Revolutionize Engagement With Scott Duffy: ChatGPT for Entrepreneurs
Nick Dougherty • October 28, 2024
Check Out Ai Mavericks

The Future of AI in Business: A Conversation with Scott Duffy And Nick D

Nick D: Hey everyone, welcome back to another episode of the Brotherhood Podcast. We’re on episode 29, and today I’ve got my good friend and AI expert, Scott Duffy. Quick backstory on how we met—one of the coolest events ever with our buddy Randy Garn at Yankee Stadium. Scott, you brought us in to meet Brian Cashman, the Yankees' GM, and I met so many incredible people there. That was my first real introduction to you, and since then, man, it's been a wild ride. You’ve done some insane things—selling your company to Richard Branson, being named one of Entrepreneur’s top 10 speakers in the world. You’re connected, man. I went to your AI Mavericks seminar a couple of months ago, and it blew my mind. So, let’s dive right in, brother—what’s AI Mavericks all about?


Scott Duffy: First off, thanks Nick. Man, I love connecting with good people like you through mutual friends like Randy Garn. The Yankees event was amazing, and yeah, that AI Mavericks seminar in Utah? It’s something I’m super passionate about. We’re at a crazy time with AI right now, where businesses need to either get on board or get left behind. But here’s the thing—it’s not as complicated as people think. AI is a tool, right? And tools are meant to solve problems, not create more of them.


So let’s get into it. AI Mavericks started because, back in 2022, I saw a massive shift coming. I’d been studying AI for a while—this was before ChatGPT took the world by storm. I was looking at GPT-2 at the time, and I thought, "How can we take this technology and apply it to real businesses to make a difference?" So I built AI Mavericks as a way to simplify AI and make it accessible to founders, CEOs, and leadership teams who are looking to innovate but don’t know where to start.


Why AI Is Your Best Employee

The biggest thing I see with business owners, especially in the small to mid-sized space, is they’re stuck between the fear of missing out and the fear of jumping in. AI seems intimidating, but it doesn't need to be. Let me give you an example. We created this AI system for businesses that could read all of your favorite content—whether it’s books, blogs, or industry news—and automatically summarize it into a newsletter. Every Tuesday, I get an AI-generated newsletter that pulls the most important updates from the past week, written in a way that’s easy for leaders to digest. I don't even have to touch it. It takes me less than three minutes to review and approve.


And this isn’t some futuristic tech. This is happening right now. Imagine what that can do for a business owner who’s already stretched thin. AI becomes your best employee—one that works 24/7, never takes breaks, and can handle the monotonous stuff you don’t want to deal with, like summarizing data or writing emails.


Why Gym Owners and Small Business Owners Should Care About AI

Nick, you’ve got a ton of gym owners and martial arts school owners listening to this podcast. You’re probably wondering, “How the hell is AI going to help me?” The truth is, AI can absolutely transform your business. Whether it’s writing copy for your marketing emails, creating Facebook ads, or even helping you manage customer leads, AI is a tool that will optimize and accelerate every aspect of your business.


Let’s talk about practical tools. One thing I love is Daily AI, a company that automates emails and newsletters. You give them your target audience, topics you want to cover, and the sources you read, and the AI takes care of the rest. Every week, I get a full email, prepped and ready to send to my list. And the crazy part? The AI learns what each person on the list is interested in. So if John Doe clicks on an article about leadership, the AI will prioritize sending him leadership content next week. It personalizes the experience for each reader, making your business feel more connected with your audience.


Another killer app I use is Podcast Launchpad. I was getting tired of reading every AI newsletter and blog out there, so I had this tool summarize everything into a 5-minute podcast. Now, I listen to my daily AI updates while shaving. It’s efficient as hell, and I don’t even need to lift a finger to create this content—it’s all automated.


The Best AI Tools for Small Businesses

For gym owners, coaches, and school operators, AI can help with your lead generation, customer management, and marketing.


Here are some tools I recommend:

  1. ChatGPT This is the obvious one. You can use ChatGPT for everything from writing Facebook ads to drafting your sales emails.

  2. Daily.Ai Automates newsletters and emails, customized for your target audience.

  3. Transcript.LOL – Summarizes recordings into a podcast format, and also creates multiple pieces of content like a blog, an email newsletter, it extracts quotes and more, saving you time creating content.

  4. Sales.ai – This tool acts like the best salesperson you’ve ever had. It responds to leads, qualifies them, and even books appointments. And the best part? It feels like you’re talking to a real human.

