Coffee with Jon - Think Big. Get Unstuck. Grow Your Business
by Jon Dwoskin
Coffee with Jon -Formerly THINK BusinessDeep, soulful conversations with executives, managers, and sales professionals who are making a real difference — in their companies, their communities, and within themselves.Inspired by the legendary Larry King, Coffee with Jon brings you 1:1 interviews built around curiosity, authenticity, and the art of truly listening. Like King, host Jon Dwoskin puts the guest and their journey at the center of every conversation — asking the questions that uncover not just what people do, but why they do it, and what drives them to show up and lead the way they do.Every episode is a chance to see the bigger picture, shift your perspective, and find the spark that moves you to your own next level.Pull up a chair. Pour yourself a cup of coffee and let's - Get Unstuck & THINK BIG!
Episodes
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Brian Anderson Reveals What It Really Takes To Build A Company That Grows
Brian Anderson, CEO of Gym Launch and I talk about leadership, sales, AI, culture, and what it really takes to build a company that grows. Three takeaways that stuck with me: 1. People are still your greatest advantage. Hire carefully. Develop relentlessly. Protect your culture. 2. Sales is...
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Brian Miller Reveals The Secret To Delivering A Talk That Actually Lands
Brian Miller, author of The One-Page Keynote, spent years researching what makes any keynote, or talk, actually land. He shares it all, on Coffee with Jon. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram:...
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Ron Solish and Steve Sallen Reveal What It Takes To Lead A Successful Law Firm
A masterclass on leadership, legacy, and succession. With Ron Solish (CEO) and Steve Sallen (CFO) of Maddin Hauser. --- STEVEN ("STEVE") D. SALLEN joined Maddin Hauser as a law clerk in 1983. He served as the firm's president and CEO for fifteen years and is currently the CFO. Steve earned his...
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What Are You Good At: Ephraim Ebstein Explains Why Hiring The Wrong People Can Put Your Business At Risk
3 Cybersecurity & Business Lessons from CEO Ephraim Ebstein of Fit Solutions: 1. Hiring is a security issue. A core values presentation filters out the wrong people — fast. Know who you're letting in. 2. IT should serve the business. If your IT team doesn't know where revenue comes from, you have…
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Lori Lipten Explains How She Discovered Her Gift As A Shamanic Medium
My massage therapist asked me what changed. I told her I'd just seen a shamanic medium. I'd known about Lori Lipten for almost 20 years before I finally booked a session. The day after my first one, she said my back felt like a kid's, no knots anywhere. I told her my dad had come through and...
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Travis Hahler Reveals The Neuroscience Behind Why Business Transformations Fail
Here are 3 highlights from my talk with Travis D. Hahler - Sr. Director of Global Strategy and Transformation at Salesforce and founder of The Neurological Nomad. 1. Resistance isn't rebellion, it's biology. When people resist change, it's not defiance, it's neurology. Stop asking "how do I...
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Mark Rampolla Explains Why Success Starts With The Inner Work
Mark Rampolla built ZICO, sold it to Coca-Cola, and bought it back. Here are 5 highlights from our talk: 1. It's an inside job. The difference between those who succeed and those who don't is whether they do the inner work. 2. Know your zone of genius. Double down on what you're great at and…
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John Goldman Explains Why You Have More Control Over Your Health Than You Think
3 takeaways from my talk with John Goldman - Founder of Rebel Health Alliance 1. You have more control over your health than you think. 2. Small changes build momentum. Momentum builds a better life. 3. Invest in your health today. Your future self will thank you Connect with Jon Dwoskin…
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Fabian Calvo Reveals How He Built A 48 Million Dollar Business By Staying The Course
3 takeaways from my talk with CEO Fabian Calvo - BoomRx: Keep going. Fabian hit $48M in revenue. Not fast. Not easy. But he kept going. Pick partners you like. When things get hard, you get closer, not distant. Take care of yourself first. Meditation. Fitness. Family. The oxygen mask goes on you...
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Cara Lash Reveals Why Passion Alone Is Not Enough To Build Something Great
Cara Lash left a coveted consulting job at PWC. No safety net. No guarantee. Just a belief that she was meant to build something. Here are three highlights from our Coffee with Jon conversation: 1. Do it scared. Don't wait until you're ready. You won't be. 2. Passion isn't enough. Be good at it...
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Sandeep Acharya Reveals Why Solving Friction Can Transform Healthcare
Finding a therapist shouldn't feel like a second job. But for millions of Americans, it does. Sandeep Acharya saw the broken system and built Octave Health to fix it. Here are three takeaway's from our Coffee with Jon conversation: 1. Solve the friction first. Therapists couldn't take insurance...
