + FridAI – Business Brain 649 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 16, 202524 minSeason 11Ep. 649

The EDU Episode

In Episode 648 of Business Brain, Dave and Shannon dive into the evolving landscape of education and its impact on entrepreneurship and the workforce. Shannon shares a conversation with a colleague who helps businesses start trade schools—not just for profit, but to solve hiring challenges. These businesses leverage trade schools […] The post The EDU Episode – Business Brain 648 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 14, 202522 minSeason 11Ep. 648

FridAI - ShannonGPT + Shopify

In this FridAI episode of Business Brain, Dave and Shannon dive into the evolving future of pay-per-click advertising in a world increasingly dominated by AI tools like ChatGPT, noting how AI is replacing traditional search behavior and potentially reshaping monetization models. They discuss Shannon’s creation of a custom GPT trained […] The post FridAI – ShannonGPT + Shopify – Business Brain 647 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 09, 202517 minSeason 11Ep. 647

The Agreement that Saves Partnerships

In this episode of Business Brain, Dave and Shannon dive into the value of creating a “working agreement” before starting any business partnership. They discuss how this simple, non-binding document can clarify roles, expectations, and accountability—helping partners avoid misunderstandings and preserving friendships if things don’t work out. Framed as the […] The post The Agreement that Saves Partnerships – Business Brain 646 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 07, 202522 minSeason 11Ep. 646

Strategy is Choosing What Not to Do + FridAI

In this episode of Business Brain, Dave and Shannon dive into a mix of tech, strategy, and entrepreneurship insights. They discuss the mental exhaustion of constant video calls, particularly the unnatural experience of seeing oneself too often on Zoom. They explore the idea that strategy is about choosing what not […] The post Strategy is Choosing What Not to Do + FridAI – Business Brain 645 appeared first on Business Brain - The Entrepreneurs' Podcast ....

May 02, 202521 minSeason 11Ep. 645

Leveraging your ADHD Superpower

In this episode of Business Brain, Dave and Shannon discuss how traits associated with ADHD—like jumping between ideas, hyper-focus, and high risk tolerance—can actually serve as superpowers for entrepreneurs. They share personal experiences, acknowledge their unofficial ADHD diagnoses, and talk about learning to manage it through strategies like using ChatGPT, […] The post Leveraging your ADHD Superpower – Business Brain 644 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 30, 202520 minSeason 11Ep. 244

FridAI + The 3rd Door

In this episode of Business Brain, Dave Hamilton shares a story about a $36,000 IRS refund check he mailed to his bank, which never arrived. After frustrating interactions with Citibank and the IRS, he turned to ChatGPT for help. ChatGPT guided him to use the IRS Practitioner Priority Line and […] The post FridAI + The 3rd Door – Business Brain 643 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 25, 202524 minSeason 11Ep. 643

The 20/80 Opportunity

In this episode of Business Brain, Shannon introduces a new concept called the 20-80 Rule, a twist on the traditional 80/20 principle. His version suggests that investing two years of hard work upfront—building systems, making mistakes, and laying a solid foundation—can result in eight years of sustained revenue and business […] The post The 20/80 Opportunity – Business Brain 642 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 23, 202525 minSeason 10Ep. 342

FridAI - Prompts and Blind Spots

An AI update from the hosts of the Business Brain podcast. Two powerful prompts to keep you from being left behind and a prompt to analyze your blind spots. Join us! 00:00:00 Business Brain – The Entrepreneurs’ Podcast #641 for Casual Friday, April 18th, 2025 April 18th: Lineman Appreciation Day […] The post FridAI – Prompts and Blind Spots – Business Brain 641 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 18, 202523 minSeason 10Ep. 641

Collin Rutherford of Founder Brands

Colin Rutherford joins the Business Brain podcast to share his entrepreneurial journey. Starting as a Division I hockey player at Dartmouth, he launched Greenbox Storage, a summer storage service for college students. Despite balancing 30 hours a week of hockey and Ivy League academics, he learned critical time management skills […] The post Collin Rutherford of Founder Brands – Business Brain 640 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 16, 202525 minSeason 10Ep. 640

The Positive Learning Framework + FridAI

Dave and Shannon kick off the episode reflecting on the importance of mindset and self-talk. Dave shares a recent insight: instead of saying “I wish I had known that,” he shifted to “I’m glad I know that now,” which they agree is a powerful mental reframe. They talk about how […] The post The Positive Learning Framework + FridAI – Business Brain 639 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 11, 202521 minSeason 10Ep. 639

The Billionaire Perspective

In this episode of Business Brain, Dave Hamilton and Shannon Jean kick things off with a humorous nod to International ASMR Day before diving into key business tips. Dave shares insights from the Podcast Movement Evolutions conference, emphasizing the importance of identifying where your industry engages online—like how the podcast […] The post The Billionaire Perspective – Business Brain 638 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 09, 202522 minSeason 10Ep. 638

The Consultant Trap

Dave and Shannon discuss the “consulting trap”—the cycle where coaches or consultants trade time for money and get hooked on the immediate gratification of helping people, like feeling like Superman. Dave shares his own experience getting stuck in it and warns that it’s not scalable. Shannon agrees, saying he’s early […] The post The Consultant Trap – Business Brain 637 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 04, 202520 minSeason 11Ep. 637

Own Your Content

Dave Hamilton and Shannon Jean open the episode with a light chat about peanut butter and jelly sandwiches. Dave then shares insights from attending South by Southwest (SXSW), focusing on a documentary called Strange Journey: The Story of Rocky Horror. Initially intending to cover it for his music podcast, Dave […] The post Own Your Content – Business Brain 636 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Apr 02, 202519 minSeason 11Ep. 636

Automate Everything

In this episode of Business Brain, hosts Dave Hamilton and Shannon Jean celebrate National Hot Tub Day by discussing how hot tubs help them decompress and unplug. They transition into AI and automation, sharing practical Gmail tips—like using built-in templates for quick replies and the “+” email trick for tracking […] The post Automate Everything – Business Brain 635 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Mar 28, 202520 minSeason 11Ep. 635

Everyone is a Customer

Dave Hamilton and Shannon Jean open episode 634 of the Business Brain podcast by sharing personal updates and diving into a frustrating customer service story from Shannon. He explains his negative experience with Bluehost, a company he used for domain management. After being hacked and receiving poor support with constant […] The post Everyone is a Customer – Business Brain 634 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Mar 26, 202523 minSeason 11Ep. 634

FridAI - GPT vs. Perplexity, Zoom AI and Bluesky

Business Brain episode 633 celebrates Twitter Day and discusses Blue Sky, a decentralized social network originally started as a project within Twitter by Jack Dorsey and now run by Jay Graber. The show then moves to AI topics, emphasizing that people won’t be replaced by AI but by people who […] The post FridAI – GPT vs. Perplexity, Zoom AI and Bluesky – Business Brain 633 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Mar 21, 202524 minSeason 11Ep. 633

Your Customers are Expecting to be Disappointed

In this episode of Business Brain, Dave Hamilton and Shannon Jean reflect on the unpredictable yet inspiring nature of South by Southwest and dive into two key business lessons: first, that customers today often expect to be disappointed — creating a powerful opportunity for businesses to stand out by exceeding […] The post Your Customers are Expecting to be Disappointed – Business Brain 632 appeared first on Business Brain - The Entrepreneurs' Podcast ....

Mar 19, 202526 minSeason 11Ep. 632
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