  5. Delphi.ai – I worked with this team to create a digital clone of myself that can answer questions based on my books, articles, and videos. It’s like having a virtual Scott Duffy who can help you 24/7.

  6. Tidio - A customer communication platform that integrates live chat, chatbots, and email automation to help businesses engage with their customers, automate responses, and improve customer support. It’s particularly useful & use more for eCommerce businesses looking to streamline communication and enhance user experience.

  7. Blogify - an AI-powered platform that automatically converts video and audio content, web links, product links, documents, phrase and more into huge blogs, making content creation easier and faster. It’s perfect for people looking to scale up their blogging efforts without spending hours writing. The tool helps you repurpose your podcasts, interviews, and videos into high-quality blog posts, fully optimized for SEO.


If you’re running a gym or martial arts school, imagine an AI tool that handles your inbound leads, answers customer questions, and even schedules consultations. That’s the future. You’re going to be able to free up so much time, allowing you to focus on what really matters—building relationships with your members.


AI Isn’t the Future—It’s the Present

The thing is, AI has been around for nearly 70 years. It’s not new. What’s new is how accessible it is now, thanks to tools like ChatGPT. In the 90s, when the internet was starting to boom, small businesses were hesitant. I remember writing a business plan for Yahoo when they had just 10 employees. Back then, it was impossible to convince small businesses to get online. Today, the same thing is happening with AI. But in the next 18-24 months, every small business is going to need AI to stay competitive, just like how everyone needed a website back in the day.


If you feel like you’re behind the curve, trust me—you’re not. AI is still in its early stages for small businesses. But those who start using it now will be lightyears ahead when the rest of the world catches on.


How AI Will Change the Way You Communicate with Clients

I get asked a lot, “Will using AI make my business feel less personal?” The short answer is no. AI isn’t replacing you; it’s enhancing your ability to serve your clients. For example, you can use AI to write an email, but you can still input your tone, your voice. You can literally tell the AI to “make this sound more personal,” and it will adjust based on your style.

If you run a martial arts school or gym, imagine having AI write all your weekly communications—your marketing emails, event reminders, follow-ups. Now you’re not bogged down by the mundane tasks, and you have more time to interact with your members in person, which is where the real magic happens.


Where Do We Go From Here?

Here’s the deal. AI is moving at a breakneck pace. Elon Musk, for example, is developing AI systems that are learning faster than ever before. His new project took just 7 days to surpass some of the capabilities that took ChatGPT seven years to develop. The technology is only getting better and more powerful. Microsoft is opening a new data center every three days just to keep up with the AI demand. In a few years, these systems will require insane amounts of energy to keep them running.


But that doesn’t mean you need to get overwhelmed. Start small. If you’re a gym owner, try using ChatGPT to write your next email. Or test out an AI tool for scheduling your clients. Little by little, you’ll start to see the impact AI can have on your business. And by the time everyone else is scrambling to catch up, you’ll already be miles ahead.


Nick D: Scott, this has been awesome, man. You’ve given our listeners so much to think about. To everyone listening, make sure you tune in next week—we’re bringing on Dara Ladjevardian from Delphi.ai to dive even deeper into how AI is shaping the future of business. Scott, thanks again for dropping so much value today.


AI Is the Competitive Edge You Need

If you’re not using AI yet, start now. As Scott mentioned, the businesses that begin integrating AI today will be far ahead when the technology becomes a necessity. Whether it’s automating your newsletters, handling customer inquiries, or creating marketing campaigns, AI is the tool that can take your business to the next level. The future is already here—it's time to embrace it.


Questions and Answers With Scott Duffy

Weren’t you voted by Entrepreneur Magazine as one of the top 10 speakers in the world?

Yeah, I was fortunate enough to make that list for entrepreneurship and business training. It was an exciting moment, but honestly, I’m just grateful for the journey and the opportunities that led me there. It's humbling, but the goal is always to keep pushing forward and providing value.


You sold your company to Richard Branson, right?

Yeah, I sold my company to Virgin, part of Richard Branson's group. It was a surreal experience, honestly. Getting to work with Virgin and Branson’s team was incredible, and it opened a lot of doors. But again, that was just a chapter, and there’s always something bigger ahead to work on.


Does AI even apply to gym owners or school owners?