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Hamsa Yaqo And Paul Spiegelman Explain Why Curiosity May Be The Most Important Skill We Teach
What if one of the most important skills we can teach isn't academics—but curiosity, kindness, and how to get back to center? I sat down with Hamsa Yaqo and Paul Spiegelman, co-founders of Kintsugi Village, a unique early childhood learning community in Detroit focused on curiosity, creativity,...
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Chris McShanag Reveals How VAs Can Free Your Best Talent For Higher Value Work
3 Takeaways from my conversation with Chris McShanag, CEO of Virtual Teammate: 1. Every org chart needs a VA today. Stop paying $100/hour talent to do $10/hour work. Free them up to do higher value work. 2. Clarity drives results — not geography. A VA in the Philippines or Latin America performs...
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Garrett Gunderson Explains How To Heal Your Relationship With Money
3 Takeaways from my conversation with Garrett Gunderson, Wealth Liberation Expert: 1. Heal your relationship with money first. Scarcity mindset is inherited. Abundance is a choice. You can't build wealth while fighting the tool that creates it. 2. You are your greatest asset. Stop shrinking.…
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Michael Weinberger Explains How To Make AI Work For Your Business
3 Takeaways from my AI conversation with Michael Weinberger, CEO of Proactive Technology Management: 1. Fall in love with the problem, not the solution. Don't buy AI tools before you understand your pain points. Go slow to go fast. 2. AI is a force multiplier, not a replacement. Elevate your...
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Justin Hai Explains Why Better Recovery Leads To Better Performance
Everyone is tired. But not everyone is resting. 3 takeaways from my conversation with CEO Justin Hai on stress, sleep, and performance: 1. Protect your sleep like it's your business. If you're not sleeping, you're not recovering, thinking clearly, or performing at your best. 2. Put the phone…
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Lawyers Don't Sell Expertise They Sell Trust with Marty Frenkel
3 Takeaways from my conversation with Marty Frankel Co-Chair, Financial Services & Real Property Litigation Group, Executive Committee Member, Maddin Hauser 1. Lawyers sell trust — not expertise. Competence is the baseline. What clients really need is someone on their team who owns their problem...
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We're in the Golden Age of Learning with Bernadette Burke
3 Takeaways from my conversation with Bernadette Burke, CEO of Brella Productions: 1. We're in the golden age of learning. Everyone learns differently. The tools finally exist to meet people where they are. Use them. 2. Know the outcome before you design the training. What do you want people to…
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The Moonshot Idea That Could Change Manufacturing with Deniz Kent
3 Takeaways from my conversation with Deniz Kent, CEO of Prolific Machines: 1. Moonshot thinking starts with a real problem. Deniz saw conflict over resources and asked: what if cells could make everything we need? That question built a company. 2. The best technology has the lowest cost AND...
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Stop Waiting for Capital and Start Building with Oz Konar
3 Takeaways from my conversation with CEO Oz Konar, Founder of Business Lending Blueprint: 1. Proof of concept before capital. Don't hide behind someone else's money. Sell the product first. If people are buying — then scale. 2. Financial literacy is a superpower. Build credit early. Understand...
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The Leadership Lessons Behind a 40-Year Legacy with Ron Sollish and Steve Sallen
A masterclass on leadership, legacy, and succession. With Ron Solish (CEO) and Steve Sallen (CFO) of Maddin Hauser. --- STEVEN ("STEVE") D. SALLEN joined Maddin Hauser as a law clerk in 1983. He served as the firm's president and CEO for fifteen years and is currently the CFO. Steve earned his...
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Stop Taking Notes and Start Having Better Conversations with Richard White
3 Takeaways from my conversation with Rich White, CEO of Fathom AI: 1. Stop taking notes. Start having conversations. AI handles the details so you can focus on the people in the room. 2. The cost of a lost idea is greater than $15/month. One missed action item. One forgotten commitment. One...
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Build Simple, Sell More: Thomas Smith on What Customers Really Want
I sat down with Thomas Smith, founder of skinatwork.com. Here are 3 takeaways. 1. Simple is a strategy. Nearly 70% of Thomas's customers buy a full kit on the first visit. Simplicity is doing the hard work so your customer doesn't have to. 2. Know your numbers. Acquisition cost. Lifetime value....
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What Are You Good At: : The Playbook for Smart Scaling with Alisa & Jeff
If you're looking to Franchise your business, or thinking about it, CEO Alisa Sparks with Linden Creek will guide you how to do it! 3 highlights from our conversation: 1. Turn what works into a system Don't just grow… replicate -When your process is clear and teachable, others can run it—and you...
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Jon Ostenson on AI Proof Your Franchise The Smarter Path to Business Ownership
Most people think franchising is the easy path to business ownership. It's not. But it might be a smart path. I sat down with John Ostenson — top 1% franchise broker and CEO of FranBridge Consulting — and here's what stood out: 3 Takeaways: 1. AI-proof your investment. The smart money is flowing...
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The Long Game Wins: Business Lessons from a Soft Serve Stand with Gemma Geldmacher
Playing the Long Game: Lessons from a HUD Specialist and a Soft Serve Stand I sat down with Gemma Geldmacher, Managing Director of Mortgage Banking at Berkadia, to talk about her successful career and her blog — Playing the Long Game: Hard Lessons Through Soft Serve. It's the story of watching…
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Can AI Predict Disease Before Doctors? Adam Wolfe of Chroneme
Adam Wolfe tragically lost his son eight years ago. Adam channeled his pain it into building something that could prevent the same thing from happening to others. Co-Founder of Chroneme — The first clinical AI built to show its work. Chroneme reads how your health changes over time. Every signal,...
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Think Like Elon: Eric Jorgenson on First Principles, Focus & Innovation
I sat down with Eric Jorgensen, CEO of Scribe Media and author of The Book of Elon. Here are 3 things that stuck with me: What you think is your best is a fraction of what you're capable of. Elon isn't just working harder, he's cut through the noise to focus on what matters. First principles...
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Eric Miller on Why Your Household Is the Most Important Business You Own
Most business owners run their company like a business — and their household like an afterthought. I sat down with Eric Miller, co-founder of Econologics Financial Advisors. Here are 3 things that stuck with me: 1. Your household is the parent company. Everything else is a subsidiary. 2. You're...
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Eric Miller on Why Your Household Is the Most Important Business You Own
Most business owners run their company like a business — and their household like an afterthought. I sat down with Eric Miller, co-founder of Econologics Financial Advisors. Here are 3 things that stuck with me: 1. Your household is the parent company. Everything else is a subsidiary. 2. You're...
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Why Focus Beats Hustle in Building a Brand with Ben Feys and Kevin Niehoff
I sat down with Ben Feys and Kevin Niehoff, co-founders of Pretty Boy — a men's skincare brand built from scratch. Here are 3 things that stuck with me: 1. Master one channel before you touch anything else. 2. Call your customers. 3. Stability beats the dopamine hit of a big spike. The…
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What Are You Good At: Jeff and Jason Hamama on Growth, AI & Success
Great conversation with Jason Hamama of Encore Development 3 Takeaways • Follow your obsession. Curiosity often reveals what you're great at. • Use AI to move faster. It's the tool that will accelerate great operators. • Hard work still wins. Technology changes. Effort never goes out of style....
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Katie Fortunato on AI-Native Growth & Monetizable Content
Katie Fortunato, President of Jobstream: Co-founder of a new ai-native technology disrupting the affiliate marketing industry with a new category of monetizable content. Connect with Jon Dwoskin: Twitter: @jdwoskin Facebook: https://www.facebook.com/jonathan.dwoskin Instagram:...
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Jason Wong on Why Packaging Sells Before You Do
Three takeaways from my conversation with Jason Wong, CEO of Paking Duck: 1. Your packaging is already making decisions for your customers before they touch your product. 2. The best salespeople don't close. They let customers close themselves. 3. AI should be a co-pilot, not a replacement.…
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Kelly Rogers Victor on Why Small Health Choices Matter
Your health isn't decided in a moment—it's built in the small choices you make every day. Enjoy my conversation with Kelly Rogers Victor - Writer, Health and Food Policy Analyst - We talk about health, habits, and taking control of your future. 3 takeaways: Health is a skill—not a switch. You…
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David Homan on Why Connection Is Your Greatest Competitive Advantage
Connection is your greatest multiplier—if you know how to build it right. Enjoy my conversation with David Homan, CEO of Orchestrated Connecting. 3 takeaways: Connection is built, not found. It starts with curiosity, vulnerability, and showing up consistently. Give first—without keeping score.…
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Eva Yazhari on Investing with Purpose and Profit
"Eva Yazhari, Founder & CEO of Beyond Capital Ventures—a firm investing in high-growth companies across emerging markets, led by conscious leaders balancing profit + purpose. One theme stood out: awareness drives everything. 3 takeaways: Nothing is neutral. Every decision—time, money,...
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Joshua Gershonowicz on Making Smarter Business Decisions
Josh Gershonowicz, Chief Advocate of ShortList, helps leaders cut through the noise, challenge assumptions, and define what they actually need before making expensive decisions on their next agency of record.Most teams lack alignment. Too many voices. Not enough clarity.Josh brings clarity to…
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What Are You Good At: AI Is the New Teammate with Alex Mehr
Had an eye opening conversation with Alex Mehr (Famous.ai) and Jeff Gunsberg—about AI Here are 5 takeaways from our talk: 1. AI isn't software. It's a reasoning utility. For the first time, businesses can add "thinking" without adding people. That changes everything—from org charts to margins. 2....