Absolutely, it does. Think of AI as a tool that helps you solve problems and optimize different areas of your business. If you’re running a gym or a school, AI can help you manage customer interactions, create better marketing copy, and even streamline scheduling. It’s not about replacing people; it’s about freeing up your time so you can focus on the stuff that really matters.


What are the top five AI tools people should check out, besides ChatGPT?

Besides ChatGPT, here’s what I recommend:

  1. Daily.Ai – Automates newsletters and emails.
  2. Transcript.LOL – Summarizes news into a quick daily podcast.
  3. Sales.ai – Manages inbound leads and acts like a top salesperson.
  4. Delphi.ai – Allows you to create a digital clone of yourself to handle customer questions.
  5. MidJourney – For those in creative industries, it generates stunning images from text prompts.


These tools will save time, streamline processes, and make life a lot easier for business owners.


If someone wants to cancel a service or has an issue, how can I use AI to respond without sounding harsh?

That’s where AI like ChatGPT shines. You can type in your raw response, and then ask the AI to make it sound more appreciative or empathetic. It’ll take your message and reframe it in a way that keeps things professional and positive. I use it for tricky situations all the time, especially when I need to turn a frustrated customer into a happy one.


Will using AI make my business feel impersonal?

Not at all, unless you let it. The trick with AI is in how you instruct it. You can tell it, “Make this personal” or “Add a warm tone,” and it will adjust accordingly. In fact, AI can actually make your business more connected because it frees up time for you to engage with people in ways that matter. You’re not losing the personal touch; you’re enhancing it.


Can Ai really help a small business stay connected with customers?

100%. Let me give you an example. I work with Daily Ai—they automate my newsletters. I tell them what topics I want, who my audience is, and they handle the rest. It saves me a ton of time, and the AI even learns what my readers are interested in, so the next week’s newsletter is even more targeted. It’s practical, and it works for small businesses just as well as for big ones.


Who were some of the key people at your event?

We had some big names at my event in August. Gary Fowler, who’s invested in over 240 AI companies, was there. Barclay Burns, who’s on the board of Utah’s State Venture Fund and is working on the largest AI innovation center in the U.S., also joined us. We had Anthony Batt, who named Craigslist and built a company to 100 million active users. These are some serious innovators, all pushing AI forward.


How do I raise capital for my business?

Raising capital is about understanding what your investors want. You need to align your pitch with their interests. Do your research—figure out which industries they like to invest in and what stage of growth they focus on. Then, show them how your business fits into their goals. Make it easy for them to see the opportunity in front of them.


What do I need to know to get started with AI?

Start by asking ChatGPT, “What are the three most important things I need to know as a business owner about AI?” It will walk you through it. Just dive in. You don’t need to be an expert to start; you just need to be curious and willing to experiment. AI will surprise you with how easy it is to start using once you take that first step.


Can AI help me create better ads for my business?

Oh, absolutely. You can literally type in something like, “Create an ad for a karate school targeting parents of nine-year-olds,” and AI will give you a fully fleshed-out ad, complete with headlines and a call to action. I used to pay copywriters for that kind of work, and now I get it done instantly with AI. It’s a game-changer for marketing.


Is Ai really as powerful as it’s hyped up to be?

Yes, and it’s only getting more powerful. AI has been around for decades, but it’s now accessible in ways it never was before. Think about it like this—Elon Musk built an AI system that surpassed ChatGPT in seven days. The speed at which this technology is growing is mind-blowing, and businesses that adopt it early will be miles ahead of their competitors.


How is Ai like ChatGPT going to change the future of small business?

AI is the competitive edge small businesses need. It automates repetitive tasks, improves customer engagement, and gives you the ability to scale without adding more people. We’re still early in the adoption curve, but in 18 to 24 months, small businesses that embrace AI now will be way ahead. You don’t have to wait for the future—AI is here to help your business grow today.