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Mark Podolsky on Building True Financial Freedom
What does real freedom actually look like? Mark Podolsky, "The Land Geek"—teaching people how to build passive income without building another job. 3 Takeaways: • Make money on the buy—margin is created before the deal starts • Passive income = options—cover expenses, reclaim your time • Your...
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Georgee George on Turning a Simple Idea into a Thriving Brand
What actually builds a real business? Georgee George - CEO Yummee Pop Popcorn —turning a simple idea into a product people love! 3 Takeaways: • Don't rush—speed creates mistakes, patience builds profit • Follow demand, not assumptions—your customer tells you the truth • Gut + data wins—use both,...
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Hikari Senju on Winning Attention in the Age of AI
What wins in a world of noise and AI? Hikari Senju, CEO of OmneKy—building AI that turns ads into real revenue engines. 3 Takeaways: • Personalization beats perfection—great ads speak to one person, not everyone • Data guesswork—let performance tell you what works • Reputation is currency—build...
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Yining Wang on Why Your "Why" Is Your Greatest Competitive Advantage
What's changing fast… and what never will? Yining Wang, Executive Partner at Sincere Alignment Group—focuses on aligning people, capital, and ideas across a decentralized world. 3 Takeaways: • Business is still people solving problems for people • Access to knowledge is everywhere—but execution…
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Matt Watson on Building Trust That Drives Growth
What matters more today: being the best… or being the best known? A powerful conversation with Matt Watson (CEO, entrepreneur, author of Product Driven). 3 Takeaways: • Leads are the hardest part of business—always have been • Visibility builds trust—trust drives decisions • Pick up the phone and...
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Daniel Hindi on Why AI Chatbots Are Changing Customer Service
In my conversation with CEO Daniel Hindi, we talked about something many people still struggle with: chatbots. Many people see a chatbot on a website and immediately think: "Just let me talk to a human." A few things that stood out: • Most conversions happen after about 7 interactions • AI can...
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What Are You Good At: Speed, Data and Adaptability with Gilad Bechar
A few takeaways from our conversation with Gilad Bechar- CEO of Moburst (Adweek's fastest-growing agency): Growth rarely stalls because of bad ideas. It stalls because execution slows down. 3 takeaways every business can learn from: 1. Speed creates advantage The bigger the organization, the…
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Frederick Fisher on Why Listening Is the Ultimate Sales Skill
Most people wait for opportunity. The best ones sell their way into it. Enjoyed my conversation with Fred Fisher. 50+ years in business. Still sharp. Still curious. 4 things that stuck: 1 - Opportunity is sold — not given. At 17, he talked his way into a French kitchen in Grenoble. Sales isn't a...
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Nathan Strum on Why First Impressions Drive Business Growth
When a client calls your business… what does your voice communicate? Confidence? Clarity? Chaos? Enjoyed talking with Nathan Strum, CEO of Abby Connect, about why the first 7 seconds of a call can shape lifetime value. Here are 3 takeaways: 1 - Culture Beats Training You can't script care. If the...
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Jordan B. Segal on Why Great Deals Start with Better Questions
Great talking with Jordan B. Segal, Attorney at Maddin Hauser. 5 takeaways that stuck with me: 1 - You know early—if you're paying attention. Jordan wanted to be an attorney as a kid—and was already developing his voice. 2 - Advocacy starts with clarity. You can't advocate for yourself—or your...
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Ranya Nehmeh on Building Culture in a Hybrid World
I sat down with Ranya Nehmeh, HR strategist, professor, and author of In Praise of the Office. Our conversation reinforced what I've been hearing from many clients lately. HR today isn't just policies or processes. -It's culture. -It's learning. -It's how people actually develop in a distributed...
About this show
Coffee with Jon -Formerly THINK BusinessDeep, soulful conversations with executives, managers, and sales professionals who are making a real difference — in their companies, their communities, and within themselves.Inspired by the legendary Larry King, Coffee with Jon brings you 1:1 interviews built around curiosity, authenticity, and the art of truly listening. Like King, host Jon Dwoskin puts the guest and their journey at the center of every conversation — asking the questions that uncover not just what people do, but why they do it, and what drives them to show up and lead the way they do.Every episode is a chance to see the bigger picture, shift your perspective, and find the spark that moves you to your own next level.Pull up a chair. Pour yourself a cup of coffee and let's - Get Unstuck & THINK BIG!
Hosted by
Jon Dwoskin
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