By Nick Dougherty December 29, 2025
The Inversion Framework That Will Dominate 2026 Marketing didn’t stop working. Humans adapted. That distinction matters more than any algorithm update, ad strategy, or funnel hack being sold right now. Most people believe marketing broke because platforms changed, attention spans dropped, or competition increased. Those are surface-level explanations. Convenient ones. They let marketers keep doing the same things while blaming external forces. The truth is more uncomfortable. Marketing broke because human decision-making evolved faster than marketing tactics did. The Real Collapse Was Psychological, Not Technical The modern consumer is not distracted, lazy, or cheap. They are pattern-aware. They have seen: the funnel the free offer the urgency the testimonials the countdown timer the “last chance” messaging And once the brain recognizes a pattern, persuasion loses its power. This isn’t a theory. It’s behavioral psychology. When the mind anticipates the move, it no longer reacts emotionally. It evaluates. And evaluation kills impulse-driven marketing. That’s what collapsed. Why Persuasion Stopped Working at Scale For decades, marketing leaned on principles popularized by thinkers like Robert Cialdini — reciprocity, social proof, scarcity, authority. Those principles are still valid. But only when trust exists first. What broke was not the principles. What broke was the mass exploitation of them. When: everything is urgent everyone is an authority everything is free everyone has testimonials The brain stops responding. Reciprocity requires perceived effort. Scarcity requires believability. Authority requires credibility. Modern marketing scaled these principles without integrity, stripping them of meaning. The result? Skepticism became the default emotional state. The Data Everyone Feels But Rarely Confronts Across industries — especially local services, fitness, and martial arts — the data tells a consistent story: Facebook and Instagram CPMs have increased 300–800% over the last several years Organic reach has declined, while watch time, saves, and retention matter more than ever Email deliverability has dropped 40–60% for cold or “free” opt-ins Funnel conversion rates continue to decline despite “better creatives” and “smarter targeting” Marketing didn’t become harder. Trust became more selective. Attention didn’t disappear. It learned how to filter. The Russell Brunson Problem (And Why Funnels Aren’t Dead) Funnels didn’t fail. They were put in the wrong order. Russell Brunson taught the world how to systemize conversion. Funnels still work — when used correctly. But funnels were designed for a world where: belief existed before exposure attention was cheaper skepticism was lower That world is gone. The Old Order: Traffic → Funnel → Trust → Conversion The New Order: Belief → Familiarity → Trust → Decision → Conversion Funnels still convert — after belief is established. Without belief, funnels don’t feel helpful. They feel manipulative. Where the Inversion Framework Was Born At Winterborne, we stopped asking: “How do we get more leads?” And started asking: “Why are people resisting before we even speak?” That question changes everything. Because resistance doesn’t come from lack of information. It comes from pattern recognition. The Inversion Framework (Winterborne Doctrine) Inversion marketing begins with a simple rule: Identify what everyone is doing — then reverse it with clarity. Everyone was: pushing offers stacking bonuses increasing urgency lowering commitment optimizing persuasion So we inverted. Inversion Rule #1: Invert the Offer Instead of leading with “Here’s what you get,” we start with “Here’s who this is for — and who it’s not.” This removes anxiety and activates self-selection. Inversion Rule #2: Invert the Message Instead of amplifying pain, we lead with alignment and truth. People don’t want to be reminded they’re broken. They want to feel understood. Inversion Rule #3: Invert the CTA Instead of “Buy Now,” we use decision-based calls to action. “Are we the right fit?” This preserves autonomy — and autonomy is the foundation of trust. Inversion Rule #4: Invert Proof Instead of hype-driven testimonials, we show process proof: how progress is measured why people stay what people notice first This feels real because it is real. Why Decision Pages Convert Better Than Sales Pages Sales pages assume: emotional fragility low awareness urgency as motivation Decision pages assume: intelligence discernment autonomy Sales pages push. Decision pages invite. And invitation is the only thing that works in a high-skepticism environment. This is why Winterborne no longer builds sales pages. We build Decision Architecture. The Psychology Behind the Shift When someone lands on a Decision Page, four things happen neurologically: Autonomy is preserved The brain stays open instead of defensive. Cognitive load drops No pressure, no countdowns, no urgency. Identity matching begins “Is this for someone like me?” Commitment quality increases Fewer leads — better decisions. This leads to: higher show-up rates stronger retention fewer refunds compounding trust Why Winterborne Exists Winterborne wasn’t built to optimize marketing tactics. It was built because the industry refused to accept reality. Marketing did not need: louder messaging smarter ads more automation It needed psychological alignment. Winterborne exists to help brands stop: chasing attention manipulating emotion begging for action And start building systems people choose to enter. The Truth Most Will Ignore This framework isn’t comfortable. Because it: filters people out slows vanity metrics requires conviction Most businesses will keep discounting, stacking offers, and chasing leads — wondering why nothing sticks. The future belongs to brands that are clear, calm, and selective. Final Thought The old marketing playbook didn’t fail because it was wrong. It failed because humans evolved. The brands that win in 2026 won’t persuade better. They’ll align better. If this resonated, follow Nick Dougherty on Instagram. Everything published there is the real-time application of this framework. Winterborne isn’t a tactic. It’s a response. And this is only the beginning.
By Nick Dougherty July 23, 2025
It’s that time of year again—back-to-school season is here, and it’s one of the biggest opportunities of the year to grow your school. But before we talk about flyers, graphics, or ads, let’s get real about one thing: Are you giving value —or just noise? “The whole key to your marketing is you have to provide value for people and expect nothing in return. ” That one line is everything. In this webinar, I walked our community through a complete back-to-school marketing campaign—graphics, emails, social posts, and strategy. Over 20 hours of work went into it, and we’re giving it away completely free. Why? Because that’s what real value looks like. Everyone Talks About Value… But What Are You Really Giving? Too many businesses are showing up online with the wrong energy. No value. No heart. Just random posts—and then wondering why nobody is engaging or buying. Here’s the truth: If your content isn’t connecting… If it’s not starting conversations… If it’s not making someone stop their scroll… Then it’s not working. Stop Waiting. Start Giving. Don’t wait for a perfect funnel or fancy design. Start by asking: What is anyone getting from you today? How are you helping people—right now? What makes you unforgettable in a crowded feed? That’s the foundation of this back-to-school campaign. Not ads. Not gimmicks. Just real help, delivered consistently. Marketing Is Magic… or It’s Invisible Your marketing either stops someone in their tracks—or it gets scrolled past and forgotten. And that’s the line in the sand today. This campaign isn’t about spending more money. It’s about making your message magnetic. Because when you show up with clarity, energy, and a genuine offer to help…  That’s when the magic happens.
By Nick Dougherty April 21, 2025
Let me tell you a truth bomb that might just change your entire business trajectory: “The wake-up slap algorithm is not your enemy. Your silence is.” That one line says it all. In an era where attention is currency, the speaker behind this game-changing insight—a marketing and media strategist who’s partnered with some of the most influential entrepreneurs in the world—reveals exactly what it takes to stand out, grow fast, and stay relevant. This isn’t theory. It’s war-tested strategy. The Game Has Changed. Here's How to Win It. 1. You’re not just a brand. You’re a media company . Let that sink in. Your job isn’t to run ads and hope for a few likes. Your job is to show up every damn day with content that: Builds trust Builds identity Builds community The speaker’s been through the grind. He didn’t “go viral”—he built value . He didn't chase trends—he created a movement by leveraging three weapons: Consistent content creation Strategic partnerships Relentless differentiation “You don’t want to look, sound, or feel like anyone else. That’s the brand.” Be Different, Or Be Forgotten The worst thing you can be in business today is forgettable. “If your heart were set on building a real vibe , you’d be sickened by looking like everyone else.” Too many entrepreneurs copy. They blend. They water down their message. And they wonder why they get ignored. This speaker flipped that script. He built something bold. Raw. Personal. Because that’s what connects. And connection = currency. Collaborate with Killers Want to shortcut success? “Collaborate with killers. I don’t know if anyone’s doing it at the level I am.” This isn’t just about who you know—it’s about who you create with . Strategic partnerships amplify your message, fast-track your reach, and embed your brand in new audiences. He’s done it with names like Tony Robbins, Dean Graziosi, George Bryant, and Randy Garn. Why? Because alignment matters more than algorithms. Content Is the Frontline of Your Brand “You are your own media company and it’s just the scale or the level of where it is right now.” So, what’s the level you’re playing at? This isn’t optional. This is your new job description: Wake up Document Publish Repeat And don’t rely on organic growth alone. That’s amateur hour. You have to invest in attention, in strategy, in systems that scale. Stuck in the Same Place? That’s a Choice. Here’s the slap: “If you're stuck in the same environment, you need to invest your time and energy and fly out and hang out with me for a day. If you're not willing to get out of that environment, you're going to stay in it.” Translation: if you want to grow, get uncomfortable. Get in the room. Get around people who stretch you. Final Takeaways (The "Kicker Quotes" You Need to Tattoo on Your Brain) “It's like we all know that. But they don’t have a solution. I do.” “The wake-up slap algorithm is not your enemy. Your silence is.” “Collaborate with killers. It’s not cocky—it’s the truth.” What to Ask Yourself Next: Are you creating consistent, high-impact content—or just blending in? Who are you collaborating with that elevates your brand? What do people feel when they interact with your business? What environment are you stuck in—and are you brave enough to leave it?
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